Home Vacation Rentals By Owner In Galena, IL

Showing 140 Of 489 Vacation Rentals
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$460.24

/ Nightly
Private Vacation Home

Wooded Galena Lodge * 3 BR Ensuites * Hot Tub, Fire Pit & Golf Access

Galena, Illinois, United States

Tucked into the peaceful woods of The Galena Territory, Timberon Lodge is the kind of getaway that brings people together. Whether you’re planning a family vacation, golf weekend, couples retreat, or trip with friends, this modern lodge-style home offers the perfect mix of comfort, privacy, and access to everything Galena has to offer.brbrSpend your days exploring downtown Galena, hiking scenic trails, relaxing at the Owners’ Club pool, visiting local wineries, or taking advantage of exclusive guest discounts at Eagle Ridge’s renowned golf courses. Then come home to a quiet wooded setting where evenings are best spent soaking in the hot tub, gathering around the fire table for s’mores and conversation, or unwinding on the screened porch beneath the trees.brbrInside, Timberon Lodge blends modern comfort with warm rustic character. Vaulted wood ceilings and inviting gathering spaces create a cozy lodge atmosphere that feels welcoming year-round. The open-concept kitchen, dining, and living areas make it easy for everyone to spend time together, whether you’re sharing meals, watching movies, or relaxing after a day out exploring the area.brbrThe home’s layout is especially well suited for families and groups traveling together, with three bedrooms offering direct ensuite bathroom access — a feature guests consistently appreciate for the added comfort and privacy it provides.The lower level offers an additional living area perfect for kids, teens, or larger groups looking for extra space to spread out and relax.brbrLayoutbrMain-level features: br• Primary bedroom with King bed br• Main living room with wood burning fireplacebr• Fully stocked kitchen br• Access to the beautiful screened porch & large deck overlooking the wooded backdropbrbrLower-level: br• Bedroom 2 with a Queen bed br• Bedroom 3 with two (2) Twin beds br• Bonus living room with Smart TV, desk and Day Bed + Trundle for additional sleeping optionsbr• Walkout to the hot tub from the lower level patio doorbrbrGuests of Timberon Lodge also enjoy access to The Galena Territory Owners’ Club, including indoor and outdoor pools, fitness facilities, basketball courts, and recreation amenities. Six guest access cards are included with your stay, with additional day passes available for purchase if needed.brbrNearby favorites include:br• Eagle Ridge Golf Resortbr• Downtown Galena shopping and diningbr• Galena Cellars Winerybr• Blaum Brothers Distilling Co.br• Fried Green Tomatoesbr• Log Cabin Steakhousebr• Galena River Trailbr• Hoof-It Goat Treksbr• Chestnut Mountain ResortbrbrWhether your ideal getaway includes golf, hiking, winery tours, pool days, outdoor adventures, or simply slowing down and spending quality time together, Timberon Lodge offers a comfortable and memorable home base in one of Galena’s most scenic settings.brbrOther things to note: brDog-policy: This home is not pet-friendly.brbrCancellation policy: Our cancellation policy is NOT flexible, therefore we highly encourage travel insurance to protect from the unexpected. Travel Insruance can be purchased directly through Vrbo or through us.brbrRental Agreement: a rental agreement is required to be signed within 48 hours of booking to secure your stay along providing a picture of your ID. The guest that books the stay is required to sign the agreement and provide the names of all guests staying, and must be present during the entirety of reservation. brbrMinimum age of Primary Renter: 25brbrGuest Count: Maximum 8 guests. Accurate guest count is required at the time of booking. br brSecurity Deposit hold: A security deposit hold/authorization in the amount of $500.00 is applied to the credit card on file 1 days before arrival and may remain on the card for up to 7 days after departure. brbrCheck-in after: 4 PMbrCheckout before: 11 AMbr*note, early check-in or late checkout cannot be determined until the day before and is not guaranteed. brbrThree days before your arrival, you will receive a message via Airbnb and email with house information, directions, what to bring, and how you will receive your unique door code for your stay.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

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Exceptional(4)

$228.73

/ Nightly
Private Vacation Home

Long Golf Views off the private deck + Fireplace, Comfy Beds, Cozy Vibe!

Galena, Illinois, United States

Escape to creativity and comfort at the Valleywood Artist’s Retreat, a two-bedroom townhome tucked among the rolling hills of Galena, Illinois. Designed with an artistic soul in mind, this cozy getaway blends rustic charm, modern comfort, and imaginative touches throughout.brbrWe feature:br2 bedrooms, 1 King bed and 2 twin bedsbrbrFireplace & private deck with long golf views brbrFully equipped kitchen and dining areabrbrArtistic décor and cozy, creative ambiancebrbrClose to Eagle Ridge Resort, downtown Galena, wineries, and scenic hiking!brbrYou will have access to the GTA Owners Club while staying with us. The indoor pool is open year-round, and the outdoor pool is open from Memorial Day through Labor Day. 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 that the usage of the amenities is NEVER guaranteed. We do not discount or refund due to 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. 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. 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 when booking and present during the entire stay. Our cancellation policy is NOT flexible. We highly recommend travel insurance. Travel insurance is offered at the time of booking and up until 15 days before check-in. The provider is CSA.brbr**Check-in details are sent to the email on file three days before your arrival. This includes the home's address, the access code, and other pertinent home/area information. Early check-in is never guaranteed and cannot be considered until the night before or the morning of your arrival. During peak season, early check-in is not typically an option.  The emailed check-in instructions will cover this process.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(34)

$1211.69

/ Nightly
Private Vacation Home

Lake views! Hot tub! Family & pet friendly!

Galena, Illinois, United States

Make memories at this 5,000 square foot house with incredible lake views! Enjoy comfy patio, hot tub on lower level & your perfect outdoor oasis on either of the large main level decks or lower-level screened in patio. Perfect getaway for time with family & friends! Once you’ve soaked in all the sun you want, head inside to your peaceful spacious haven to relax & chat or let your competitive spirit take over in the rec space (pool, ping pong, PS3, board games & more)! New listing by Super Host.brbrIt will typically be the awesome handyman who will come help if and when needed.brbrThis house is a part of The Galena Territory Association, and guests will have access to the amenities. The house is located along the north branch of the lake, with great views and an awesome outdoor space! It's very quiet and peaceful.brbrYou'll get a personalized access code for the smart lock 3 days before check-in.brbrVery large and spacious, helping create a great vibe for groups of all sizes.brbrThere are 2 parking spaces in the garage, and at least another 5 in the driveway. Be sure to park on the property (not on the street) to avoid needing any permits or potential fines.brbrCome relax at this nearly 5,000 square foot house with incredible lake views! The perfect getaway for time with family and friends! Sit out on the comfy patio furniture and enjoy your perfect outdoor oasis on either of the large outdoor decks on the main level, or the screened in patio on the lower level. Once you’ve soaked in all the sun you want to enjoy, head inside to the ample amount of space to just relax and chat or let your competitive spirit take over in the indoor recreation space. brbrCome enjoy the peace and quiet with sounds of nature while you soak in the views of the lake! Pop open the windows and let the breeze in while enjoying the comfort of the cozy indoor furniture. brbrThe main level features the fully-stocked kitchen that’s open concept and perfect for entertaining, dining area, large family room with fireplace, and master bedroom. This is the perfect place to relax indoors and enjoy the views! brbrThe upper level features a loft with TV and games, 3 spacious bedrooms (1 with a king bed and en suite bathroom and the other 2 with a shared bathroom, 1 of which has a king bed and the other has 3 twin beds), and beautiful wood paneled office. brbrThe walk-out lower level features an amazing game space (pool, ping pong, and board/card games), a wet bar, and even more comfy couch space and fireplace to just relax. There are 2 more bedrooms (1 with a queen bed and the other has 3 twin beds) and a bathroom on the lower level. brbrEnjoy all the Galena Territories has to offer while also enjoying your quiet oasis! This house comes with 12 guest passes so you won’t have to buy any extra! There are bike trails starting a quick ride from the house. The Galena Territory Owners Club is a quick 6 minute ride away. The Marina is just 5 minutes. The north and south golf pro shops are just 5-6 minutes. The Shenandoah Riding Center is 10 minutes. And you can get to the quaint little downtown Galena in 10-12 minutes. You’re right in the middle of everything while still having the space to get away from it all!brbrFull access to the GTA amenities with 12 Proximity Cards!brbrKitchen includes:br- All the basics (cups, plates, bowls, silverware, wine glasses, pots and pans, flippers, spatulas, whisk, grater, etc.)br- And cooking basics (spices, flour, sugar, oil, etc.) ... let us know if these are running low so we can refill thembr- Baking/cookie sheetsbr- Blenderbr- Coffee pot (paper filter) and Keurig machine ... we don't provide the coffee as we've found everyone has different favorite coffeesbr- Crock pot (6 quart)br- Electric griddlebr- Measuring cups and spoonsbr- Mixerbr- Mixing bowlsbr- Muffin tinsbr- Pie pansbr- Pyrex dishesbr- Serving bowls and traysbr- Strainerbr- Toasterbr- Tupperwarebr- If you think we're missing anything, please let us know, and we can try to get it for your stay
Bed 6

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Bath 4

Bath

Sleep 14

Sleeps

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$293.37

/ Nightly
Condo

The Cozy Lake Stay You've been Craving - Fireplace, Comfy Beds & Quiet!

Galena, Illinois, United States

This condo is approximately 7 miles or 15 minutes to downtown Galena. This home is NOT pet-friendly. brbrWelcome to the best view of Lake Galena! This two-level condo features 3 bedrooms, 2 family rooms, fireplace, kitchen, dining area for 8 and multiple outdoor spaces. When you enter Lake Front Getaway (no stairs or steps at entry from parking) you are greeted with Lake Galena views from the family room windows. The main level has an open floor plan and many upgrades. The modern kitchen has granite countertops and stainless steel appliances and is also fully equipped with everything you will need to prepare meals and enjoy entertaining your friends and family. The kitchen is open to the dining room and family room where everyone can sit, play games, and relax. The main level bedroom has a King-size bed with an attached full bathroom featuring a 2 person Jacuzzi tub. Enjoy a large 55-inch TV in the living room and a flat-screen TV in the master bedroom, both with Mediacom Cable. Walk downstairs and find additional seating and hang-out space. There are two bedrooms in the lower level that share the hallway bathroom. The first is down the hallway and features a queen-sized bed and comfy bedding with a remarkable view of Lake Galena. from the walk out patio. The second bedroom downstairs is a great space with two Queen beds, dresser and comfy chair. There is also a full-size washer and dryer in the laundry room to utilize during your stay. The views are amazing here at Lake Front Getaway and the outdoor spaces to explore are abundant. There is a great patio on the lower level and a screened-in area for you to enjoy. Upstairs is a deck and another screened-in room for you to spread out. Lastly, a gas grill is available to use out front in the designated grill section. We provide the propane!brbrYou'll enjoy the use of all Territory amenities and Long Bay Point HOA's private outdoor pool. There is easy access to local walking trails and this home is within walking distance to Eagle Ridge Resort, Tennis Courts, Driving Range, North Golf Course, etc. For our summer guests, the private association pool is walkable from the home. All guests have access to the GTA Owners Club which is open year-round and a quick car ride only 2.5 miles away! Your rental will include proximity cards that allow you access to the Galena Territory Owners' Club. This 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, kiddie pool, fitness room, game room, indoor/outdoor basketball courts, tennis courts, seasonal snack bar, WiFi and outdoor playground. Don't forget to visit Lake Galena, The Shenandoah Riding Center and hiking trails throughout the 6,800-acre property.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. 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 travel insurance. Travel insurance is offered at the time of booking and up until 15 days prior to check in. The provider is CSA. 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 the entire stay.brbrCheck-in details are sent to the email on file 3 days before your arrival. This includes the home's address, the access code, and other pertinent home/area information. Early check-in is never guaranteed and cannot be considered until the night before or the morning of your arrival.
Bed 3

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Bath 2

Bath

Sleep 8

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$271.95

/ Nightly
Private Vacation Home

2 Bedroom Townhouse w/Play Room+Pets Welcome

Galena, Illinois, United States

Welcome to Dear Galena, a modern tri-level retreat townhouse with a view of the Territory. It's the perfect getaway for couples, friends, family or just YOU!!!!brbrSituated within The Galena Territory and near Eagle Ridge South Golf Course, this townhouse has two bedrooms - one with two twin beds, one with a king size bed and two full bathrooms with tub and shower. A pull out sofa bed for additional guest(s) and high-speed Wi-Fi internet for streaming entertainment and all of your work from home needs.brbrThe three-level living townhouse is a 2 bedroom, 2 bathroom home only minutes away from the historic downtown Galena with everything you need for your stay. As you walk in the front door, you will be greeted by the main stairs entryway landing. To the right in the entryway we have hooks for you to hang your coat and bag as well as a tray for you to remove your shoes and get comfortable and ready for your stay. brbrIf you start downstairs you will find the entrance to the garage on the right. This one-car garage is available with your stay. Inside the garage you will find a Level-II Electric Vehicle Charger (J1772 only - Tesla owners, please bring your adapters) for your Electric Vehicle. EV Charger is yours to use for free during your stay. Past the garage, you will find the laundry room if you ever need to clean something before heading home. brbrIn the laundry room you will find our dog friendly supply cart for your stay. Included will be a large-size dog crate, extra leashes if needed, dog bowl for food and water, a doggie mat, and extra dog waste bags. We DO NOT charge a pet fee. We do have a deposit requirement that will be return 3-5 days after check-out. Deposit required for all stays, with or without pets. brbrAfter the laundry room, you will find our Family Playroom! The playroom is fully stocked with children books, puzzles of all ages, variety of games, board games of all ages, a diner restaurant play set, and a 55 smart TV (with Netflix) with a mini Sega Genesis pre-loaded with 40+ Old School games. Feel free to bring your own gaming console and plug into the TVs HDMI. brbrAs you head upstairs, you will find our main living area. The living room features a pull out sofa that can sleep an additional 2 people, a few books to read, a smart TV (with Netflix), two additional seating, a gas fireplace, and extra throw pillows and blankets for your comfort. brbrThe dining room table will seat four and we have three additional stools at the kitchen island for your to enjoy a meal. A highchair is also available for the littlest one. brbrBehind the dining room table we have our beverage bar. Available for your use is a tea kettle, a coffee maker, a single serve Keurig machine, a Nespresso Vertuo and a Blender. We are fully stocked with an assortment of teas, coffee, espresso, hot chocolate and more. But feel free to bring your preferred coffee or tea drink of choice. brbrInside the kitchen you will find everything you need to cover your breakfast, lunch and dinner - and everything in between. brbrOn this level you will find Bedroom 1. Bedroom 1 has two twin beds. We have furnished the room with a ceiling fan, alarm clock, throw pillows, and throw blankets for extra comfort. You will also find a playpen and a baby gate inside the bedroom closet. Bathroom 1 is connected to Bedroom 1 and the kitchen. This is a full bathroom with a tub/shower combo. brbrOn this same level, you can walk out into the front patio and enjoy the great view of the golf course and beyond. The patio have two conversation seating and a rocking egg chair. brbrUpstairs we have our Primary Bedroom. The Primary Bedroom has a king size bed, high ceiling and great views of the Galena Territory. We have furnished this room with a large floor mirror, a work from home desk with a desk chair, and a reading nook for your relaxation. There are plenty of books for your enjoyment and throw blankets for your comfort. Inside the bedroom closet you will also find a mini portable crib for the little one. This bedroom also has an on-suite full bathroom with a Jacuzzi tub and shower. brbrAs our guest, you will also have access to the pools (indoor and outdoor), fitness center, basketball court and game room at the Galena Territory Owner's Club, a short three miles from the townhouse (2000 Territory Drive Galena, IL). You'll access this with the Owner's Club proximity cards that will be in the kitchen drawer when you arrive. Electric Vehicle charging stations are available on-site in the Owner's Club.
Bed 2

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Bath 2

Bath

Sleep 6

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$710.5

/ Nightly
Private Vacation Home

5 BR en suite with firepit, hot tub,and game room.

Galena, Illinois, United States

As you walk into this spacious 5 bedroom home, each with it's own private bath, you will instantly feel a sensation of calm and comfort. Our fully stocked kitchen will serve all your cooking needs. brbrOur home is located minutes from the Owner's Club where you can enjoy indoor/outdoor pools, basketball/tennis courts, game room, fitness center and more. As our guest you will also have access to the Marina and the Shenandoah Riding Center.brbrAs you enter this spacious five-bedroom residence—each bedroom featuring its own private en-suite—you’ll be welcomed by an immediate sense of tranquility and comfort.brbrThe fully equipped kitchen is thoughtfully stocked to meet all your culinary needs. Conveniently located just minutes from the Owner’s Club, our home offers access to a wide range of amenities including indoor and outdoor pools, basketball and tennis courts, a game room, fitness center, and more. Guests also enjoy privileges at the Marina and the Shenandoah Riding Center, ensuring a truly memorable stay.brbrIMPORTANT INFORMATION PLEASE READbrPlease note that a 2.9% credit card processing fee will be applied to all refunds due to cancellations or modifications. brbrWe kindly ask that you review your travel dates carefully before confirming your reservation. If you require up to 24 hours to coordinate with your group prior to booking, feel free to reach out—we’re happy to assist.
Bed 5

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Bath 5

Bath

Sleep 12

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Exceptional(38)

$218.6

/ Nightly
Condo

The Walnut Hill Hideaway-Galena Territory 2BR Condo-Semi Private Pool

Galena, Illinois, United States

Welcome to Walnut Hill Hide-a-way!brbrEscape to nature and comfort at this cozy 2-bedroom, 2-bath condo in the beautiful Galena Territory. Perfect for families, friends, or couples, this home offers a relaxing retreat with modern comforts and charming touches.brbrStep inside to a well-stocked kitchen ready for home-cooked meals, a cozy living room with a wood-burning fireplace, and a deck with serene wooded views—perfect for morning coffee or evening sunsets.brbrOne of the highlights of your stay is the semi-private pool, just a 1–2 minute walk from the condo. Enjoy a refreshing swim, soak in the sun, and take advantage of the other Galena Territory amenities, including hiking trails, fitness center, tennis courts, and scenic walking paths.brbrWhen you’re ready to explore beyond the Territory, historic downtown Galena is just a short drive away. Discover charming shops, local restaurants, wineries, and galleries—all set against the backdrop of this picturesque town.brbrWhether you’re here to relax by the pool, explore nature trails, play a round of golf, or enjoy the historic sights of downtown, Walnut Hill Hide-a-way combines comfort, convenience, and access to one of Illinois’ most scenic destinations.brbrBook your stay and experience the perfect balance of privacy, recreation, and small-town charm in the heart of the Galena Territory!
Bed 2

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Bath 2

Bath

Sleep 6

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