Home Vacation Rentals By Owner In Galena, IL

Showing 20 Of 466 Vacation Rentals
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Exceptional(5)

$385.83

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Private Vacation Home

Rolling Hills Retreat

Galena, Illinois, United States

Updated walkout ranch. Most everything is new. Perfect for a families, couples, girls/guys getaway or business outing. Included in your rental enjoy the Owner's Club a short drive away withbrbr* indoor poolbr* outdoor poolbr*basketball courtbr* pickle ballbr*workout gymbr* pool tablesbr* arcade gamesbr* pin pong tablesbr* concession standbr* hiking trailsbr* tennis courtsbr* boat rentingbr* kayakingbr* a beautiful waterfallbr* horse back ridingbr* several restaurantsbrbrSo much to do!brThe spacebrMain living area is all open, including the family room, dining area and kitchen. Every bedroom has it's own full bathroom. The outdoor spaces including a screened in porch and outside deck.brGuest accessbrAccess to the entire home except a small closet that is locked with supplies.brOther things to notebrFull size washer and dryer is available in the lower level. We provide basic necessities. This includes coffee, teas, Keurig pods, non dairy creamer, sugar, toilet paper, paper towels, dishwasher tablets, laundry tablets, trash bags, kitchen sponge, and basic toiletries. Bath, kitchen and pool towels are provided. Your beds will be ready and waiting for you with clean, cozy linens and an ample of pillow choices. The kitchen is well-stocked with cooking and baking necessities.brbrbrRolling Hills Retreat offers 6 Proximity cards for guests' use of the Galena Territory Owner's Club. Additional passes can be purchased for $5 per day at the complex. We provided pool towels. Please do not bring bath towels. They do not have towels at the facility.brbrOur home is 1650 sq. ft.brbrWe have a valley view, however, when the foliage is lush the valley may be difficult to see. During this time, enjoy the the sounds of the birds, cows in the distance and the privacy that the foliage provides.brbrWe are dog friendly. We allow one dog under 60 pounds. We provided food and water dishes, and towels for dog. We charge a $100 per reservation.brbrThis is a wooded lot. There are a lot of open fields in the area. Though we treat for pest our home does have a few bugs from time to time. We will not refund your stay for a few bugs. This house may not be for you if this will bother you. Disclaimer... Any text added after this was added by VRBO and may not be accurate.
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Exceptional(23)

$508.01

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Private Vacation Home

Relaxing Retreat with Hot Tub and Fire Pit

Galena, Illinois, United States

Welcome to your peaceful retreat nestled in the beautiful countryside of Galena, Illinois!brbrLocated amidst serene woods, this picturesque escape offers the perfect space to for your large family or friend getaway to find rest. Enjoy a crackling wood-burning fireplace that invites warmth and relaxation, unwind in the outdoor hot tub, sip your morning coffee in the peacefulness of the screen porch, and end your day at the outdoor fire pit brbrYou will have access to the Galena Territory Owners' Club and all it's amenities such as indoor and outdoor pools, gym, tennis and basketball courts, and more.brbrNestled within Galena's captivating landscape, our home provides the perfect gateway to a myriad of activities and attractions that suit every taste. Immerse yourself in the region's storied past as you explore notable landmarks and museums, or embark on awe-inspiring adventures through Galena's picturesque trails and breathtaking countryside vistas. Indulge in the vibrant culinary scene, where local eateries tantalize with delectable cuisine, and allow quaint shops to entice you with their unique treasures. Your stay with us promises not only relaxation but also an immersive experience in the enchanting surroundings of Galena, ensuring cherished memories for all our esteemed guests.brbrWhether you're seeking a romantic getaway, a fun-filled family vacation, or a memorable gathering with friends, our 4-bedroom, 4-bathroom home provides the ideal retreat. Come and experience the tranquility, comfort, and natural beauty that await you at our Galena hideaway.
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Exceptional(14)

$324.5

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Private Vacation Home

Gorgeous 3 Bedroom 3 Bathroom Getaway on Lake Galena

Galena, Illinois, United States

This lovely home is located only 3 minutes from the Galena Territory Owners' Club and comes with six amenity passes allowing you access to the Owners' Club indoor, outdoor, and children’s pools, a state of the art fitness center, indoor/outdoor basketball courts, tennis courts, a game room, free WIFI, etc. brbrThe home is also only a few minutes from the Eagle Ridge Resort & Golf Courses and nearby many of the other activities Galena has to offer such as horseback riding, hiking, wine tours, fishing, skiing, downtown Galena dining and shopping, and more.brbrThe home has 3 levels. The main level includes the primary bedroom with a queen-sized bed and connected bathroom, the kitchen and main living space with lofted ceilings that offer a bright and inviting atmosphere. The dining table seats 6 comfortably with two leaves located on either side of the table to extend the table size to seat 10. The dining area opens to the back deck with seating area. Please note there is an excellent Lakeview in seasons where leaves are not on trees. Galena properties do not have boat access per rules of the private marina, but pontoons and kayaks can be rented through the Marina. brbrThe kitchen comes fully stocked with all utensils and cookware as well as a refrigerator, electric stove top, dishwasher, two coffee makers (Keurig and Coffee Mate), waffle maker, and toaster. brbrThe upper level contains a lofted bedroom with a queen sized bed, a cozy seating area and a private bathroom and shower. brbrThe lower level features the third bedroom with twin bed and bunk bed with a full size bottom and a twin sized top. The lower level also has the third bathroom and shower as well as an additional living room. The lower level living room has a full size futon and full sized pullout couch for additional sleeping space. The is also a fully functioning washer/dryer unit on the lower level. brbrSleeps 1-8; Max Occupancy 8
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Exceptional(3)

Select Dates for Price
Private Vacation Home

Linen&Stone Inn Unit 7, Charming, Historic, 1.5 Blocks to Main St.

Galena, Illinois, United States

*Linen and Stone Inn formerly known as the Greenbriar InnbrbrUnit #7 - Private Room with Attached Private Bathroom. This unit has a separate private entrance from the outside.brbrFeel like traveling back in time by immersing in Galena's rich heritage at our charming historical getaway. Housed in a well-maintained 1838 Federal style building, our inn blends elegance with modern comforts. Recently refreshed, nestled in the heart of Galena, just 1.5 blocks from Main Street. Choose a single room, multiple rooms, or the entire place to experience our captivating historical haven. Each room has its own ensuite bathroom and is secured with a smart lock. Free parking is available right next to the building.brbr***What sets us apart***br- Truly historic inn (one of the oldest in Galena)br- 5-star hospitalitybr- Response within minutes, not hoursbr- Premium & sustainable personal care products from Public Goodsbr- High quality linen, bedding, and towelsbr- High cleaning standardsbr- Complementary coffee/tea, board games, fast Wi-Fi, and much morebr- An unbeatable location, walkable to downtown GalenabrbrThis unit is equipped with its own smart lock to ensure convenience and privacy. The spacious room includes 1 queen size bed with a high pillow top mattress, attached private bathroom, period wallpaper and quilt, comfortable sheets, Calvin Klein designer towels, a mini fridge, and a smart TV with streaming capability, and complimentary Keurig coffee and tea.brbrOur shared living room offers a delightful space for guests to socialize, unwind, and engage in friendly board game sessions. Out in the back of the inn, we have a growing list of outdoor amenities - firepit, hammocks, chairs, tables, etc.brbr*The fireplaces in the building are currently inoperable and cannot be used until further notice*brbrThis is our private unit #7 and is only bookable upon request. Please reach out if you need more space to accommodate a bigger group. You can even reserve the entire inn! :)brbr---br***Other notes***brAREA: you are right outside downtown Galena, where you can find many restaurants, art galleries, and boutique stores. 16 minutes to the Chestnut Mountain Resort for skiing/snowboarding or summer outdoor activities. 22 minutes to Dubuque where you can find popular chain stores. Within a 30 minutes radius, you can find 8+ golf courses, numerous breweries, wineries, bike trails, and state parks.brbr*Our inn is conveniently located 0.5 miles outside downtown Galena, right on Spring street (Highway 20). You can easily walk to main street in 7-8 min or drive in 2 min.brbr*There is an onsite innkeeper; however, I prefer to communicate through the app. :) brbr* Our inn is in a quiet residential area, so no loud parties/events/noises.
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Exceptional(5)

$393.86

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Cabin

Winter escape! Retro octagon house in woods- Hot tub, pool, fireplace, firepit

Galena, Illinois, United States

Enjoy this unique tree house - an octagon tiny house, surrounded by the woods! Galena Haven Tree House! br2 bedroom, 2 bathroom to enjoy the views of nature all around, with floor to ceiling windows!brPrivate hot tub in the back of the home looks into serene woods! Warm up by the fireplace. brDecorated in Mid Century Modern style, to celebrate this unique home, we combined modern comforts with fun flash blacks.brSit by the indoor gas fireplacebrEnjoy our record collection or use our cool 1950s radio to listen to music, or switch to Alexa for modern streamingbrEnjoy the indoor pool (community pool part of the Galena Territory) or outdoor seasonal pool.brRelax in our unique Japanese soaking bathtubbrbrEnjoy fall colors or watch snow fall! We have a collection of bird feeders to see a wide variety of birds. See wildlife such as deer, wild turkeys, squirrels, chipmunks and more. Or head to town and enjoy fabulous restaurants, adorable shops, learn about historic Galena, or hike with goats! So many wonderful options to enjoy around the home! You will also have access to Lake Galena (boating and fishing lights)brbrOutdoor space: br-New hot tub seats up to six, available year round. br-Deck has nice seating, cooler, and views of the woods. We also have an outdoor firepit, surrounded by woods (wood provided)br- Approx 500 ft from nearest neighbor (minimal visibility when leaves on trees, more in winter)br-Hot tubbrbrLiving room:br-Record Player, Alexa, 1950s radiobr-Smart TV (no cable) to stream br-Lots of games, books, magazinesbr-Beautiful wooded viewsbrbrBedrooms:br-First bedroom has a queen bed and an attached bathroom. This bathroom includes a Japanese soaking tub (large enough for most adults) and shower. New memory foam mattresses in both bedrooms.br-Second bedroom has a king bed. Second bathroom is across the hall and includes shower/tub. br-Both bedrooms with smart TVsbrbrKitchen:br-Kitchen is small but very functional- stove/oven, microwave, dishwasher, fridge/freezer with icemakerbr- Full sets of dishes, pots, pans, silverware, etc. Home has coffee pot (percolator and drip coffee maker). br- Cotton Candy Makerbr- Coffee- Percolator and Drip coffee makerbrbr-Wifi is fiber and can easily stream on multiple devices/video conferencing etcbrbrOther amenities in The Galena Territory-br- indoor community poolbr- outdoor community seasonal poolbr- Pontoon, kayak and fishing boats also seasonally available for rentals. br- Indoor exercise room, outdoor tennis courts, indoor basketball court, billiards, ping pong and many other games are also available at the Owners Clubbr- Amazing golf options also availablebrbrLocation:br- 5 min from Owner's Club (pool, gym, etc)br- 10 min from wineriesbr- 15-20 min from downtown Galenabr- 20 min from Chestnut Mountainbr- 10 min from hiking with goats/goat yogabr- 15 min from ElizabethbrbrbrThis home (we think :)) is awesome but may not be for everyone. br- There is an approx 100 yrd walk down a sloped, paved path from where you park to the home. From there you walk up 7-8 steps to the home. We can't guarantee in winter it will be shoveled. br-Also, this home has a spiral staircase to get to the lower level of the home, where the hot tub is located. The staircase is not suitable for young children, and there are wide gaps between rails that a child could squeeze through. (Our older kids (7 and up) love the home, but please be aware of this before booking). You can alternatively walk to the hot tub from the path in front of the home if you wish to avoid the stairs. brWe do have a security camera (audio and visual) that faces front of the house down the path/stairs up house. brNo smoking of any kind allowed on the propertybrThe house is surrounded in woods. Expect some bugs outside and occasionally inside.brJust being honest- property is not perfect but we LOVE being there ;)brbrDogs are welcome if well behaved. Extra pet fee will apply. $65 fee for dogs. Must be well trained. No cats please (family member with allergy)brFamily managed property :) We are so excited to host you!brbrParking is free, and on the property.brSmaller washer and dryer in the house in lower level (down spiral stairs)brYou will have the entire house other than small locked owners closet.brWe are family owned home. We will share our cell phone upon booking in case issues arise.brThere isn’t easy public transportation so you will need a car. Uber is only sometimes available. brThere is plenty of free parking.
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Exceptional(47)

$243.7

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Private Vacation Home

Scenic Getaway – Cozy Stay Near Golf & Trails

Galena, Illinois, United States

Welcome to Scenic Serenity – Your Peaceful Galena Retreat!brbrNestled in the heart of The Galena Territory, this cozy golf villa offers beautiful wooded views and a comfortable stay for up to six guests.brbrInside Your Staybrbr✔ Main Level (Lower Level) – Vaulted ceilings, skylights, a warm seasonal fireplace (Oct-Apr), and an open-concept living/dining area. The sofa converts into a sleeper, and there’s a bedroom with access to a full bath.br✔ Upper Level – Overlooks the main floor and features a spacious bedroom with a private bath. A washer/dryer is also available.brbrSleeping Arrangementsbrbr Bedroom 1 (Lower Level): Queen Bed + Full Bathbr Bedroom 2 (Upper Level): Queen Bed + Private Bathbr Living Room: Sleeper SofabrbrAmenities & Accessbrbr☀ The Galena Territory Owner’s Club (3.3 miles away) – Includes indoor & outdoor pools (seasonal), fitness center, tennis courts, basketball courts, and a game room. (6 access cards provided, hours may vary.)br Three Smart TVs – Log in with your own streaming accounts (no cable).br No Smoking | No Pets – Violations result in a $200/night fee.brbrImportant Notesbrbr❗ Max Occupancy: 6 – No unregistered guests; $25 per additional guest.br❗ Quiet Hours: 10 PM – No Parties Allowedbr❗ Full Flight of Stairs – The kitchen, living areas, bedrooms, and outdoor patio require stairs to accessbr❗ No Refunds for Weather – Travel insurance is recommended.brbrExperience a relaxing stay in Galena with access to nature, golf, and top-tier amenities! Book your getaway today!
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Exceptional(7)

$352.45

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Chalet

Rustic with a modern twist 3 bdr/3.5 bath chalet

Galena, Illinois, United States

Discover serenity in the Galena Territory with this charming chalet surrounded by nature. The house features 3 bedrooms, each with a designated bathroom, along with a powder room. Walking into the open concept house with its large windows and natural light, you will find the main living area, dining area, and fully stocked kitchen, tastefully decorated in a minimalist design to reflect the simplicity and tranquility of the outdoors. The powder room and the master king bedroom suite are also located on the main level.brbrThe lower level consists of a walk-out family room with a pool table and a wet bar, one king bedroom, one queen bedroom, and 2 full bathrooms. In addition, each of the 3 bedrooms have a single sofa sleeper available for use that can comfortably accommodate a child or a teen (disclosure: the cushions on the sleeper sofas are on the firm side and no sheets provided).brbrThe house also features a screened porch, a main level deck, a lower level patio and a beautiful stone fire pit outside. You can have your morning coffee on the screened porch and a glass of wine by the fire pit while enjoying your time with family and friends.brbrAs part of your stay, you will also have access to the Owner’s Club facilities with both indoor and outdoor pools, gym, game room and business center.brbrBook now to experience all that Galena and its territory has to offer, and then retreat and relax to this amazing home away from home.brbrThings to note: Charcoal for the grill and wood for the firepit are the guests' responsibility. This house comes with 6 keycards to access the Owner's Club ($50 charge per card if lost). Additional daily passes can be purchased at the Owner's Club for $5 each. There is no garbage collection in the Territory. Guests will need to take all trash from the house to the refuse facility. There is a $75 fee if the garbage is not removed at check-out.br
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$219.38

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Private Vacation Home

Creekwood Haven ~ Access 2 Pools, Fitness Center, hiking trails, spa & MORE!

Galena, Illinois, United States

This golf villa is approximately 7 miles or 15 minutes to Downtown Galena. This home is NOT pet friendly.brbr*Golf Benefits: Guests have access to our Eagle Ridge Golf Membership with preferred rates and tee times at The General, The North Course and the South Course! Contact us for details.brbrCreekwood Haven is designed with your comfort in mind. It’s a 2 bedroom, two full bath, split level golf villa with updates throughout. The open concept kitchen (with all new kitchen appliances), dining area and living room flows out to the deck, perfect for breakfast outdoors while enjoying the wooded views of the South Golf Course. Enjoy the complimentary coffee bar and relax by the wood burning fireplace in the living room (we supply the wood). Just off the deck is a gas grill for your use (we supply the propane). The main level bedroom with a super comfortable Queen size bed is just steps from a full bath and the laundry area. The cozy Master bedroom upstairs has vaulted ceilings and a Queen size bed with access to a private bathroom. Overlooking the living room and kitchen is the loft, the perfect sitting area with a sofa that converts to a queen size bed comfortably accommodating 2 more guests. After a busy day in the Galena area, Creekwood Haven is a quiet, relaxing place to come home to!!brbrAs our guest you will have access to the GTA Owners Club. The indoor pool is open year-round and the outdoor pool is open Memorial Day through Labor Day (sometimes longer). The club is an exclusive amenity that can be used by only Galena Territory property owners and their guests. The Owners' Club includes an indoor swimming pool, outdoor swimming pool w/slides, a kiddie pool, fitness room, game room, indoor/outdoor basketball courts, tennis courts, seasonal snack bar, free WiFi, and outdoor playground. Don’t forget to visit Lake Galena, The Shenandoah Riding Center and hiking trails throughout the 6,800-acre property. Disclaimer: You may not have enough cards for your entire group. Guest passes can be purchased for just $5 a day at the GTA admin office or pool entrance, staying with us grants you access, it may not be free. Please remember usage of the amenities is NEVER guaranteed. We do not discount or refund due their closure.brbrWhen you book a home with us we will require 30% down, this is a payment not a deposit. The full balance is due 14 days prior to check in. If you cancel prior to the 14 days you will receive the first payment less a $35 cancellation fee. At the 14 day mark your stay will become non-refundable and dates cannot be adjusted. Please Note: You will be required to sign an electronic rental agreement at the time of booking, we ask this be signed and filed within 48 hours of receiving to guarantee your reservation. You must be 25 or older at the time of booking and present during the entire stay. Your payments will automatically be processed to the card you place on file at the time of booking. Your rental agreement (sent after booking) will reflect the due dates and amounts. Our cancellation policy is not flexible, we highly recommend the travel insurance offered at check out.brbr**Check in details are sent 3 days prior to your arrival to the email on file. This includes the address, access code and other pertinent home/area information. Early check in is never guaranteed and cannot be considered until the night before or morning of your arrival. The check in details will cover this process.
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Exceptional(42)

$452.96

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Private Vacation Home

'The FiveTen Federal' - Downtown Galena Gem!

Galena, Illinois, United States

Modern hangout meets historical charm at this 3-bedroom, 1.5-bath home! Located blocks from downtown Galena, this vacation rental is ideal for those looking to see all the top sights while having a welcoming space to come home to. Bring your pooch along for a stroll down Main Street, have a picnic in Galena Grant Park, or spend the day on a wine tour. Chestnut Mountain offers year-round fun thanks to the ski slopes and Alpine Slide. For some chill time, hang out in the one-of-a-kind disco cave!brbr-- THE PROPERTY --brbr0.3 Mi to Main St | Modern & Stylish Interior | Pet Friendly w/ FeebrbrHere at ‘The FiveTen Federal,’ feel free to explore downtown at your leisure whether that be a relaxing day in the park, wine tour, or a visit to one of the historical sites for a refresher on local culture!brbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen BedbrbrKITCHEN: Fully equipped, kitchen island w/ seating, stainless steel appliances, dishware & flatware, knife set, Crock-Pot, tea kettle, toaster, Indoor Foreman Grill, popcorn maker, blender, drip and Keurig coffee makersbrINDOOR FEATURES: 2 flat-screen TVs w/ Netflix provided, disco cave, electric fireplace, laptop-friendly workspace, 6-person dining table, vanity, board games, books, Record player, Blue Tooth speakersbrGENERAL: Free WiFi (strong signal), washer/dryer, towels/linens, hair dryer, trash bags/paper towels, air conditioningbrFAQ: Pet fee (paid pre-trip, 2 pet max), stairs required for bedroom accessbrPARKING: Driveway (2 vehicles), street parkingbrbr-- THE LOCATION --brbrHISTORICAL SITES: Market House State Historic (0.5 miles), Galena Jo-Daviess County Historical Society (0.6 miles), Dowling House (0.6 miles), Galena History Museum (0.6 miles), Belvedere Mansion (1.1 miles), Ulysses S Grant Home (1.4 miles)brOUTDOOR RECREATION: Galena Grant Park (1.3 miles), Depot Park (1.4 miles), Horseshoe Mound Preserve (3.9 miles), Casper Bluff Land & Water Reserve (6.2 miles), Lake Galena (6.4 miles), Thunder Bay Falls (6.4 miles), Chestnut Mountain Resort (9.8 miles)brLOCAL ATTRACTIONS: P.T. Murphy Magic Theater (0.5 miles), Linmar Gardens (0.8 miles), Chicago Athenaeum (1.0 mile), Galena Center for the Arts (1.2 miles), West Street Sculpture Park (1.4 miles), Galena Cellars Vineyard (6.8 miles)brAIRPORT: Dubuque Regional Airport (22.6 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 smoking br- Pet friendly with $85 fee (+ fees & taxes, dogs only, 2 pet max)br- No events, parties or large gatherings br- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The bedrooms on this property require stairs and may be difficult for guests with limited mobility
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