Holiday rentals with a kayak in Lake Galena

4.93 out of 5 average rating, 202 reviews

Galena Getaway

Peaceful, pet-friendly ($50 fee per reservation) vacation home in the Galena Territory. 3 bedrooms, 3 bathrooms, two living rooms, 2 wood fireplaces, screened in porch, upper level porch, deck, firepit, access to owner's club (pool, exercise room and game room), marina and 24 miles of hiking trails. Sleeps up to ten people. (Please ensure your guest count is accurate when you make your reservation. The guest count can be updated if needed. Inaccurate reservations will be charged accordingly. )

Superhost

Townhouse in Galena

4.81 out of 5 average rating, 63 reviews

Getaway - Indoor Pool, Arcade, Hiking, Skiing

Come and relax in our 3 level townhome. There are 2 large living rooms for conversation and entertaining (give the children their own space to enjoy). Lower level living room has private arcade machines, foosball, and a big screen television. Multi-level decks to enjoy your morning coffee in peace. Walking distance to Stone Drift Spa and Eagle Ridge Resort. Short drive to everything: - Eagle Ridge Resort: 1 min - The Galena Territory Owners' Club: 5 mins - Downtown Galena: 15 mins - Chestnut

4.95 out of 5 average rating, 44 reviews

Cabin in Galena

Beautiful Summer Retreat with Hot Tub and Firepit

Experience the ultimate family vacation, friends gathering, or romantic escape in our beautiful cabin! With 4 elegant bedrooms, each boasting an ensuite, and 4 patios (3 accessible from bedrooms), plus a spacious 3-season room, privacy and comfort are paramount. The cabin has been tastefully renovated to ensure an unforgettable stay. Nestled in the picturesque, resort-like Galena Territory, enjoy many amenities (pools, tennis courts, gym, game room, etc.) while only a 12 min drive to downtown.

4.99 out of 5 average rating, 75 reviews

Inviting & Bright | Firepit Sauna Hot Tub & Games!

Golfer? Inquire for(e) for details on our Golf Packages. Welcome to The Overlook, your perfect home away from home during the upcoming summer season in the Galena Territory. This contemporary three-bedroom, two-and-a-half-bathroom home is the ideal retreat for a relaxing and fun-filled vacation. Enjoy the firepit under starry skies, sweat it out in the sauna, soak in the hot tub, or challenge your friends to Pac-Man or foosball. Perfect for families and couples alike. Dog-friendly with a fee.

5 out of 5 average rating, 27 reviews

Home in Elizabeth

Family Friendly Modern Farmhouse 42 Private Acres

PRIVATE FARM FOR YOU! 42 acres of woods, prairie and pastures surround a renovated 1880s farmhouse nestled in a private valley outside Elizabeth, IL. Breathtaking views, fishing pond, canoe, hiking trails, fire pits, screened in porch and acres of rolling prairie make for the perfect getaway. Pets welcome (add. fee applies). 20 min. from Galena & 2 hrs from Chicago. Family friendly, we provide everything for kids of all ages including pack-n-play, height chair, games, activities and more.

4.92 out of 5 average rating, 50 reviews

Townhouse in Galena

Charming 3B3B|Walk to Lake|Fireplace|Arcade|Games

Discover comfort and charm in our inviting 3-bedroom, 3-bathroom home nestled in the heart of the Galena Territory. Immerse yourself in the tranquility of nature while enjoying modern amenities. This spacious retreat features a fully-equipped kitchen and cozy living areas with a fireplace and arcade. Explore nearby hiking trails, golf courses, and historic downtown Galena. Whether you're seeking relaxation or adventure, our Galena getaway is the perfect home base for an unforgettable escape.

Place to stay in East Dubuque

4.95 out of 5 average rating, 177 reviews

Retro themed floating river cabin with a HOT TUB!

Our unique floating cabin features retro vibes and beautiful views of the Mississippi River backwaters. This cabin sits DIRECTLY in the water and has amazing views of the water You can even fish right off your deck! Enjoy the nature around you while sitting on your private floating deck, or snuggle up inside in front of the electric fireplace and Smart TV. This cabin features 2 bedrooms with queen beds, and a pull out couch in the living room. Our rental is located at Millennium Marina.

4.89 out of 5 average rating, 128 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

Golfer? Inquire for(e) for details on our Golf Packages. Welcome to The Nest, a beautifully updated and dog-friendly home in The Galena Territory. This spacious home features 3 BR & 3 full bathrooms all on different levels, each with a Smart TV. Enjoy the large kitchen and dining room, multiple patios, & two cozy living rooms with fireplaces. Soak in the hot tub after a long day of adventures in Galena. The Nest has a max occupancy of 8 guests. Access to Owner's Club amenities included.

4.98 out of 5 average rating, 163 reviews

Treehouse in Galena

Octagon treehouse Hottub-pool-fireplace-firepit

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

Superhost

Home in East Dubuque

4.89 out of 5 average rating, 386 reviews

A MUST SEE! 2BR Lakefront Home w/ Boats & More!

Welcome to our cozy lakefront home located in East Dubuque, Il which is only minutes away from Galena, IL and Dubuque, IA. This two bedroom home sleeps 6. We provide canoe's, and lifejackets. This home also has a large garage, a private deck overlooking the lake, and large yard. Other amenities include central air, comfy mattresses, all kitchen appliances, washer/dryer, Smart TVs with sound bar, and cable Internet. Don't miss out book now.

4.94 out of 5 average rating, 68 reviews

Fox Wood Path l HOT TUB l A&D Rise Getaways

Welcome to A&D Rise Getaways @ Fox Wood Path, your cozy escape in The Galena Territory. This charming 2-bedroom, 2-bathroom retreat is perfect for a romantic getaway, a family trip, or a relaxing weekend with friends. Unwind in the private hot tub, gather around the outdoor propane fire tables, or curl up by the wood-burning fireplace for a cozy evening in. Sip your morning coffee on the screened-in porch, surrounded by nature.