Vacation rentals with a kayak in Jo Daviess County

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Top-rated kayak rentals in Jo Daviess County

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A tranquil vacation home is set in a lush green landscape. The house features a screened-in porch and multiple balconies, surrounded by a wooden fence. Mature trees provide shade, and the inviting lawn enhances the serene outdoor environment.

Home in Galena

4.93 out of 5 average rating, 220 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. )

Outdoor spacesLocationFamily

A scenic view of the equestrian resort features horses grazing peacefully in a grassy area, framed by wooden fencing. The two-story building, painted in soft yellow, showcases multiple windows and a sloped roof under a clear blue sky, with trees in the background.

Ranch in Galena

4.9 out of 5 average rating, 87 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, miniature horse, goat, pig, dogs, ducks, chickens, & guinea pigs up close and personal. Petting Zoo Tour included ($95 value). Pony rides and canoe/kayak tours available. Riverview sunsets, campfires. Nature hiking nearby. Full Kitchen. AC, TV, air hockey, billiards/ping pong, 2 King beds. So many things to do-all year long. Live music on request, when available. Fine Dining & Family activities nearby.

LocationOutdoor spacesHiking

Superhost

A stone fire pit is depicted in the foreground, with flames brightly rising as the sun sets in the background. The calm water reflects the evening light, and several leafless trees are visible, adding a serene ambiance to the scene.

Home in Thompson Township

4.89 out of 5 average rating, 9 reviews

Lakefront cabin in the woods.

This stylish place has Wifi /Wood Fireplaces, Fully Stocked Kitchen, Coffee Maker, Washer/Dryer, Rear deck w/charcoal grill. 204 feet of lakefront property. Safe swimming off the pier & hunting for crawfish along the shoreline. Acres of woods to explore on property as well as 13 mile trail system around the Lake. Outdoor fire pit & With your stay is access to the swimming pool/tennis court, work out room, golf course (fees not included), Marina/Nixon beach. Don't forget to visit the waterfall!

LocationHospitalityBathroom

Top guest favorite

Cabin in Galena

4.97 out of 5 average rating, 58 reviews

Hot Tub and Firepit at Beautiful Summer Retreat

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.

Outdoor spacesLocationDecor

Top guest favorite

A modern living room features a comfortable seating arrangement with a light gray sofa and armchair. A large window allows natural light to fill the space, while a flat-screen TV is mounted above a cozy fireplace. Built-in shelves are neatly arranged with books and decorative items.

Home in Galena

4.98 out of 5 average rating, 106 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.

Outdoor spacesValueFamily

Top guest favorite

A panoramic view captures the serene landscape featuring a lush green meadow, a tranquil pond, and a renovated farmhouse. Several red barns are visible, complemented by rolling hills and bare trees, indicative of the rural setting.

Home in Elizabeth

5 out of 5 average rating, 47 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 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.

LocationOutdoor spacesDecor

Guest favorite

Townhouse in Galena

4.89 out of 5 average rating, 64 reviews

Charming 3B3B | Access to indoor and outdoor pools

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.

Outdoor spacesValueNearby

Top guest favorite

A hot tub is positioned on a private deck, surrounded by scenic views of the Mississippi River backwaters. The calm water reflects greenery from the banks, while a seating area with dark outdoor furniture is visible nearby.

Place to stay in East Dubuque

4.96 out of 5 average rating, 221 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.

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Top guest favorite

A spacious bedroom features a high, wooden ceiling with exposed beams. A large bed with decorative pillows sits against a dark accent wall. Natural light filters through sheer curtains, and a rustic nightstand and dresser complement the decor. A wall art piece depicting a deer adds character.

Cabin in Galena

5 out of 5 average rating, 204 reviews

Hot tub,Fireplace,Pool/Marina Access,Games, Space!

3br/3bth home - hot tub - Relax by indoor fireplace - 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 🍿 - Axe throwing game - snow cone maker 🍧 - cotton candy maker - air hockey/ping pong table - hammock - Ms. Pac Man Arcade game - Large Connect 4 game - Kerplunkit game - gym access

LocationOutdoor spacesDecor

Guest favorite

An aerial view of a sandy beach area by a lake features several colorful kayaks and paddle boards arranged near a covered gazebo. A fire ring with surrounding chairs is visible, along with a wooden dock extending into the water.

Home in Scales Mound

5 out of 5 average rating, 7 reviews

Mirror Lake - Rare private lake!

Create amazing memories at Mirror Lake Vacation Retreat, a breathtaking 13-acre private estate, featuring your very own 3-acre private lake, complete with lakeside amenities like a sand beach, dock, kayaks, peddle boat, fire ring, and gazebo. Oh, plus there's the 4,500 ft2 custom home with multiple porches, an 8-person outdoor hot tub, huge yard, walking trails, and a stand-alone game cottage complete with a pool table, shuffleboard, ping-pong, air hockey, and more!

LocationIndoor spacesCleanliness

Top guest favorite

The living area features a cozy sofa and a reclining chair, complemented by a wooden coffee table. A kitchen with light wooden cabinets and a stainless steel refrigerator is visible in the background. Natural light enters through a window, enhancing the inviting atmosphere.

Home in East Dubuque

5 out of 5 average rating, 55 reviews

C&R Lake Lacoma

Keep it simple at this peaceful and centrally-located home on Lake Lacoma in East Dubuque. Sleeps up to 4 . Has 2 bedrooms, 1 with king size bed and the other has a queen size bed. Each bedroom has a TV. 1 bathroom with tub, shower, washer and dryer. Enjoy the outdoor scenery on the 800 sq. ft. wraparound deck. Spend time fishing, playing horseshoes or relaxing by the fire pit. Galena, IL approx. 10 miles and Dubuque is approx. 1 mile. No indoor smoking. No pets.

LocationOutdoor spacesQuiet

Guest favorite

A modern soaking tub is centered against a natural wood accent wall. A wooden bath tray rests across the tub, holding a glass of red wine and a book. Soft blue water adds a serene touch to the inviting space.

Townhouse in Galena

4.91 out of 5 average rating, 146 reviews

2 Bedroom Townhouse w/Soaking Tub + Rain Shower

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.

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