Vacation Home Rentals By Owner In Galena, IL

Escape to this warm and cozy home in the Galena Territory. Plenty of room to spread out in over 4,800 sq ft of space. Several outdoor seating areas to enjoy nature and the fresh air. Main level consists of a formal living room sharing a double side fireplace with a den to provide a secluded work area if needed. The kitchen has an eat in area, seating 6 as well as a breakfast bar, seating 4. The coffee bar provides a Mr. Coffee and a Keurig along with filters, pods, tea and creamer to get your morning started. In addition to the refrigerator ice maker, we have an additional under counter ice maker for your convenience. Guest can enjoy the 4-season room with smart TV and walk out to deck. The main floor master bedroom with ensuite provides king size bed with a whirlpool tub, double sink and double shower head. As you ascend upstairs you will find a relaxing area to read, reflect or plan your day. There is a full bathroom and 1/2 bathroom on this level. This is where you will find the other 3 bedrooms. One bedroom has a king size bed with a wall of windows with shades. One bedroom has an adjustable queen size bed with a blackout shade. The last bedroom has a queen size bed and an attached room with a Smart TV. The lower level has a full bath and provides family fun with a family room, game room, 2 - Smart TV's, wet bar, small undercounter refrigerator and pool table. brbrThere are so many fun things to do in and around the Territories:brWe provide 10 proximity cards needed to utilize the Owners Club to enjoy the indoor and outdoor pool, basketball courts, tennis courts, pickle ball, game room, video arcade and fitness center. Additional cards can be purchased for $5/day.brbrFor the nature seeker, the territory provides over 25 miles of trails. Most are natural and rugged. The Shenandoah Riding Center is an equine facility providing activities and trail rides. Lake Galena & Marina is a man-made lake for the fisherman and boaters. Boat and Kayak rental available. In this area you can also enjoy Thunder Bay Falls which is a 40 ft waterfall created by the spillway. For the adventurous, experience zip lining at Long Hollow Canopy Tour. Enjoy the champion golf course. After all the activities, rejuvinate yourself with a visit to Stone Drift Spa. There are even a few restaurants within the territory to satisfy your appetite.brbrHead into the quaint town of Galena often referred to as The town that time forgot for shopping, trolley tours, Grants home, wine and beer tasting, chocolate and candy stores, just too many things to list. Chestnut Mountain & Resort provides skiing and snowboarding. In the summer you can experience various events and activities.brbrLet us provide your home base as you create memories with loved ones that will last a lifetime.

Liberty Living - A charming home with wooded views for privacy and relaxation.

Galena, Illinois, United States

Bed

Bath

Sleeps

$242.69

Located within the Galena Territory - our charming cottage is located just a 6-minute drive to Downtown Galena. Surrounded by towering trees and rolling hills, this serene oasis offers the perfect getaway to experience tranquility, and the beauty of Galena. You won't believe the amazing night sky, perfect for stargazing!brbrSerenity Woods invites you to escape the hustle and bustle of everyday life and immerse yourself in a cozy retreat like no other. brbr✔️ 2 comfortable bedroomsbr✔️ Open Design Livingbr✔️ Fully Equipped Kitchenbr✔️ Smart TVsbr✔️ High-Speed Wi-Fibr✔️ Resort Amenitiesbrbr⭐️The Space⭐️brA blend of comfort, contemporary style, locally crafted details, and convenience greet you as soon as you enter this cozy living space. The comfortable seating, quaint dining area, and large windows flood the room with natural light, offering picturesque views of the surrounding countryside.brbr⭐️Tranquil Bedroom Retreats⭐️brTwo comfortable bedrooms are designed to offer all the rest you need after a long day of exploring Galena’s charming shops and historic landmarks.br br✔️ Main Level Bedroombr✔️ Master Bedroom- Upper LevelbrbrBoth bedrooms have similar amenities - a queen bed, premium pillows, blankets, and sheets. Closets with hangers and nightstands with a reading light. brbrEXPLORE GALENA- or not!!brbr⭐️ If you don’t feel like leaving the cottage, but want to catch a breath of fresh air and soak up the sun, step out onto the deck and relax with comfortable furniture. brbr⭐️ Just steps outside the back door is the start of the 24-mile walking trail that winds the greenspaces throughout the Territory. brbr⭐️ Check out the four championship golf courses that the Territory offers. brbr⭐️ Resort Amenities GALORE!br✔️ Indoor and Outdoor Pools br✔️ Fitness Centerbr✔️ Basketball Courtsbr✔️ Video Arcadebr✔️ Game Room with Ping Pong and Pool Tablesbr✔️ Outdoor Tennis and Pickleball br✔️ Business CenterbrAll included with your stay!brbrbr HERE’S THE FINE PRINT brbr✔️ NO SMOKING INSIDEbrPlease refrain from smoking inside the home. Any smoking evidence will result in a fee for odor removal and furniture cleaning.brbr✔️ PARTIES/EVENTSbrWe'd like to ask that you treat our home as your own to keep its pristine condition for future guests and your return visits. brbrTHANK YOU for understanding!brbrINTERACTION WITH GUESTSbrWe are accessible 24/7 for our guests via phone or text. You can expect a prompt response. brWe give our guests space but are available for emergencies. brbrYOUR PERFECT GETAWAY AWAITS!brWhether you’re seeking a romantic retreat for two or a peaceful getaway with friends, Serenity Woods offers the perfect blend of charm, comfort, and convenience. Book your stay with us and discover why Galena is known as one of the Midwest’s premier destinations for relaxation and rejuvenation. See you soon!

ESCAPE to Galena! Serenity Woods is your PREMIER, relaxing getaway!

Galena, Illinois, United States

Bed

Bath

Sleeps

$268.01

Complement your next getaway to Galena with a stay at this fully furnished and family-friendly townhome near the Eagle Ridge Resort! The 3-bedroom, 3-bath vacation rental delivers all the basics and includes a balcony, a gas grill, and multiple living areas with Smart TVs. Plus, with a prime location in the Plum Cove neighborhood of The Galena Territory community, seasonal Lake Galena views, 2 pools, an equestrian center, a game room, and a gym. High-quality and fun-filled family time awaits!brbr-- THE PROPERTY --brbrFree WiFi | Family Friendly | Gas Grill (Propane Provided)brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed, 2 Twin Beds | Bedroom 3: Queen Bed | Additional Sleeping: CribbrbrCOMMUNITY AMENITIES: Indoor & outdoor pools, marina on-site (Lake Galena views), hiking trail access on-site, business center, game room, community center, indoor gymnasium (pickleball & basketball), outdoor tennis/basketball courts, fitness center, equestrian center (fee required to ride), pontoons/kayaks/canoes available to rentbrTOWNHOUSE AMENITIES: Smart TVs, dining table, high chair, electric fireplace, work desk, board games & booksbrKITCHEN: Well-equipped w/ refrigerator, microwave, dishwasher, dishware/flatware, stove/oven, cooking basics & spices, slow cooker, drip & Keurig coffee makers (K-cups provided, coffee filters provided), blender, toasterbrGENERAL: Linens/towels, complimentary toiletries, central A/C, washer & dryer (starter detergent provided), hair dryer, hangers, iron/board, trash bags/paper towelsbrFAQ: 3 steps to enter, located in a dark-sky areabrPARKING: Open community lot (3 vehicles, no parking passes required), passes provided for amenity parkingbrbr-- THE LOCATION --brbrOPT OUTSIDE: Shenandoah Riding Center (3 miles), Tapley Woods State Natural Area (6 miles), Apple River Canyon State Park (13 miles), Apple Canyon Lake (16 miles)brLOCAL ATTRACTIONS: Ashton Hill Farm Galena (6 miles), Hoof It Goat Treks (6 miles), U.S. Grant Home State Historic Site (7 miles), Thunderbird Effigy Mound - Mississippi River (15 miles)brTEE OFF: Eagle Ridge East Golf Course (0.5 miles), Eagle Ridge North Golf Course (0.7 miles), Eagle Ridge South Golf Course (2 miles), Galena Golf Club (10 miles)brAIRPORTS: Dubuque Regional Airport (30 miles), Chicago Rockford International Airport (73 miles), Dane County Regional Airport (107 miles)brbr-- 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- NOTE: This property requires 3 steps to enterbr- NOTE: There will be 6 complimentary keycards for accessing the community amenities. Additional guests can access these amenities by purchasing daily passes for $5 each, paid for on-sitebr- NOTE: This home is located in The Galena Territory, which is a designated Dark Sky Friendly Development of Distinction. There are lights in the parking lot but no exterior lights on the home/porch. Fines may be imposed if lights are left on overnight

Tasteful Galena Townhome w/ Community Amenities

Galena, Illinois, United States

Bed

Bath

8

Sleeps

$533.27

Why Guests Love The Retreat at Shagbark!brbr• Quiet secluded wooded settingbr• Private hot tub for relaxing eveningsbr• Game room with pool table for entertainmentbr• Cozy wood-burning fireplacebr• Spacious layout ideal for families and groupsbr• Fully equipped kitchen for preparing meals togetherbrbrThe peaceful natural surroundings make this home a perfect escape from busy city life.brbrMain Levelbrbr• Open living room with wood-burning fireplacebr• Fully equipped kitchen and dining areabr• Deck overlooking peaceful wooded surroundingsbr• Bedroom 1: King Bed with Ensuite bathroombrbrUpper Levelbrbr• Bedroom 2: Primary Bedroom with a King bed with large ensuite bathroombrbrLower Levelbrbr• Game room with pool tablebr• Second living area perfect for movies or relaxing + sleeper sofabr• Bedroom 3: Queen bed + Ensuite bathroombr• Bedroom 4: Two Twin beds + Ensuite bathroombrbrThis layout allows groups to gather together while still enjoying space and privacy.brbrOutdoor SpacebrThe Retreat at Shagbark is surrounded by the natural beauty of the Galena Territory.brbrGuests enjoy:br• Private hot tubbr• Deck seating for morning coffee or evening drinksbr• Peaceful wooded surroundingsbr• Quiet setting perfect for relaxingbrbrThe outdoor space is ideal for enjoying the calm atmosphere of this beautiful area.brbrLocationbrThe home is located within the beautiful Galena Territory community near historic Galena.brbr**Planning a golf trip to Galena Guests of The Collection Vacation Homes receive exclusive discounted golf passes to the award-winning courses at Eagle Ridge Resort & Spa.**brbrNearby attractions include:brbr• Golf at Eagle Ridge Resortbr• Lake Galena and scenic trailsbr• Wineries, breweries, and restaurantsbr• Shopping and historic architecture in downtown GalenabrbrDriving times:br5 minutes → Eagle Ridge Golf Courses, The Galena Territory Owners Clubbr10 minutes → Lake Galenabr15 minutes → Downtown Galenabr20 minutes → Chestnut Mountain ResortbrbrGuests have access to the Galena Territory Owner’s Club, which includes:brbr• indoor pool available year-roundbr• seasonal outdoor poolbr• fitness centerbr• basketball courtbr• pickleball and tennis courtsbr• game roombrbrThe Retreat at Shagbark is especially popular for:brbr• Family vacationsbr• Friends’ getaway weekendsbr• Golf tripsbr• Fall foliage trips to Galenabr• Holiday gatheringsbrbrLooking for a relaxing Galena cabin with a hot tub, game room, and peaceful wooded setting The Retreat at Shagbark is the perfect place to unwindbrbrStairs required: To access this home, you will need to descend a full set of stairs from the driveway to the front porch. brbrPlease note that Travel Insurance is HIGHLY recommended as we do not have a COVID or Weather Cancellation policy; may purchase after booking.

Secluded Galena Retreat | Hot Tub | Game Room | Fireplace | Dog-friendly

Galena, Illinois, United States

Bed

Bath

Sleeps

$475.47

Step into a retro mid-century modern birdhouse-themed escape! With 3 bedrooms (3 King beds + 1 Twin Bunk Bed), a hot tub, fire pit, and game room, it's perfect for families, friends, or couples! Bright, playful spaces, modern comforts, and a short drive to historic Galena makes this a one-of-a-kind getaway.

BiRDHOUSE! Hot Tub, Fire Pit, & Game Room!

Galena, Illinois, United States

Bed

Bath

Sleeps

$604.87

Immerse yourself in nature at your own private oasis. Features include:br• 3 bedrooms/3.5 bathrooms (up to 8 guests)br• 12 mins to downtown Galenabr• Outdoor hot tub on lower deck br• Grill & dining space on upper deckbr• Seasonal views of Lake Galena (glimpses while foliage is present in late spring/summer/early fall & full views during late fall/winter/early spring)br• Lounge space with pool table & smart TVbr• Full Kitchen w/fridge, oven, microwave, dishwasher, keurig coffee machine, air fryer, instant pot, & crockpotbr• Upstairs family room includes smart TV, fireplace, & board gamesbrbrNestled in the woods above Lake Galena, following a long tree-lined drive, sits a hidden retreat for you to enjoy with your family and friends. This house is within easy driving distance to all of the Galena sights, from the beautiful Main Street shops, to the historic landmarks, and the exciting outdoor adventures. After a day of exploring, come back to our well-appointed home and enjoy a relaxing soak in the hot tub, a game of pool, or grilling with your friends.brbrSave this listing by clicking the ♥ in the upper right corner.brbrSome of the amenities you'll enjoy are listed below. Plus, our house is conveniently located less than 15 minutes away all the best shops, restaurants, and attractions in downtown Galena. Come stay with us and see why the Hidden Forest Retreat is so special!brbr• Two Outdoor Decks: Upper deck featuring dining space and gas grill (propane tanks on site – may require refill prior to use). Lower deck featuring outdoor hot tub.br• Screened-in Sunroom with propane fire tablebr• Fully Stocked Kitchen: Keurig Coffee Machine featuring full coffee carafe or single cup brewing; Stainless Steel Appliances; Air Fryer and Crock Potbr• Linens, Towels, paper goods, and hand soap providedbr• Lower level living room featuring smart TV, electric fireplace, and Pool Tablebr• Washer & Dryer (Located on Lower Level)br• High Speed Fiber Wi-Fibr• Main level indoor fireplace (Available Seasonally)br• No Pets due to allergensbr• 2200 Sqft of space to relax and enjoybrbrLOCAL ATTRACTIONS:brbro Downtown Galena Main Street – shopping, dining, and more (12 mins)bro President Ulysses S. Grant Home (14 mins)bro Galena Trolley Tours (13 mins)bro Eagle Ridge Resort & Spa (10 mins)bro Galena Territories Owner’s Club (6 mins) includes access to seasonal outdoor pools, indoor pool, fitness center, business center, tennis courts, basketball court, and game roombro Galena Territories Marina (6 mins)bro Long Hollow Canopy Tours – Ziplines (13 mins)bro Hoof It Galena (15 mins)bro Blaum Bros Distilling Co (12 mins)bro Galena Cellars Vineyards and Winery (7 mins)bro Dowling House (13 mins)bro Galena River Trail (16 mins)bro Belvedere Mansion and Gardens (14 mins)bro P.T. Murphy’s Magic Theater (12 mins)bro Linmar Gardens (14 mins)brbrbrOur home is perfect for friends and families, open all year round and welcome to everyone from all over the world! brYou will get a personalized front door key code before check-in. No need to meet anyone for physical keys.brYou will have access to whole home (except owners closet).brbrPrior to your arrival, you will be sent a relatively comprehensive guidebook which includes house rules, things to do around town, check in-instructions, emergency contact information, and other general info such as what essential toiletries we provide.brbrYou will be able to self check-in upon arrival.brbrWe are always available to answer any questions, help prepare for your trip, assist with any special requests you may have, and provide local tips or suggest attractions, but our level of interaction is up to you.brbrWe have one security camera that views the front porch and driveway. brbrWe have three sensors (two inside and one outside) to detect noise levels (NO audio recording) and cigarette smoke.

Seasonal Lake Views/HotTub/Movie Room! Cozy! Forest Vibes! Sunroom, Decks, Grill

Galena, Illinois, United States

Bed

Bath

Sleeps

$615.49

pstrongNorth Star, Galena IL/strong/p pstrongEntire Home Vacation Rental, 4 Bed, 4 Bath, 10 Person Occupancy br/strongThis rare find offers so much space you will forget you are not the only one in the house! The main floor of the home has a large gathering area, dining room, kitchen and all season room. Access the upper deck from the dining or all season room and find a dining table and fire table to enjoy the views by day and by night. Exit the opposite door and you will find a quaint garden and grill for preparing those 'stay at home' meals. The gathering area has a wood burning fireplace and the all season room enjoys a wood stove for additional warmth on those crisp winter days. Also on the main floor you will find a full bath plus two bedrooms, one with a queen bed and a set of full size bunk beds, and the second with a queen and a twin bed./p pThe upper level occupies a primary suite with a king bed, grand bathroom with jetted tub, and a large loft outfitted with toys and play furniture. You will also find a computer for your use while you are our guests./p pThe lower level will amaze you! Here you will find the fourth bedroom with a queen bed, two full baths, and a fantastic game/family room with air hockey, slot machines, bar, jukebox, large screen TV, second fireplace, and wait..., a second full kitchen! The sliding door will lead you straight to the covered hot tub, available year round. The fire pit is a perfect spot to end the evening with stories of the days adventures./p pstrongGuest Access br/strongYou will have access to the Galena Territory Owners' Club and all its amenities such as indoor and outdoor pools, game room, fitness center, gym, tennis and basketball courts, and more.br/p pstrongThe Area br/strongGalena IL has hundreds of unique gift and clothing shops, antique stores, art galleries and artist studios. It boasts a rich performing arts community, live music, gourmet delights, as well as a multitude of museums, wineries, historical sites and tours. There are opportunities to enjoy the outdoors golfing, skiing, playing tennis, boating, fishing, zip-lining, hiking, horseback riding, hot-air ballooning and much more.br/p pstrongGetting Aroundbr/strongA car is necessary to see all that Galena and the surrounding area has to offer! Taxi services are available./p

Wow Sunsets/Hot Tub/Fab Game Room/Fire Pit! Close to Owners' Club, Golf and Spa!

Galena, Illinois, United States

Bed

Bath

Sleeps

$868.06

Escape to this historic 7-bedroom inn in Galena—perfect for group getaways, family gatherings, and unforgettable stays just steps from downtown.brbr✨ HIGHLIGHTSbr• Full private access to entire 7-bedroom inn br• Walk to Main Street (1.5 blocks) ‍♀️br• Smart TVs, mini fridges + coffee in every room ☕br• Each bedroom has private ensuite bathroombr• Built in 1838 with historic charm ✨br• Outdoor patio with firepit + seatingbr• Free off-street parkingbr• Fast WiFibr• 12pm check-in & check-outbrbrWelcome to Briarstone Inn @ A&D Rise Getaways!brbrStep into one of Galena’s most historic homes—beautifully preserved and thoughtfully updated for modern comfort. With exclusive access to all seven private suites, this one-of-a-kind stay offers the perfect blend of boutique charm and group-friendly convenience.brbrWhether you’re gathering with family, celebrating a special occasion, or planning a group retreat, this space was designed to bring people together—while still giving everyone their own private space to unwind.brbr ️ SLEEPING ARRANGEMENTSbrEach of the 7 private suites includes:br• Queen bed with plush pillow-top mattressbr• Private ensuite bathroombr• Smart TV with streamingbr• Mini fridge + Keurig coffee station ☕br• Smart lock entry for privacybr• Vintage-inspired décor with historic charmbrbr ️ SHARED & OUTDOOR SPACESbr• Cozy shared living room with seating + board gamesbr• Outdoor patio with firepit br• Gathering spaces perfect for relaxing or socializingbrPlease note: Fireplaces are currently inoperablebrbr LOCATIONbrStay just steps from the heart of Galena:br• 1.5 blocks to Main Street (shops, restaurants, galleries)br• ~16 minutes to Chestnut Mountain Resortbr• ~22 minutes to Dubuquebr• Surrounded by wineries, golf courses, trails & outdoor adventuresbrbr⭐ WHAT SETS THIS PROPERTY APARTbr• One of Galena’s oldest historic inns (built in 1838)br• Walkable location (huge for Galena )br• Exclusive access to all 7 suites—perfect for private groupsbr• Boutique-style stay with hotel-style amenitiesbr• 5-star guest support from A&D Rise Getawaysbrbr✨ BEFORE YOU ARRIVEbrGuests receive a detailed digital guide with local recommendations, dining spots, and everything you need to plan your stay.brbr OPTIONAL ADD-ONSbrAvailable after booking:br• Grocery pickup servicebr• Birthday & celebration packagesbr• Family game night packagebrbr ️ EXCLUSIVE PERKbrEnjoy special guest discounts at a local favorite: Campeche Restaurant br(Details shared after booking)brbr GRILL INFObrCharcoal grill available—please bring your own charcoal and clean after use.brbr STARTER SUPPLIESbr• 1 roll of toilet paper per bathroombr• 1 roll of paper towelsbr(We recommend bringing extras for larger groups.)brbr GOOD TO KNOWbr• Check-in: 12 PMbr• Check-out: 12 PMbr• High-speed WiFi throughoutbr• Free off-street parkingbr• No petsbr• No washer/dryer (laundromat ~1 mile away)br• Accessibility Note: Bedrooms 1-5 are on the second floor, all bedrooms require at least a few stairs.br• The City of Galena requires Small Inns to have an Innkeeper live on site. There is an 8th room that will be occupied by the Innkeeper.brbr Save this listing by clicking the ♥ to easily find it later!brbrWe can’t wait to host you at Briarstone Inn @ A&D Rise Getaways!br*An additional cleaning fee will be charged for any property left in an unusually dirty condition following a guest’s stay. *

Briarstone Inn | Historic 7-Room Inn w/ Private Baths | Walk to Downtown Galena

Galena, Illinois, United States

Bed

Bath

Sleeps

$574.04

Unique, enormous 2,500+sqft 4 bedroom ( 3 king beds & one room with 2 queen beds)2 bathroom suite right in the center of Main Street! Experience Galena’s Main Street shopping and restaurants with the added assurance that your luxury loft is just steps away and yet as private as you could ask for! Sleeps up to 10 people!brAlso great for hosting party events as the main living area is absolutely enormous!

The Loft Suite Sleeps 10! Located overlooking Main Street in downtown Galena, IL

Galena, Illinois, United States

Bed

Bath

Sleeps

$252.19

Golf Packages New for 2025 - inquire for more details!brbrWelcome to The Bogey at Oak Glen, where you'll experience a beautiful and spacious townhouse that will take your breath away from the moment you step in. The upper level boasts a bedroom with a king bed and an ensuite bath, while downstairs features an open and modern living area with a wood-burning fireplace, smart TV, and sofa sleeper. The open kitchen allows all guests to spend time together in the living areas without separation. This floor also includes a second bedroom with a king bed and an ensuite bathroom. Linens for the two king beds and towels are provided, but please plan to bring linens (sheets/blanket/pillows) for the sleeper sofa if you need to use it to accommodate your group.brbrFor golf enthusiasts, head to the deck off of the living room for a view of the 1st hole and enjoy a glass of wine and a BBQ on the gas grill during your stay. brbrEnjoy the wonders of a Dark Sky Community -- The Galena Territory is a Dark Sky Community offering a place to star gaze free from light pollution. brbrThe Bogey is dog-friendly, but please note that only hypoallergenic dogs are allowed, with a maximum of two up to 30 lbs each. A $150 dog fee applies.brbrLocated just minutes away from Eagle Ridge Resort, the newly expanded and gorgeous Stonedrift Spa, Lake Galena, and walking/running trails, The Bogey at Oak Glen is the perfect getaway spot. Staying at The Bogey also offers access to The Galena Territory Owner's Club amenities, with six access cards provided for the use of the indoor and outdoor swimming pools, basketball, pickleball, and tennis courts, Lake Galena, and the Marina.brbrYou are just steps away from the South Course Club House, a four-minute drive to the Country Store, a five-minute drive to the Owners Club (indoor/outdoor pool, fitness center, tennis and basketball courts, and game room), a 12-minute drive from Downtown Galena, and a 15-minute drive to Piggly Wiggly and Walmart if you need to pick up any essentials or supplies for your trip. brbrWe strongly encourage purchasing travel insurance to protect your plans -- we do not have a weather or COVID-specific cancellation policy.

Fresh! 2BR Golf Villa w/ King Beds, Dog-Friendly, Amenity Access, Near Trails

Galena, Illinois, United States

Bed

Bath

Sleeps

$259.65

A rental space designed for families, couples or individuals looking to unwind & relax in the heart of the Galena Territory.brbrWhat this place offersbrScenic viewsbrGolf course viewbrBathroombrBathtubbrHair dryerbrCleaning productsbrShampoobrConditionerbrBody soapbrHot waterbrBedroom and laundrybrFree washer – In unitbrFree dryer – In unitbrEssentialsbrTowels, bed sheets, soap, and toilet paperbrHangersbrBed linensbrExtra pillows and blanketsbrRoom-darkening shadesbrIronbrClothing storage: closet and dresserbrEntertainmentbrHDTV with RokubrFamilybrFireplace guardsbrBoard gamesbrHeating and coolingbrCentral air conditioningbrIndoor fireplace: wood-burningbrCeiling fanbrCentral heatingbrHome safetybrSmoke alarmbrCarbon monoxide alarmbrFire extinguisherbrInternet and officebrWifi – 16 MbpsbrVerified by speed test. Stream HD videos.brKitchen and diningbrKitchenbrSpace where guests can cook their own mealsbrRefrigeratorbrMicrowavebrCooking basicsbrPots and pans, oil, salt and pepperbrDishes and silverwarebrBowls, chopsticks, plates, cups, etc.brFreezerbrDishwasherbrElectric stovebrSingle ovenbrCoffee maker: drip coffee maker, Keurig coffee machinebrWine glassesbrToasterbrBaking sheetbrBlenderbrCoffeebrLocation featuresbrPrivate entrancebrSeparate street or building entrancebrFree resort accessbrGuests can use nearby resort facilitiesbrOutdoorbrPrivate patio or balconybrShared backyard – Not fully fencedbrAn open space on the property usually covered in grassbrOutdoor furniturebrOutdoor dining areabrParking and facilitiesbrFree driveway parking on premises – 2 spacesbrServicesbrSelf check-inbrKeypadbrCheck yourself into the home with a door code

The Galena Getaway Townhouse in Galena Territory

Galena, Illinois, United States

Bed

Bath

Sleeps

$447.21

Beautiful 3 bedroom 3 bath Golf Course View home.brbrThis immaculate free standing 3 bedroom 3 bathroom home is centrally located within the Galena Resort core just across the street from the limited access Walnut Hill heated swimming pool.brbrThis beautiful Galena, Illinois vacation rental home has over 1800 sq. ft. of single level living space overlooking the 15th fairway of the North golf course in the Galena Territory, just minutes from downtown Galena Illinois.brbrIt boasts a large deck with Weber grill and screened porch, perfect for your private meals in relaxed setting. This tastefully decorated home offers lots of natural sunlight and fantastic views from large windows.brbrThe Master Suite Features: king bed, a private bath with separate tub and shower. 50 Smart TV.brbrThe Second Bedroom Features: king bed, a private bath with a shower/tub combination and Smart TV.brbrThe Third Bedroom Features: Set of rustic bunk beds with twin on top and queen on the bottom, a private bath with a shower/tub combination and Smart TV.brbrThe Great room has a bluetooth stereo system, 55 Smart TV provided for your enjoyment.brbrFor meals at home the complete kitchen with brand new stainless steel appliances and cookware is adjacent to the dining area. The dining area seats 6 people.brbrThe Galena Resort has 63 holes of scenic play for the golfing enthusiast and a short walk will bring you to the Galena Golf Practice Range as well as the entrance to a lovely nature trail.brbrIf fishing is on your to do list, the water in Lake Galena is stocked with fish from perch to tiger muskie. Boats and tackle are available for rental at the marina.brbrThe Galena Territory General Store is just a short drive up the road where you will find groceries, spirits, bakery goods and a great deli for freshly made sandwiches. The store also offers a self serve gas station.brbrYou can enjoy fine dining in an elegant setting at the Highlands Restaurant or if something lighter is in order, stop for a sandwich and drink at the friendly lounge inside Eagle Ridge Resort. brbrAlso, you'll find Chestnut Mountain, the premier Galena ski resort with Alpine Slides for summer fun only minutes from your door!brbrFor your protection the house is equipped with a Ring Security System that includes a camera on the front porch monitoring the stairs, walkway and driveway.

Pool just steps from home on the 15th fairway

Galena, Illinois, United States

Bed

Bath

8

Sleeps

$915.59

CELEBRATE, RELAX AND ESCAPE ANYTIME OF YEAR IN BEAUTIFUL GALENA LUXURY! brbrImagine those charming Currier & Ives paintings of hilly countrysides. That's the perfect beauty of The Galena Territory. And there is no more satisfying and exciting way to enjoy this comfort, beauty and timely refuge than staying at Coyote Cove.brbrLuxuriously relax, anytime, during a fun escape to our lovely vacation rental home near Galena, IL. Every season is a special delight. Refresh in the Spring breezes on the porches and decks, play in the Summer sun; marvel at the festival of Fall colors, or enjoy cozy Winter warmth by the huge hearth! brbrPopular dates book fast, and it's never too early to think about reservations. Reserve your dates soon to get your first choice. A truly luxurious escape is when you get away while others work! Steal away for weekdays, too, any time of year. So, indulge yourself and enjoy much lower midweek rates.brbrYou’ll be captivated by the breathtaking setting, casually sophisticated décor, convenience and amenities galore! Open-air hot tub, three large gathering rooms, big HD TVs, pool table, pub table, huge kitchen island (w/5 barstools), silky linens and superior mattresses – SPACE, COMFORT and DREAMY EASE are yours at Coyote Cove. There’s a big stone fireplace and hearth waiting to greet your family or dear friends! Multi-generational groups rave, “It’s like this house was made just for us!”brbrExcellent location! Coyote Cove is only 3 turns from US Hwy 20. And offers the closest access to Galena’s restaurants, shopping and historic charm. It couldn’t be better!brbrSeat 12 adults, comfortably, at the custom Harvest Table, plus seats for 5 more at kitchen island (note: maximum legal occupancy overnight is 14 persons). Thoroughly outfitted kitchen is a group-cooking delight, down to the cookie sheets and cooling racks. Aromas of hot cocoa, warm cookies, cider … endless memory-making possibilities for all. Plenty of large, beautiful baking dishes, a big slow cooker, even a large roaster, for brunch in pajamas, maybe chili & cornbread lunches, and decidedly relaxed dinners! Enjoy easy access to the gas grill, with unforgettable views! brbrThe large hot tub is a vacation all by itself – day or night! Giant, plush hot tub towels are here for you. Find action, friendly competition and laughter around the pool and pub tables. Catch favorite sports and movies, from the luscious leather furniture (adjoining media room), on the largest of Coyote Cove's three HD TVs. Marvel at the Vista Room’s spectacular views - Lake Galena, the glorious hills, woods and countryside. An ideal spot for reading, board games, playing cards, scrapbooking, earnest conversations and TV. The sofa bed creates a private 6th bedroom. The views, the views, the views! brbrSavor artfully inviting bedrooms (w/dedicated bathrooms), luxury high-count sheets and charming bedding (3 King, 2 Queen & comfy gel mattress on sleeper sofa). Excellent mattresses promise your delightful days end with nightly rewards!brbrPool players, golfers, shoppers, fishers, nature lovers and sports and movie watchers, this is your dream-come-true home! Brand new indoor/outdoor pool, weight room/rec center and more at the Owners Club, first-rate Riding Center - recreational options for absolutely everyone.br brCoyote Cove’s many decks, large screen porch and big yard are privately perfect! It is just 5 minutes (and three turns) to superb golf! Lake Galena offers fantastic fishing and small motor boating, one of three great play areas for the kids to burn off some energy, and tennis courts. The many hiking trails – gems of The Galena Territory - are professionally maintained, and are enjoyed by all ability/stamina levels. brbrReconnect with nature and surround yourself in relaxing luxury and comfort -- away from all your other cares. Come to Coyote Cove! brbrPlease review availability, rates and policies below. You'll always treasure your time at Coyote Cove! Thanks, and enjoy your stay!

Escape! Hot Tub, Fire Pit, 3 Decks, WiFi, Pool Table

Galena, Illinois, United States

6

Bed

5

Bath

14

Sleeps

$200.95

pThis perfectly delightful one bedroom, two bath home is one that will capture your heart and have you returning time and time again! It is located very near Eagle Ridge Resort, Stonedrift Spa, the North Golf Course and the Eagle Ridge driving range. As a guest of this home, you will have access to not only the Owners’ Club amenities, but also a semi-private (seasonal) pool where you will always find a chair, and may be joined by a few other guests with whom you can chat and share your unique Galena experiences./p pAs you enter the front door you can choose to go downstairs to the kitchen/dining/living area, or upstairs to the bedroom and master bath rooms. If you need a little rest from the day, before your evening begins, take the upstairs route, kick off your shoes and take a snooze, or just take a little rest while watching a favorite streaming program./p pChoosing the downstairs path, you will enter the comfy living quarters and cozy fireplace zone. Here you will find a full kitchen, dining area, conversation or television opportunity. Light this wood burning fireplace and enjoy the evening with a nice glass of wine and companions or friends. If the conversation goes into the wee hours of the morning, your guests will have a place to lay their heads as a queen Murphy Bed is at the ready! br/p pThis home is located in The Galena Territory, the resort area of Galena, and offers miles and miles of walking paths, Lake Galena and Marina where you can rent pontoon and fishing boats or kayaks to tool around this lovely lake for hours. Or, if you prefer, take a horseback ride over at the Shenandoah Riding Center or enjoy a round of golf on one of the 4 golf courses in the Territory. Less than a 15-minute drive and you will enter the historic area of Galena where you will find an abundance of boutiques and shops, many fantastic dining options, antiques, historical tours and live musical entertainment./p pstrong/strongstrongDog Policy/strongbrWe allow two dogs up to 50 pounds each. Breed restrictions do apply. If your dog will be accompanying you, please let us know. We kindly ask that he/she be kenneled any time left alone in the townhome. Please responsibly dispose of your dog's waste on all walks and at all times. There is a one time charge of $75 (per dog) for your pets stay. You will be charged for any damage that may be caused by your pet. /p pstrongGuest Accessbr/strongOur guests have full complimentary access to the Galena Territory Owners' Club and all the amenities it offers such as indoor and outdoor pools, fitness center/workout facility, large game room, gym, tennis, basketball, pickle ball courts and more. /p pstrongThe Area br/strongGalena IL has hundreds of unique gift and clothing shops, antique stores, art galleries and artist studios. It boasts a rich performing arts community, live music, gourmet delights, as well as a multitude of museums, wineries, historical sites and tours. There are opportunities to enjoy the outdoors golfing, skiing, playing tennis or pickle-ball, boating, fishing, zip-lining, hiking, horseback riding, hot-air ballooning and much more. The area offers a magnitude of sporting and thrill-seeking opportunities you won’t know what to do first. There is so much to see and do, in every season in Galena, you will wish you had planned to stay for another night or two, but no worries, you can always return for more!brbrstrongGetting Aroundbr/strongA car is necessary to see all that Galena and the surrounding area has to offer! Taxi services are available./p

Near Resort, Owners' Club, Golf, Association Pool and We're Dog Friendly!

Galena, Illinois, United States

Bed

Bath

Sleeps

$565.94

Welcome to Longwood Hideaway, a serene, designer - curated retreat tucked into the rolling hills of Galena Territory. This warm, elegant home is thoughtfully styled for comfort, beauty, and effortless hospitality - the perfect place to rest, restore, and reconnect. brbrWake up to golden morning light drifting across the trees. Enjoy slow coffee on the deck. Hike the wooded trails, golf at the General, enjoy the pools, gym, at the owner's club, rent a boat at the marina for an evening of fishing. Reserve a pickle ball and tennis court for an afternoon or horseback ride at the Shanandoah Riding Center. After a full day of activities, come back to the Longwood Hideaway and enjoy a glass of wine in the screened in porch or hot tub. Once inside for the evening, enjoy the many games, puzzles, or a game of pool and card games. br brInside, you'll find beautifully appointed 4 bedrooms and 4 baths. Two bedrooms have attached baths, and two bedrooms have baths that are adjacent. You'll find three comfortable gathering spaces, and thoughtful touches that make your stay feel cared for. From the well-equipped kitchen to the cozy bedrooms and spa-inspired baths, everything is designed to feel calm clean, and gracious.brbrWhether you are exploring Galena, enjoying the Territory amenities, or simply savoring quiet moments inside this warm elegant space, Longwood Hideaway is a place to breathe, unwind, and feel beautifully at home. brbrJody BergesonbrOwner/ManagerbrbrPremier Host

Longwood Hideaway - A Warm, Elegant Retreat for Rest & Restoration

Galena, Illinois, United States

Bed

Bath

Sleeps

$556.4

Perfect getaway for family and friends. Relax in the large living room with wood burning fireplace and attached sitting area. The home features 5 bedrooms. The main floor has the living room/sitting area, kitchen and dining area, 1 queen bedroom, a half bath and a walk out deck with gas grill. We have added a full bath with shower to the main floor bedroom, for those who have trouble with stairs. The second floor features the master bedroom with electric fireplace. It also includes his (shower) and hers (tub) full baths and a patio overlooking the beautiful backyard. It also has a king bedroom and large bedroom with 2 full beds separated by a full bath. The basement includes a large media room, game room with pool table, a bedroom with a full size bed and full bath. The laundry is also in the basement.brEnjoy all the amenities the Territory Owner' Club has to offer, indoor and outdoor pools, tennis courts, and basketball courts. Golf, Horseback Riding, and Spa are also available. brWe look forward to sharing our home with you and your family and friends.

New on the market. Updated 5 bedroom modern home new on the market.

Galena, Illinois, United States

Bed

Bath

Sleeps

$847.84

Welcome to Blue Ridge Reserve. This 3100sqft brand new build has 5 bedrooms, 4.5 bathrooms and the Galena Territory’s most unique hangout space; a state-of-the-art Golf Simulator/Theater-TV/Bar combo. Ultra clean with refined furnishings inside, peaceful and largely secluded outside. And just a 3 minute drive to the Owners Club for free access to indoor/outdoor pools, workout facility, courts and game rooms. Stay and play all year long while enjoying the beauty of the Galena Territory, downtown Galena or surrounding areas. CHECK-IN & OUT @ Noon with your 3+ day booking! brNOW ACCEPTING WINTER GOLF OUTINGS ON THE INDOOR GOLF SIMULATOR. brProperty Highlights:brGolf Simulator/Movie Theater/BarbrLike to golf Play rain or shine, day or night in this state-of-the-art golf simulator complete with Protee launch monitor, GSPro golf software and 4k graphics. Shoot Augusta and Winged foot, or any of the more than 1200+ available courses. Or, work on your game with incredible analytics and video playback. Limited house clubs available (L&R handed + kids) and recommend the use of personal clubs. Unlimited golf included. brbrPrefer to watch a movie With one click the space transforms into a house shaking theater and immerses you in front of a 9’ x 15’, 4k screen with 6 high fidelity speakers. Enjoyable for everyone with a complimentary Netflix subscription.brbrInterested in the big game ESPN Select is also complimentary and just another click away. Seating for 6 on the sectional, 5 more at the bar above and behind, and another 8 standing around the wet bar. brbrWet Bar: includes sink, mini fridge with separate chilling chambers for wine or beverages, glassware and plastic ware, and pop-up charging station/outlets.brbrBedroomsbr2 Master Suites and 3 dual twin:brYou’ll enjoy two solid wood king size beds (firm core with plush top) and 6 solid wood twin size beds (medium firmness). In addition, each floor includes a roll-away twin bed. All bedding is encapsulated then enveloped in high quality, soft linens. Two different style pillows included for sleep style variations. brbrEvery bedroom includes wireless phone charging pads and wired ports, Roku tv’s with Netflix and ESPN Select and ceiling fans. brbrBathroom's br4 full bathrooms and one 1/2 bath. All full bathrooms include dual sink vanities, hair dryers, make up towels, hand and bath towels, and hand/shower soaps/shampoos. 3 of the full bathrooms include rain shower heads. The 4th bathroom includes a bathtub. brbrMain level great roombrGallery-style living room invites you to sit down and gather in front of the electric fireplace. Simple on/off feature creates the mood in seconds. Adjacent the living room you’ll find a custom fabricated dining table for 10 that was sourced from an Elm tree on property. It is surrounded by an efficient kitchen complete with LG appliances and all the necessary cooking equipment you’ll need. The convection oven and refrigerator with 4 types of ice, including craft ice balls for mixed drinks, highlight the appliance line up.brbrLaundry RoombrHigh capacity LG washer/dryer combo available and includes wash pods, dryer sheets and a clothes steamer. brbrWi-FibrGig-speed fiberbrbrHVACbrDual-zone heating and cooling allows for separate temperatures between the main level and lower level. In addition, a whole home air circulator ensures the inside air is always fresh. brbrCovered Rear Patiobr600 sqft of covered patio anchored by a 7-person Bullfrog hot tub and dining table for 8. Sit back and relax while taking in the forested view and incredible sunsets. Blackstone grill, brand new fire-pit and custom bags set. Fire wood included! brbrArea Highlights:brbrOwners ClubbrYour rental includes free access to the Territory Owners Club. Just a 3 minute drive, the space houses many amenities including indoor and outdoor pools, indoor basketball court and fitness center, and game room complete with pool tables, ping pong, foosball, a new shuffle board and electronic game area.brbrMarina and PavilionbrScenic Lake Galena is a short, 5 minute drive and offers great fishing, easy boating and relaxing lake-side lounging. Rent pontoon boats, fishing boats, or kayaks.brbrStoneDrift SpabrLocated just 4 minutes away, the new StoneDrift Spa offers an extensive service list and is highly recommended.brbrShenandoah Riding CenterbrA full service equestrian center that offers riding lessons for all ages and trail rides for all riding levels. A 6 minute drive from Blue Ridge Reserve.brbrGalena Cellars VineyardbrTaste test the full lineup of GC’s award-winning wines in their recently opened tasting room located at the vineyard. A 7 minute drive.brbrBlaum Bros DistillerybrA 15 minute drive and you’ll be sampling locally distilled spirits in an incredible tasting room. One complimentary tasting pass with a Blue Ridge Reserve booking. brbrZipliningbrYet another unique experience located in the Galena Territory. Ziplining through the canopies and rolling hills is one of the newest bucket list items, and is just a an 8 minute drive. br Historic Downtown Galena. The beautiful and historic downtown Galena is a short, 13 minute drive through the rolling hills north of Route 20. With something for everyone you’ll find great food, unique shops, and plenty of drink options. Don’t forget the kids! They’ll love the candy shops.

Premium New Construction: Golf Sim + Theater Room + Noon Check-in-out

Galena, Illinois, United States

Bed

Bath

Sleeps

$364.38

Enjoy the unique vibes of the Retro Boho UFO! Like E.T. longs for home, you’ll long to stay in this Unique Forest Outpost (aka UFO) for a great couples get away, après ski/golf or small family vaca. Stay where the house itself is a destination!brbrOnly 800 sq feet, but this octagon-shaped house with wrap-around deck and floor to ceiling windows for an almost 360° view, is anything but small. brbr2 Bedroom - both with queen bedsbr2 BathroomsbrPrivate Hot TubbrKitchenettebrA spiral staircase leads to a small walkout basement with reading nook and desk/work area (if you must) and access to laundry, as needed. brbrAs guests of the Galena Territory, you have access to all of the Owner's amenities including indoor and outdoor pools, world-class golf courses, Lake Galena for boating and fishing, and horseback riding. Historic downtown Galena is just 10 minutes away.brbrWe LOVE this place, but it may not be suitable for everyone. Please note:br- We’re in the woods. Expect bugs outside and occasionally inside, despite our best efforts in pest control.br- We love babies and dogs, but take caution with young children or pets due to safety of the spiral staircase. br- There is a gravel sloped walk from the parking area.br- No full sized oven in the kitchenette - however the microwave is also a convection oven and a pizza pizzazz is available for small needs.

UFO - Unique Forest Outpost with Hot Tub

Galena, Illinois, United States

Bed

Bath

4

Sleeps

$224.69

END UNIT with a wooded view! This nicely decorated 2-bed, 2-bath end unit townhome is located on the South Golf Course, close to the North pro shop, General Store and Driving Range. Bring your friends or family and enjoy the roominess of sleeping 6 people. The main level Master Bedroom with ensuite bath is furnished with 2 Xtra Long twin beds. The lower level Master Bedroom has a King bed. Each bedroom has a new wall mounted Smart TV as well as the Living room! There also is a washer/ dryer for your convenience. On the deck you will find a gas grill as well as patio furniture for those relaxing evenings. There's really no reason to leave this comfortable home. However; if you do want to venture out, as our guests you will have complete access to the “Owners Club”. There you will enjoy indoor, outdoor, and kiddie pools, a state of the art fitness center, indoor/outdoor basketball courts, tennis courts, game room, free WIFI, etc. The Galena Territories offer many activities to choose from, including horseback riding, hiking, wine tours, fishing, shopping, skiing, and more.

2 Bedroom, 2 bath townhouse in The Galena Territory.

Galena, Illinois, United States

Bed