Vacation rentals with a kayak in Jo Daviess County

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Top-rated kayak rentals in Jo Daviess County

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Guest favorite

Home in Galena

4.92 out of 5 average rating, 185 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. )

Guest favorite

Home in Elizabeth

5.0 out of 5 average rating, 12 reviews

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 minutes 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.

Guest favorite

Cabin in Galena

5.0 out of 5 average rating, 13 reviews

Beautiful Cabin with World Class Amenities

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.

Home in Galena

5.0 out of 5 average rating, 5 reviews

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.

Guest favorite

Cabin in East Dubuque

4.96 out of 5 average rating, 154 reviews

Custom Floating Suite-HOT TUB!

Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.

Guest favorite

Cabin in Galena

5.0 out of 5 average rating, 101 reviews

Hot tub, Fire Place, Pool, Fire Pit, King beds

3br/3bth home - Enjoy a private hot tub - Relax by indoor fireplace - Surrounded by 2 acres for privacy, especially in the back of the home with woods. - Outdoor firepit with wood provided - Year round community indoor pool and seasonal outdoor pool 🏊‍♂️🏊‍♀️👙🤿 - Great for kids or kids at heart- home has popcorn machine 🍿 - snow cone maker 🍧 - cotton candy maker - air hockey/ping pong table - hammock - Ms. Pac Man Arcade game - Large Connect 4 game - sleds - gym access

Guest favorite

Home in Galena

4.98 out of 5 average rating, 43 reviews

Modern 3BR Getaway | Firepit Sauna & Dog-Friendly

Golf Packages: New for 2024 - inquire for(e) more details! 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, or challenge your friends to Pac-Man or foosball. Perfect for families and couples alike. Oh, and dog-friendly.

Guest favorite

Home in Galena

4.85 out of 5 average rating, 13 reviews

Fox Wood Path Getaway

Come & unwind in The Beautiful Galena Territory! Our 3 bedroom getaway is the perfect place to relax - featuring a hot tub, outdoor fire pit, fireplace, and screened in porch. A short drive to downtown Galena for fine dining & shopping. As a guest, you'll have access to the Owner's Club where you can take a dip in the indoor or outdoor pool, challenge friends to a game pool or shoot some hoops in the basketball court. Pamper yourself with an unforgettable getaway.

Guest favorite

Ranch in Galena

4.91 out of 5 average rating, 76 reviews

Riverview Ranch & Resort - 3 BR, 2 BA Apt.

Comfortable 1300 sq. ft. 3BR - 2BA apartment in 24,440 sq. ft. equestrian resort. Meet horses, goats, pigs, dogs, ducks, chickens, & guinea pigs up close and personal. Pony rides and canoe/kayak tours available. Riverview sunsets, star gazing, campfires. Nature hiking nearby. Full Kitchen. AC, TV, air hockey, billiards/ping pong, 2 King beds. So many things to do-all year long. $500 sec dep required. No Smoking. Many Family activities available.

Guest favorite

Townhouse in Galena

4.95 out of 5 average rating, 76 reviews

Peaceful 2Bedroom Townhome Sanctuary w/Soaking Tub

Welcome to Dear Galena, a modern Zen retreat on a corner-unit townhouse golf villa with a wooded view. It's the perfect getaway for couples, friends, family or just you! Situated within The Galena Territory and near Eagle Ridge South Golf Course, this townhouse has two bedrooms - each with a king size bed and two bathroom. A pull out sofa bed for additional guest and high-speed Wi-Fi for streaming and all of your work from home needs.

Superhost

Townhouse in Galena

5.0 out of 5 average rating, 3 reviews

Modern Lux Golf Villa | Lake Views | All King Beds

Golf Packages: New for 2024 - inquire for(e) more details! Introducing the Rock Cove, a beautifully renovated 3BR/3 BATH townhome located in the picturesque Galena Territory, hosted by The Collection Vacation Homes. Enjoy spectacular seasonal views of Lake Galena from your private patio. With modern furnishings and all the amenities you need, this vacation home is the perfect retreat for families, friends, and golf enthusiasts.

Guest favorite

Home in Scales Mound

5.0 out of 5 average rating, 15 reviews

Mirror Lake, Rare, private lake!

Stunning, private location on 40 plus acres of land. Enjoy your own private beach and 3 acre lake. On the beach you have access to 2 kayaks and 2 paddle boards, which are included in your rental! Beautiful wooded surroundings with manicured walking paths. On the grounds you will find a separate cottage with many fun activities including, a pool table, shuffle board, dart board, and the list goes on!