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. )

May 7 – 14

€ 196 per night

Guest favorite

Home in Elizabeth

5.0 out of 5 average rating, 11 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.

Oct 18 – 25

€ 269 per night

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.

Dec 29 – Jan 5

€ 695 per night

Guest favorite

Home in Galena

4.97 out of 5 average rating, 62 reviews

Inviting Home on Golf Course | Hot Tub & Fire Pit

Golf Packages: New for 2024 - inquire for(e) more details! Welcome to Vista View - relax and unwind in this inviting vacation home with panoramic views of the stunning landscape of The Galena Territory and located directly on the 11th fairway of the South Golf Course. The prime resort location offers quick access to the Galena Territory Owners Club, 10 minutes to historic Downtown Galena, wedding & event venues such as Ashton Hill, Eagle Ridge, & Oak Hill Farm. This home sleeps up to 8 guests

Mar 10 – 17

€ 342 per night

Guest favorite

Cabin in East Dubuque

4.96 out of 5 average rating, 151 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.

Jul 5 – 12

€ 291 per night

Guest favorite

Home in Galena

5.0 out of 5 average rating, 5 reviews

Cemetery Ridge Getaway

Come experience the perfect combination of delightful charm and modern luxury in this welcoming home. The spacious living room includes a cozy wood fireplace. There is ample sized dining area ideal for entertaining, and a bright and airy kitchen complete with modern finishes. The generous master bedroom, featuring a private ensuite with shower and whirlpool tub. The finished walk-out lower level includes expansive family room, two spacious bedrooms both with their own bathrooms.

Dec 21 – 28

€ 496 per night

Guest favorite

Treehouse in Galena

4.98 out of 5 average rating, 63 reviews

Octagon house in woods- Hot tub, fireplace, pool

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 new 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.

Mar 5 – 12

€ 337 per night

Guest favorite

Home in Galena

4.98 out of 5 average rating, 41 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.

Feb 17 – 24

€ 611 per night

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.

Jun 1 – 8

€ 287 per night

Guest favorite

Townhouse in Galena

4.95 out of 5 average rating, 74 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.

Feb 21 – 28

€ 210 per night

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!

Oct 10 – 17

€ 839 per night

Cabin in Elizabeth

5.0 out of 5 average rating, 4 reviews

Hidden Trail Log Cabin

Escape to this unique and tranquil getaway. Here you can relax and enjoy nature’s beauty with birds singing as you drink your coffee or sit by a peaceful pond. Don’t forget to star gaze as the night lights up from your private balcony. Sit by a cozy fire and unwind all your worries away. This cabin is in beautiful hilly scenic Elizabeth and 15 minutes from Galena.

Jun 1 – 8

€ 287 per night