Home Vacation Rentals By Owner In Galena, IL

Showing 380 Of 489 Vacation Rentals
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Exceptional(38)

$225.01

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Private Vacation Home

Galena Retreat: Shopping, Owners Club & Skiing!

Galena, Illinois, United States

Welcome Bottle of Wine & Snacks | Gas Fireplace | Resort-Style Amenities | On-Site Golf CoursebrbrThis townhome boasts 2 bedrooms, 2 baths, Smart TVs, a loft with an arcade game, a deck with golf course views, and access to the Galena Territories Owners Club — ideal for a family getaway, couple's retreat, or girl's trip! Enjoy shopping and dining in downtown Galena or take in the spectacular scenery and watch the sunset views, golfers teeing off, and birds and wildlife off of the deck.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbr- Loft: 1 full sleeper sofabr brCOMMUNITY AMENITIES br- 4 golf courses (additional fee paid on-site)br- Fitness center, tennis/pickleball/basketball courts, hiking trailsbr- Indoor & outdoor community pools, kids' splash poolbr- Lake access, boating, kayaking, fishing, bikingbr- Clubhouse, business centerbr- Game room, restaurantbr brOUTDOOR LIVINGbr- Deckbr- Gas grillbr- Outdoor dining areabr brINDOOR LIVINGbr- Smart TVs, recliners, laptop-friendly deskbr- Pac-Man arcade game, Bluetooth speaker, record player, board gamesbr brKITCHENbr- Granite countertops, stove/oven, refrigerator, microwave, dishwasherbr- Keurig duel pod/drip coffee maker, pods & drip coffee packet, creamers & sugar, teabr- Kettle, toaster, welcome snacks (popcorn, hot chocolate, & snack bars)br- Cooking basics, dishware & flatwarebr- Dining table w/ chairs, breakfast bar w/ stoolsbr brGENERALbr- Free WiFi, keyless entrybr- Central heating & A/C, ceiling fansbr- Linens & towels, pool & beach towelsbr- Washer & dryer, laundry detergentbr- Complimentary toiletries, 2 hair dryersbr brACCESSIBILITYbr- 2-story homebr- 2 steps to enterbr- Interior stairs to access main and upper floorsbr brPARKINGbr- Designated parking spaces (2 vehicles)br- Free street parking (first-come, first-served)brbr-- THE LOCATION --brbr- Golf course viewbr- Located in a quiet neighborhoodbr- 7 miles to Downtown Galenabr- 12 miles to Chestnut Mountain Ski Areabr- 22 miles to National Mississippi River Museum & Aquariumbr- 29 miles to Dubuque Regional Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr brADDITIONAL INFORMATIONbr- This 2-story home requires 2 steps to enter and requires interior stairs to access the main and upper floorsbr- Winter activities offered at Eagle Ridge Nordic Center: Snowshoeing, ice skating, sledding, cross-country skiing, and toboggan. Rentals are offered at the center (except cross county skies)
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$184.95

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Hotel

Enjoy Irish-Inspired Comfort at Cozy Room in Galena

Galena, Illinois, United States

We welcome you to experience a touch of Ireland in the heart of Galena. Our boutique inn offers warm hospitality, charming rooms, and cozy gathering spaces. Just minutes from historic Main Street, enjoy unique shops, galleries, and dining. Explore the scenic hills of Jo Daviess County, with trails, vineyards, and breathtaking views, then return to the inviting comfort and character of our propertbrbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, standard quality 49-inch TV, available with Netflix, and Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm to 11:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Indoor shared pool available all year, open 24 hours.brbr✦ Free parking garage – 1 space(s).brbr✦ Shuttle service is available upon reservation between 2:00PM and 7:00PM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $25.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Complimentary shuttle service to downtown Galena's Main Street
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Exceptional(6)

$184.95

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Hotel

Irish Cottage Inn | 1 Unit | Galena Hwy 20 Access

Galena, Illinois, United States

Located on U.S. Highway 20 in Galena, this inn offers easy access to the town's historic district and popular local attractions. Ideal for exploring charming shops, restaurants, and outdoor activities, it provides a convenient base for your Galena visit.brbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, standard quality 49-inch TV, available with Netflix, and Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm to 11:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Indoor shared pool available all year, open 24 hours.brbr✦ Free parking garage – 1 space(s).brbr✦ Shuttle service is available upon reservation between 2:00PM and 7:00PM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $25.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Complimentary shuttle service to downtown Galena's Main Street
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Exceptional(2)

$215.98

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Hotel

Romantic Guestroom Perfect for Couples’ Escape

Galena, Illinois, United States

We welcome you to experience a touch of Ireland in the heart of Galena. Our boutique inn offers warm hospitality, charming rooms, and cozy gathering spaces. Just minutes from historic Main Street, enjoy unique shops, galleries, and dining. Explore the scenic hills of Jo Daviess County, with trails, vineyards, and breathtaking views, then return to the inviting comfort and character of our propertybrbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, standard quality 49-inch TV, available with Netflix, and Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm to 11:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Indoor shared pool available all year, open 24 hours.brbr✦ Free parking garage – 1 space(s).brbr✦ Shuttle service is available upon reservation between 2:00PM and 7:00PM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $25.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Complimentary shuttle service to downtown Galena's Main Street
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Exceptional(2)

$215.98

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Hotel

Cozy Cottage-Style Room Perfect for Two Guests

Galena, Illinois, United States

We welcome you to experience a touch of Ireland in the heart of Galena. Our boutique inn offers warm hospitality, charming rooms, and cozy gathering spaces. Just minutes from historic Main Street, enjoy unique shops, galleries, and dining. Explore the scenic hills of Jo Daviess County, with trails, vineyards, and breathtaking views, then return to the inviting comfort and character of our propertybrbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, standard quality 49-inch TV, available with Netflix, and Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 03:00 pm to 11:00 pm.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Indoor shared pool available all year, open 24 hours.brbr✦ Free parking garage – 1 space(s).brbr✦ Shuttle service is available upon reservation between 2:00PM and 7:00PM.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A mandatory resort fee of $25.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ Complimentary shuttle service to downtown Galena's Main Street
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Exceptional(24)

$230.77

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Private Vacation Home

Galena Getaway

Galena, Illinois, United States

Peaceful, pet-friendly ($50 fee per reservation) vacation home in the Galena Territory. 3 bedrooms, 3 bathrooms, two living rooms, 2 wood fireplaces, screened in porch, upper level porch, deck, firepit, access to owner's club (pool, exercise room and game room), marina and 24 miles of hiking trails. Sleeps up to ten people. Base price is for 2 people. The rate increases after two people. br Please ensure your guest count is accurate when you make your reservation. The guest count can be updated if needed. Inaccurate reservations will be charged accordingly. brThe spacebrThe lower living room has a wood burning fireplace and a 55 inch smart TV with a blue- ray player. The sectional in this room has a queen-sized sleeper sofa inside. The lower level also has a bedroom with a queen-size bed, end table, closet, full bathroom, washer/dryer, direct access to screened in porch, and a TV with a DVD player and an Amazon Firestick.brbrThe upper level has two bedrooms. One with a king sized bed, full bathroom, two closets, and flat screen tv with Roku. The other bedroom has a twin bed and a twin over full bunk bed, one closet, and a TV with roku, WII, and a DVD player. The upper twin can support adults up to 250 lbs. The 3rd bathroom is a full bath in the hallway between the two bedrooms.brbrThe upper level of the house includes another living room with a wood burning fireplace, direct access to the upper level wrap-around deck and an open kitchen.brbrOff the kitchen is a door which exits to the wrap-around deck and down to a full sized deck with a gas grill and seating for ten. The kitchen has a stainless steel refrigerator, stove/oven, microwave, dishwasher, coffee maker, toaster, crock pot, blender, and a counter for two people.brbrPlease note, there is no dining room. We have a cabinet that opens up to a full size dining table if desired. (see pics)brbrFor your convenience we've provided bath towels and beach towels that can be used for your visit to the pool. Please remember to bring back your beach towels.brbrThe bookshelves in the upper living room have some games, puzzles and children's books. The cabinet next to the counter seating has markers, coloring books, play-dough, paint, and small canvases. Please take care to put these items aware before your departure.brbrOur house sits on 1 1/2 acres. It is the middle house off a cul-de-sac. We have a firepit and four adirondack chairs at the front of our side yard.brbrBoth upper and lower covered decks have two rocking chairs, a glider for two and a coffee table. The lower deck also has a hanging chair. The deck has a patio table that seats six, a conversation set for four, and a gas grill. Additional indoor/outdoor folding chairs are available in the garage, if needed.brbrSome wood for the firepit and fireplaces is located in the garage. If you use the fireplaces, OPEN THE FLUE by reaching up and pulling the handle towards you. Please clean up the ashes into the steel bucket. You will probably need to open the window to allow proper ventilation. If the smoke detector goes off, open the window more and it should prevent it from going off again. PLEASE ONLY USE THE FIREPLACES IF YOU KNOW HOW TO PROPERLY USE THEM.brbrThe garage door is manual, and we don't use it for parking. You'll find a foosball table, firewood, and outdoor activity items in the garage.brGuest accessbrGuests have access to the entire house.brbr• INTERNETbrFree high speed fiber wireless internet (WiFi) is included and there are three flat screen TVs with Roku or a Prime Firestick.brbr• GROCERIESbrIf you plan to eat in during your stay, we suggest stopping at one of the grocery stores on your way to Galena. From Chicago we stop at Sullivan's Foods in Stockton.brFrom Dubuque you can stop at the Walmart or the Piggly Wiggly. Otherwise, there is a General Store right in the territory (6 minute drive).brbr• FREE USE OF OWNER'S CLUBbrSix (6) proximity cards are available in the house for guests to use to gain access into the Owner's Club located a short 3 minute drive away. It includes a full fitness center with Nautilus-style equipment, indoor olympic-size swimming pool with accessible ramp, outdoor swimming pool, indoor basketball court (not regulation size), and a game room with pool tables, ping-pong tables, TV, and video games. You can also sign up to use one of several tennis courts or play on the beautiful 63-hole golf course. The Business Center offers three computer stations with internet access. There is also a computer bar located outside the Business Center, plus the entire complex offers free wireless internet connectivity. There is a $50 fee per lost/damaged card.brbr• GALENA TERRITORYbrThe Galena Territory is a semi-private, residential, recreational and resort community located in the northeast corner of Illinois, near the historic city of Galena. The territory boasts 6,800 acres of spectacular vistas, valleys, prairies and woodlands. The Territory has set aside 1,500 acres of protected recreational land. The remainder is filled with low-density residential development and Eagle Ridge Resort & Spa. The Galena Territory was designated a Community Wildlife Habitat™ by the National Wildlife Federation in 2010. There are 1,900 acres of recreational amenities and Lake Galena for boating and fishing.brbrIf you love walking, there are about 24 miles of trails. Some of them go up in the hills and lead to wood deck lookouts with beautiful views. Some go right along the water of Lake Galena.brActivities in the Galena Territory include zipping thru the canopies of The Galena Territory on Long Hollow Canopy Tour’s new zipline course, or a leisurely horseback ride at the Shenandoah Riding Center. Or enjoy 63-holes of championship golf and award-winning restaurants at Eagle Ridge Resort & Spa.brbr• SPAbrNeed the next level of relaxation, you can make an appointment at the Stonedrift Spa located in the Eagle Ridge Resort main building. The 6,000 -square foot facility has certified and experienced spa professionals and 10 treatment rooms where therapies include couple’s massages, facials, and reflexology, energy therapies, teen and men’s services. The men’s and women’s locker rooms also feature state-of-the-art steam rooms. The relaxation room is a great place to unwind while awaiting treatment and the Spa Boutique offers the deluxe organic products for purchase which can be used during your treatment.brbr• LAKE GALENA & MARINAbrOne of The Galena Territory’s most cherished amenities is Lake Galena, a scenic 225-acre man-made lake perfect for anglers and boaters who enjoy observing nature on leisurely cruises. It boasts some of the best fishing in the area, with an abundance of smallmouth and largemouth bass, walleye, bluegill, channel catfish, perch and tiger muskie.brbrThe shoreline is designated Green space – land owned collectively by members of The Galena Territory Association – that cannot be purchased or developed. To protect the shoreline from erosion and keep the lake quiet, peaceful and attractive to wildlife, the lake is restricted to 10-horsepower motors. There is no swimming or water skiing.brbrTwo other special locations on Lake Galena are North Cove and Thunder Bay Falls Park. North Cove includes a picnic area, a small pavilion and barbecue grills. Thunder Bay Falls Park is located opposite Lake Galena’s spillway and dam. Hiking trails are available and fishing is allowed in the stream below the spillway. Two paths traverse the top and the base of the 17-foot-tall by 400-foot-long limestone retaining wall that leads to a popular observation point for a view of Lake Galena’s spillway.brbrThe Galena Territory Association’s Marina is located on Marina Drive and offers boat rentals and sells fuel and fishing licenses. The Marina features a well-stocked Bait & Tackle Shop for fishermen in need of live bait, extra lures, bobbers or perhaps a new rod and reel, and also sells pop, bottled water, chips, snacks and ice cream. The shop is open April through October.brbrOn the shoreline of Lake Galena, next to the Marina, you’ll find a number of recreational opportunities for family members of all ages to enjoy including a playground, picnic area, fish-cleaning shed as well three pickleball courts, a tennis court and volleyball courts. Other seasonal recreation opportunities include a badminton net and two horseshoe pits.brbr• HISTORIC DOWNTOWN GALENAbrThe house is about a 12-minute drive to downtown historic Galena. This New England-style town was recently rated #1 in 2017 by Architectural Digest for “Most Beautiful Main Street in America”. It was also listed as one of “America’s Prettiest Towns” by Forbes Magazine in 2013. You will love the quaint, mile-long downtown area with unique gift shops, ice cream parlors, artist galleries, craft stores, specialty food shops, and restaurants. There are also many vineyards to explore outside of Galena. See the Visit Galena website for more detailed information including a calendar of events.brbr• DININGbrIn Galena, there are many options ranging from pub-style burger places to high end dining. One of our favorites is a French/German restaurant called Fritz and Frittes. It has one of the best steaks we’ve had. The Log Cabin is known for great steaks as well (although at higher prices). One Eleven Main is a great restaurant that creates their dishes with food from local farmers. Durty Gurt's is known for their burgers. If you don’t want to leave the resort, there are four restaurants on the grounds. The Woodlands restaurant in the Eagle Ridge Resort & Spa has a good breakfast buffet and a stunning view from the bluff overlooking Lake Galena. There is an adjacent pub-style restaurant with a bar and large screen TV if you want to catch up on a game. Paisano's serves pizza and Italian sandwiches. There is another restaurant near the entrance of the Galena Territory called Highlands with 2 1/2 story windows facing a beautiful view of the valley.br
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Exceptional(2)

$220.18

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Fully Renovated! Spa-Like Luxury, Perfect Location!

Galena, Illinois, United States

This split-level, pet-free Townhome offers a completely renovated kitchen on the first floor with all new stainless-steel appliances and is well equipped with tableware and utensils for a romantic gourmet meal for two. Serve dinner at the kitchen counter bar, at the dining area table, or al fresco under the stars on the patio deck. The living room area offers multiple seating options, a wood burning fireplace for a cool autumn day or a cold winter night, and a 50” Smart TV with full access to the Townhome’s wireless WIFI. Use your personal credentials to watch your favorite streaming programs. Step through the sliding door to the outdoor deck which offers a private setting to enjoy the beautiful tree line separating the open grassy terrain from the North Golf Course. On the desk, a new Weber gas grill and tools await your use. Back inside, the first floor also offers a full bathroom with spa quality amenities as well as a washer and dryer available for your use.brbrAs you move upstairs you will walk through a cozy loft area overlooking the living room prior to entering a beautifully updated bedroom with hotel quality king bed and bedding. The spacious bathroom suite has been completely renovated and offers luxurious spa essentials.brbrThis Townhome celebrates the beauty of Galena with many pictures and photos of historic and iconic Galena landmarks. Downtown Galena is only minutes away, where you can experience hundreds of unique gift and clothing boutiques, home décor shops, antique stores, art galleries and art studios, numerous restaurants serving casual to gourmet cuisine, pubs, wine and bourbon bars, and all are ready to offer you a great night out!
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Exceptional(6)

$284.11

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Private Vacation Home

Getaway on Wheatstrand. Ski, Fish, Golf, Horseback ride, Hike, Swim and more!

Galena, Illinois, United States

Relax, Recharge, and Explore in Galena TerritorybrbrWelcome to your perfect getaway in the heart of the scenic Galena Territory—where relaxation meets recreation. This beautifully furnished 3-bedroom, 2-bath retreat offers the ideal blend of comfort, privacy, and access to world-class amenities, making it a favorite for families, couples, and adventure seekers alike.brbrStep inside and experience the inviting warmth of vaulted ceilings, a cozy fireplace, and an open-concept layout that connects the living room, dining room, and fully equipped kitchen. The kitchen features quartz countertops, a farm sink, soft-close drawers, a pantry, and both drip and Keurig coffee makers—ideal for casual breakfasts or evening gatherings.brbrThe main-level primary suite offers a peaceful sanctuary with a smart TV and easy access to the main living spaces. Enjoy stunning sunsets and serene forest views from the expansive back porch, or unwind in the vaulted-ceiling 3-season room with a comfortable couch, dining table, and TV.brbrDownstairs, the fully exposed lower level includes two additional bedrooms, a second living area with a smart TV, a sofa sleeper, laundry room, and direct access to a second covered porch. It’s the perfect space for kids, extended family, or friends traveling together.brbrThe fun continues in the detached 2-car garage, converted into a recreation space complete with a second fridge, ping pong table, foosball, and plenty of games.brbrGalena Territory AmenitiesbrAs guests, you’ll have access to the Owners Club, which features year-round enjoyment with indoor and outdoor pools, basketball courts, tennis courts, pickleball, and a fully equipped game room with pool tables, ping pong, cornhole, and more.brbrExplore the nearby Lake Galena with pontoon, kayak, and paddleboard rentals—or bring the kids to the lakeside playground. For equestrian lovers, the Shenandoah Riding Center offers horseback riding trails and experiences for all ages.brbrGolfers will appreciate four nearby championship golf courses, and for winter or summer thrills, Chestnut Mountain Resort is just 25 minutes away with skiing, alpine slides, and river cruises.brbrJust 15 minutes from the home, historic downtown Galena awaits with charming boutiques, local wineries, cozy cafes, and walking tours rich in 19th-century architecture. Or take a day trip to downtown Dubuque—just 30 minutes away—for casino entertainment, museums, and panoramic views of the Mississippi River.brbrWhether you’re looking for peaceful forest views or a launchpad for year-round adventure, this Galena Territory escape is the perfect place to call home during your stay.
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Exceptional(31)

$437.86

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Private Vacation Home

Modern Spacious Lake View Villa | 3BR | King Beds | Amenity Access | Foosball!

Galena, Illinois, United States

Golfer Inquire for(e) for details on our Golf Packages.brbrWelcome to Rock Cove Villa -- hosted by The Collection Vacation Homes! Rock Cove is a lux and stylish Townhome on a quiet cul-de-sac overlooking beautiful Lake Galena. brbrWith three bedrooms and three full bathrooms, this spacious townhome is perfect for families and friends and accommodates up to 8. The open living and dining area, complete with a floor-to-ceiling wood-burning fireplace and large patio, offers stunning views and ample space to relax and unwind. The bedrooms are all outfitted with comfortable king-sized beds and Smart televisions, with ensuite bathrooms, and a bonus living room on the lower level - the perfect place to send the kids. The lower level also features a sleeper sofa for an additional spot to rest. brbrAs our guest, you'll have access to the Galena Territory Owners Club, with all its fantastic amenities, including an indoor/outdoor pool, fitness center, tennis and basketball courts, and a game room. Plus, with complimentary access cards for up to six guests, you can enjoy all the resort has to offer. Additional guest passes may be purchased for $5 per person/day.brbrGolf enthusiasts will love this location, the East Golf Course is just a short walk from the condo, and the other three courses are nearby. And when it's time to head into town, downtown Galena is only a 12-minute drive, and Piggly Wiggly and Walmart are just 15 minutes away.brbrPlease note that some amenities may require reservations due to COVID-19 restrictions, but the HOA maintains the facilities well for guests to enjoy. And while we don't have a specific COVID or weather Cancellation Policy, we strongly suggest getting travel insurance to protect your plans.brbrCheck-in details are sent to your email the day before your arrival, including the home's address, access code, and other important information.
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$1333.88

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Private Vacation Home

Just a Few Summer Gaps Left / Designer 6BR Getaway/Golf Sim + Theater

Galena, Illinois, United States

Welcome to Casa de Galena – A Luxury 6BR/6.5BA Retreat in the Heart of NaturebrbrExperience the ultimate getaway at Casa de Galena, a newly built 6-bedroom, 6.5-bath luxury estate designed for unforgettable group vacations, family gatherings, and retreats with friends. Nestled on 4.4 private acres in the scenic Galena Territory and just 14 minutes from historic downtown Galena, this home offers an unmatched blend of modern comfort, upscale amenities, and natural beauty.brbr✨ What You'll Lovebr Private Indoor Movie Theater – Enjoy cinema-quality evenings with surround sound and plush seating.brbr ️ Golf Simulator – Practice your swing or challenge friends to a virtual round with our state-of-the-art indoor golf simulator. We provide basic golf clubs for both adults and kids, but we encourage guests to bring their own clubs for the best fit and performance.brbr 8-Person Hot Tub – Soak under the stars in our spacious outdoor hot tub, surrounded by peaceful woods and fresh country air.brbr Fire Pit with Complimentary Firewood – Gather around for s’mores, stargazing, and late-night conversations. We provide firewood to keep the flames going throughout your stay.brbr Recreation Room – Pool/ping pong table, shuffleboard, queen sleeper sofa, and plenty of space to hang out.brbr Expansive Yard with Outdoor Games – Enjoy cornhole, giant Connect 4, and axe throwing for friendly competition and backyard fun.brbr ️ Comfort Meets PrivacybrEach of the six spacious bedrooms features an ensuite bathroom and Smart TV:brbrMaster Suite – King bed, spa bathroom with soaking tub and walk-in shower, private patio, office desk.brbr4 King Bedrooms – Plush king beds, premium linens, private baths.brbrBunk Room – Full-over-full bunk bed, great for kids or extra guests.brbr ️ Living & Dining SpacesbrOpen-Concept Living Room – Relax with ample seating, a large Smart TV, electric fireplace, and access to the expansive deck.brbrOutdoor Deck – Shared with the junior master suite, features a gas grill and dining for 10 with scenic wooded views.brbrDining Area – Indoor dining table comfortably seats 10, plus bar seating at the kitchen island for casual meals.brbr ️ Gourmet KitchenbrFully equipped with brand-new appliances including refrigerator, oven, dishwasher, and microwave.brbrStocked with everything you need to cook and serve, including a crockpot, Keurig, blender, and toaster.brbr Entertainment & AmenitiesbrSmart TVs – In every bedroom and common area.brbrEV Charger – Charge your electric vehicle right at the house.brbrHigh-Speed Wi-Fi – 1000 Mbps upload/download speeds for seamless streaming and remote work.brbrLaundry Room – Full-size washer and dryer for your convenience.brbrAmple Parking – Space for multiple vehicles.brbr ‍ ‍ ‍ Family- & Dog-FriendlybrChild Amenities – Pack-and-play and highchair provided.brbrPet Policy – Up to 2 well-behaved dogs welcome (pet fee applies). No cats or other pets, please.brbrBook your stay at Casa de Galena and enjoy a luxury home where relaxation, recreation, and connection come naturally.brbrCasa de Galena is perfectly positioned for guests eager to explore the best of the Galena area and beyond. brbrWithin the Galena Territory:br Galena Territory Owner’s Club – 0.9 milesbrbr Lake Galena & Marina – 1.9 milesbrbr Shenandoah Riding Center – 3.5 milebrbr Thunder Bay Falls – 4.2 milesbrbr Hoof It Goat Treks – 6.3 milesbrbr⛳ Championship Golf brCasa de Galena is just minutes from four stunning golf courses nestled in the heart of The Galena Territory:brbrThe General - 4 milesbr The crown jewel of Galena golf. Challenging, scenic, and unforgettable with 250 feet of elevation change.brbrThe North Course - 2.7 milesbr Tree-lined fairways, panoramic views, and a classic test of skill near Lake Galena.brbrThe South Course – 3.8 milesbr A secluded, wooded course with rolling hills and water features on most holes.brbrThe East Course – 2.1 milesbr A relaxed 9-hole course that’s great for families, beginners, or a quick round.brbrHistoric Sites & Downtown Galena:brbr Downtown Galena and restaurants- 8.2 milesbrbr ️ U.S. President Grant Home State Historic Site – 8.7 milesbrbr Washburne House State Historic Site – 8.7 milesbrbr ️ Galena History Museum – 8.3 milesbrbr ️ Belvidere Mansion – 8.8 milesbrbr Grant Park – 8.9 milesbrbr Galena Trolley Tours – 8.4 milesbrbr ️ Dowling House – 8.4 milesbrbr Galena Brewing Company and restaurant– 8.4 milesbrbr ️ Old Market House State Historic Site – 8.2 milesbrbr P.T. Murphy Magic Theatre – 8.3 milesbrbr ️ Galena-Jo Daviess County Historical Society & Museum – 8.3 milesbrbrNature & Outdoor Adventures:br⛷️ Chestnut Mountain Ski Resort – 14 milesbrbr Horseshoe Mound Preserve – 11 milesbrbr Casper Bluff Land & Water Reserve – 13 milesbrbrLocal Wineries, Distilleries & Farms:br Blaum Bros. Distilling Co. – 7.7 milesbrbr Galena Cellars Vineyard – 4 milesbrbr Galena Cellars Winery – 8.3 milesbrbrBeyond Galena:br Apple River Canyon State Park – 19.9 milesbr Berning Acres Dairy Farm
Bed 6

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Bath 6

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Sleep 14

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Exceptional(11)

$1075.82

/ Nightly
Private Vacation Home

5000 sq. ft. Estate w/ Hot Tub · Theater · Valley Views

Galena, Illinois, United States

Picture 14 people settled around a fire pit as the valley goes golden — someone's already claimed a massage chair in the theater, the hot tub is warming up outside. This is Hurry Knot Hideaway: 5,500+ sq ft on three hillside floors with a private theater, full arcade, hot tub, six ensuite bedrooms, and valley views that greet you every morning. Built for groups who want more than a place to sleep. The adventure starts here.brbr Over 5,500 sq ft across 3 stories with sweeping valley viewsbr ️ 6 Bedrooms | 6 Ensuite Bathrooms (no bunk beds!)br ‍ ‍ ‍ Sleeps up to 14 comfortablybr No waiting for hot showers — 6 showers (2 double showers) + commercial water heaterbrbr ️ Chef’s Kitchen:brbr Brand-new 6-burner stovebr ️ Trash compactorbr Three refrigerators with ample fridge/freezer spacebr Everything you need for group meals and entertainingbrbr Entertainment for Every Seasonbrbr Private Theater Room — perfect for rainy days and movie nightsbr Pool & Ping Pong Tablebr ️ Arcade Roombr 2 Jetted Tubs for ultimate relaxationbrbr Bonus Amenitiesbrbr GTA Owner’s Club-5 min drivebrIncludes indoor pool, gym, café, and arcadebr ️ 6 complimentary amenity passes includedbr➕ Additional passes available for $5/day/personbrbrbr ️ Sleeping Arrangements brbrHurry Knot Hideaway features 6 bedrooms, each with ensuite or private bathroom access (one basement bedroom has a semi-private bath). No bunk beds — just comfortable, adult-friendly sleeping spaces for everyone.brbr First Floorbrbr King Bedroombr TVbr Jetted tubbr Walk-in showerbr Double vanitybrbr Second Floorbrbr King Bedroombr TVbr Shower over jetted tubbr Makeup vanitybr Double sinksbrbr Queen Bedroombr TVbr Shower over tubbr ‍ Deskbr Double sinksbrbr Twin Bedroom (2 Twins)br Shower over tubbr Double sinksbrbr ️ Den / Bonus Sleeping Areabr ️ Queen pull-out memory foam sleeper sofabrbr Basement Levelbrbr King Bedroombr Large 65” TVbr Semi-private bathroombr Double showerbrbr Twin Bedroom (2 Twins)br Shower over tubbr Double sinksbrbr Traveling with little ones brWe provide a Pack-n-Play for young infants for your convenience.brbr Pet Friendly (With Guidelines)brbr Quick screening via BetterPet Passport after bookingbr✔️ Dogs must be 2+ years old and fully house-trainedbr No cats or other petsbrbr Local Compliance & Guest PortalbrbrThis property has local compliance requirements (booking platform approved), which include:br✔️ Signed rental agreementbr✔️ ID verificationbr✔️ $1,500 security hold (pending transaction — not a traditional deposit)brbr Optional Damage Waiverbrbr$49 for stays up to 10 nightsbrbr+$2/day for stays longer than 10 nightsbrbrOptional, non-refundable, third-party coveragebrbrTo make this easy, we use Happy Guest — a secure, app-free guest portal where you’ll:br Complete required stepsbr Access house infobr ️ Find our favorite local recommendationsbrbr Current AvailabilitybrApril 10th - 12thbrMay 1st - 3rdbrMay 8th - 10thbrMay 15th - 17thbrMay 22nd - 24th
Bed 6

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Bath 6

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Sleep 14

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Exceptional(49)

$294.11

/ Nightly
Private Vacation Home

3BR Ensuites | Access to Pool, Pickleball, Lake & more | Walk to Golf & Spa

Galena, Illinois, United States

Golf Packages: New for 2025 - inquire for more details!brbrEagle's Landing at Cedar Bluff! Your ideal vacation home to settle into for your Galena Territory vacation. brbrLocated in one of the best spots in the Galena Territory, this townhouse offers easy access to Eagle Ridge Resort, Stonedrift Spa (the newly expanded spa is receiving rave reviews!), Lake Galena, and walking/running trails. Golf enthusiasts will appreciate being able to walk to the North Course clubhouse in just 5 minutes and the East Course clubhouse in 10 minutes. The adjacent parking lot at Eagle Ridge Resort & Spa features an EV charger for your convenience.brbrStep into this spacious townhome and feel right at home. The well-appointed living room welcomes you with a cozy electric fireplace and great views from the rear patio. The fully-stocked kitchen is ready for your culinary adventures.brbrEagle's Landing features three bedrooms spread across three levels, each with an ensuite or adjacent bathroom. The primary and lower-level bedrooms feature comfortable King beds, while the upper bedroom offers a cozy Queen bed. Smart TVs or Amazon FireStick-enabled TVs are provided in each bedroom for your entertainment.brbrThe lower level also includes an additional family room with a Smart TV, perfect for movie nights or game sessions. In case you have more than six guests, the lower-level living room has a sleeper sofa. YouTubeTV is available as an alternative to traditional cable, accessible on all TVs with smart TV capabilities for your preferred streaming services.brbrAs guests of Eagle's Landing at Cedar Bluff, you'll have access to The Galena Territory Owner's Club amenities. Six access cards are provided for the use of indoor and outdoor swimming pools, basketball, pickleball, and tennis courts, Lake Galena, and the Marina. If needed, additional guest passes can be purchased at the Owner's Club. Please note, while this townhome is located next door to Eagle Ridge Resort, we are not affiliated with the resort.brbrConveniently located within walking distance to Eagle Ridge Resort and Spa, a 12-minute drive from Downtown Galena, and a short 15-minute drive to Piggly Wiggly and Walmart, Eagle's Landing offers both relaxation and convenience.brbrPlease note that we highly recommend purchasing travel insurance for your trip, as we do not have a COVID or Weather Cancellation Policy. All COVID-19 related restrictions have been lifted for the Owner's Club, with a few amenities still requiring reservations.brbrBook your unforgettable Galena retreat at Eagle's Landing at Cedar Bluff today!brbr**** END OF HOST DESCRIPTION - THE VERBIAGE BELOW THIS LINE IS A VRBO GENERATED (AI) DESCRIPTION AND MAY NOT BE ACCURATE ****
Bed 3

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Bath 3

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Sleep 8

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$305.22

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Private Vacation Home

Family-Friendly Golf View Getaway

Galena, Illinois, United States

Escape to this spacious 3-bedroom, 3-bath retreat in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer.brbr✨ HIGHLIGHTSbr• Golf course views ⛳br• Screened-in porch overlooking the coursebr• Game area (foosball, ping pong + board games)br• Family-friendly layout with loft daybed + trundlebr• Remote-controlled fireplacebr• Access to Owner’s Club (pool, fitness center & more)br• Smart TVs + fast WiFibr• 12pm check-in & check-outbr• ~15 minutes to downtown GalenabrbrWelcome to Vista Verde @ A&D Rise Getaways!brbrStart your mornings on the screened-in porch overlooking the golf course, then unwind in the comfortable living space or gather downstairs for games and fun. With three levels of living space, this home offers plenty of room to spread out while still feeling warm, inviting, and connected.brbr ️ SLEEPING ARRANGEMENTSbr• Primary (Main Level): Queen bed with ensuite bathroombr• Upper Level Bedroom: Queen bedbr• Lower Level Bedroom: King bedbr• Loft Area: Twin daybed with trundle (great for kids or additional guests)br• 2 additional sofa sleepers - main level sofa and basement sofabrbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Open layout for easy gatheringbr• Dual coffee maker (drip + Keurig, coffee provided ☕)brbr LIVING & OUTDOOR SPACESbr• Remote-controlled fireplacebr• Smart Tv and fast Wifibr• Screened-in porch with golf course viewsbr• Lower-level game area with foosball, ping pong + board gamesbr• Propane grillbr• Outdoor space perfect for relaxing or diningbrbr LOCATIONbrCentrally located in The Galena Territory:br• ~10 minutes to Owner’s Clubbr• ~15 minutes to historic downtown Galenabr• ~25 minutes to Chestnut Mountainbrbr OWNER`S CLUB ACCESSbrEnjoy access to:br• Indoor & outdoor poolsbr• Fitness centerbr• Game roombr• Pickleball, tennis & basketball courtsbr• Trails, marina, boating & golfbr• Horseback riding + spa servicesbrbrIncludes 6 proximity cards for access.brAdditional cards available for $5/day at the Owner’s Club (2000 Territory Drive).brbrPlease note: Amenity availability is managed by the Territory and is not guaranteed. No refunds are provided for closures.brbr✨ BEFORE YOU ARRIVEbrYou’ll receive a detailed digital guest guide with local recommendations, tips, and everything you need to plan your Galena getaway.brbr OPTIONAL ADD-ONSbrAvailable after booking in your Guest Portal:br• Grocery pickup servicebr• Birthday & anniversary packagesbr• Family game night packagebrbr GRILL INFObrGrill available for guest use. We do our best to provide at least 1/3 tank of propane, but additional refills are the guest’s responsibility. Please clean the grill after use.brbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for longer stays.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• Washer & dryer availablebr• Ample on-site parkingbr• High-speed WiFibr• Family-friendly (games + kid-friendly spaces)br• No petsbrbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Vista Verde @ A&D Rise Getaways!br** Exterior lights must be turned off by 1am. The Galena Territory charges $150 for lights left on overnight **brbr*An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest’s stay. *
Bed 3

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Bath 3

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Sleep 8

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Exceptional(3)

$106.33

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Private Vacation Home

Charming Historic Gem in the Heart of Galena!

Galena, Illinois, United States

Escape to this stylish 2-bedroom, 3-bath retreat just one block from Galena’s historic Main Street—perfect for extended stays, work assignments, or enjoying downtown living with comfort and convenience.brbr✨ HIGHLIGHTSbr• Walkable location — 1 block to Main Street ‍♀️br• Two king suites with ensuite bathroomsbr• Fully renovated modern interiorbr• Spacious layout ideal for longer staysbr• Smart TVs + fast WiFibr• 12pm check-in & check-outbr• 30+ day stay requiredbrbrWelcome to Downtown Haven @ A&D Rise Getaways!brbrEnjoy the ease of walkable downtown living with the comfort of a fully updated home. Whether you`re working remotely, settling in for an extended stay, or simply enjoying a slower pace, this space offers privacy, convenience, and a true home-away-from-home feel.brbr ️ SLEEPING ARRANGEMENTSbr• Primary Suite: King bed with ensuite full bathroombr• Second Suite: King bed with ensuite full bathroombr(Both bedrooms feature brand-new beds designed for comfort during extended stays)brbr KITCHEN & DININGbrFully equipped kitchen with everything you need:br• Stove, oven, microwave & refrigeratorbr• Quartz countertops + stainless steel appliancesbr• Cookware, tableware + essentials providedbr• Drip coffee maker (coffee provided ☕)br• Spacious dining areabrbr LIVING SPACESbr• Bright, updated interior with natural lightbr• Comfortable seating + Smart TVbr• Cozy spaces for relaxing or workingbrbr LOCATIONbrLocated just steps from downtown Galena:br• 1 block to Main Street shopping, dining + coffee shopsbr• Walk to boutiques, restaurants + local attractionsbr• ~16 minutes to Chestnut Mountain Resortbr• ~20 minutes to Dubuque, IAbrbr✨ BEFORE YOU ARRIVEbrYou’ll receive a detailed digital guest guide with local recommendations, tips, and everything you need to plan your stay.brbr OPTIONAL ADD-ONSbrAvailable after booking in your Guest Portal:br• Grocery pickup servicebr• Birthday & anniversary packagesbr• Family game night packagebrbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for longer stays.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• Washer & dryer availablebr• On-site parkingbr• High-speed WiFibr• No petsbr• 30+ day stay requiredbrbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Downtown Haven @ A&D Rise Getaways!brNo Cats Allowed.brbr*An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest’s stay. *
Bed 2

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Bath 2

Bath

Sleep 4

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$451.96

/ Nightly
Apartment

Modern Home in Galena Territory

Galena, Illinois, United States

Goodbye dated vacation rental vibes! Kick back and relax in this calm, stylish space that`s been completely renovated with a fresh, Scandinavian modern aesthetic. brbrbrbrYou`ll love the peaceful serenity this home delivers, just minutes from fun Galena Territory amenities, including indoor/outdoor pools, tennis/pickleball courts, game room, fitness center, marina, and restaurants. brbrbrbrPlus, a relaxing 15 minute drive through the countryside gets you to popular downtown Galena shopping and restaurants.brbrbrbrThis is a 3-level home. brbrbrbrMain level features an open-concept kitchen/dining/living room, a full bath, and a bedroom (king bed). Also on the main level you`ll find access to the back deck, front porch, and a screened in porch as well. brbrbrbrThe upper level features a bedroom (queen bed) and a bath with soaking tub. brbrbrbrIn the lower level you`ll find the third bedroom (queen bed), another full bath, a second living room with a game table, and access to the back patio. brbrbrbrAccessibility: There are 3 small steps to the main entrance and a short paver-stone walkway from the parking area to the main entrance. Guests with significant mobility issues may want to avoid this home.brbrbrbrGalena Territory Amenities: As part of your rental, you`ll also receive 6 owners club access cards, which allow you to utilize the Galena Territory amenities. These include indoor/outdoor pools, gym, game room, concession stand, fitness center, basketball courts, tennis & pickleball courts, hiking trails, scenic overlooks, a marina, and more. More info about access cards and amenities can be found in the guest welcome packet at the home.brbrbrbrYou will receive a unique door code for the home that is active during your scheduled stay. This door code provides you with 24/7 access to the home, so you can come and go as you wish.brbrbrbrOur host team is available to assist you through the app and we like to give guests their privacy during their stay. While not common, if any serious issues arise during your that require in-person assistance, we live about 45 minutes from this property and are usually available to help.brbrbrbrWe`ve put a lot of thought and effort into this home and use it ourselves for little getaways to the Galena Territory often. We ask that guests treat it with respect and consideration. brbrbrbrPlease use common sense during your stay and don`t do anything you wouldn`t do in your own home. And, since we don`t charge a cleaning fee, we ask that you take a few minutes before you depart to help tidy up the place.
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Sleep 6

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Exceptional(116)

$810.12

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Private Vacation Home

Stunning 5 bedroom home great for groups of all kinds

Galena, Illinois, United States

Almost Heaven Rentals Galena who has been in the business of managing vacation rental’s since 2002 is happy to offer you this vacation rental. Located just off the south course in the southwest corner of The Galena Territory, this will be a rental home you will return to time and time again. Glen Creek is a beautiful and spacious 3 level home with spectacular views from both the upper and lower living rooms.brbrWalk right in and get settled in this home, the main level has a two step sunken living room with floor to ceiling windows, a wood burning fireplace and TV. This room connects to the kitchen and dining area where guests can prepare meals in the stunning open kitchen with its large island before sitting down at the dining table to enjoy those meals together brbrThe 3 seasons room located off the dining area is a favorite spot for enjoying the beautiful fresh air of the country without the bugs. On the other side of the three seasons room is an outside deck which holds the gas grill for which we always supply a back up tank. br brOn the other end of the main floor is a full bathroom with a shower stall, it is located in the hallway near the laundry area. Also located in this end of the main floor is the primary bedroom (king bed) with an attached full bath that has a soaking tub as well as a shower stall. There is a private deck in this room that also has a lovely view of the back yard and golf course.brbrUpstairs is a large bedroom with a king size bed and private full size bathroom with a walk in shower. This space has plenty of play room for the kids including a futon in the siting area for them to nap on when they wear themselves out. brbrThe lower level walk out has its own living room with a second wood burning fireplace, flat screen TV, beautiful shuffle board game table, wet bar and a full size sleeper sofa. brWalk out of the gathering room to the patio which holds the gorgeous outdoor hot tub for you to enjoy the daytime and night time views with a cool and refreshing beverage while relaxing and breathing in the fresh air. brbrOn the left end of the living room is a hall way full bath with a tub/shower combo. Along the outside of this end of the lower level is a king bedroom and a queen bedroom. brbrOn the right end of the gathering room is a king bedroom and a full bath with a walk in shower. brbrThis home is located about seven minutes from The Galena Territory homeowners club and the Inn. Six proximity cards are available for your use in accessing the homeowners club and will be at the home when you arrive. Guests of this home enjoy all of the homeowners amenities in The Galena Territory including the two pools, fitness center, indoor and outdoor basketball courts, pickle ball and tennis. Lake Galena is about ten minutes away and can be accessed by calling the marina to reserve a pontoon boat or kayak. Whether this is your first time to the Galena Territory or your fiftieth this home and area have plenty to explore. Almost Heaven Rentals Galena management team lives in the area and are personally hands on, should an issue arise.
Bed 5

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Bath 5

Bath

Sleep 12

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