Holiday rentals with a kayak in Jo Daviess County

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Jo Daviess County

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

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Guest favourite

Townhouse in Galena

4.89 out of 5 average rating, 19 reviews

Townhome - 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

Guest favourite

Home in Galena

4.93 out of 5 average rating, 196 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 favourite

Cabin in Galena

4.95 out of 5 average rating, 39 reviews

Beautiful Winter 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.

Top guest favourite

Home in Galena

4.99 out of 5 average rating, 68 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.

Top guest favourite

Home in Elizabeth

5 out of 5 average rating, 25 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.

Top guest favourite

Townhouse in Galena

4.96 out of 5 average rating, 45 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 favourite

Home in Galena

4.89 out of 5 average rating, 124 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.

Guest favourite

Place to stay in East Dubuque

4.96 out of 5 average rating, 171 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 Mississippi backwaters. 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 trundle bed in the living room with 2 twin beds. Our rental is located at Millennium Marina.

Guest favourite

Home in Apple River

4.93 out of 5 average rating, 27 reviews

The Lake Place at Apple Canyon Lake

Amazing location! Spend a long weekend away with family and friends at Apple Canyon Lake! Our A-frame has 5 bedrooms, 3 full baths, a 3-season room plus a hangout/gaming area with a pool table, dart board, and Golden Tee video game suite. We are close to the pool, marina, golf course/Pro Shop and The Cove restaurant. We're ready for whatever you're planning including golfing, hiking, biking, swimming, boating, basketball, tennis, pickleball or just relaxing or watching the game.

Top guest favourite

Cabin in Galena

5 out of 5 average rating, 151 reviews

Hot tub,Fireplace,Firepit,Pool/Marina Access,Games

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 - sleds - gym access

Top guest favourite

Home in Scales Mound

5 out of 5 average rating, 35 reviews

Mirror Lake, Rare, private lake!

Enjoy your own PRIVATE BEACH and 3 acre lake. On the beach you have access to 2 kayaks, 2 paddle boards, and one peddle boat 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!