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

Townhouse in Galena

4.93 out of 5 average rating, 14 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

Superhost

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, 195 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

Cabin in Galena

4.94 out of 5 average rating, 35 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.

Guest favorite

A serene view of a pond surrounded by lush green grass and trees in autumn hues. The renovated farmhouse is visible at a distance, reflecting softly on the calm water, under a clear blue sky.

Home in Elizabeth

5 out of 5 average rating, 24 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.

Guest favorite

Home in Galena

4.89 out of 5 average rating, 121 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

New for 2024 - Golf Packages -- inquire for(e) more details! 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 favorite

A spacious living area features a large gray sectional sofa and a coffee table on a light rug. Natural light fills the room through multiple windows. A fireplace with a wooden mantel stands as a focal point, complemented by a piece of artwork above it.

Townhouse in Galena

4.95 out of 5 average rating, 40 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

A person is seated in a blue kayak, gently gliding across calm waters with reflections of nearby boats visible. Paddles are being used to propel the kayak forward, creating ripples on the water's surface. The setting conveys a serene outdoor experience.

Place to stay in East Dubuque

4.96 out of 5 average rating, 159 reviews

Retro floating cabin on river backwaters. HOT TUB!

Our newly renovated floating cabin features retro vibes and beautiful views of the Mississippi River backwaters. This cabin sits DIRECTLY in the water and is available for rent year round. 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 favorite

The spacious living area features high wooden ceilings and large windows, allowing natural light to fill the room. A stone fireplace is set against a wall, complemented by cozy seating arrangements and decorative elements. A dining area is visible in the background, enhancing the inviting environment.

Cabin in Galena

5 out of 5 average rating, 142 reviews

Hot tub, Fireplace, Firepit, Pool, 20min to ski

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

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, 59 reviews

Inviting & Bright | Firepit Sauna Hot Tub & Games!

NEW AMENITY: Hot tub available after November 1! 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

The calm waters reflect a blue sky dotted with fluffy white clouds. Lush trees line the shoreline, providing a natural backdrop. The image is captured from the front of a kayak, highlighting the serene atmosphere of the lake.

Home in Galena

5 out of 5 average rating, 14 reviews

A&D Rise Getaways @ 4 Bdrm Dog-Friendly Retreat

Dog-friendly, 4 bed, 3.5 bath resort home in The Galena Territory. Heavily wooded cul-de-sac. Close to the Owners' Club. Only 8 miles to Galena. Open floor plan, 3,117 sq. ft. 4 bedrooms (2 ensuite bedrooms), 4-season room, loft. 3 full bathrooms, 1 powder room. Mud/laundry room (washer/dryer), free Wi-Fi. Lots of outdoor space; 2 decks, screen porch, second bedroom balcony, patio off lower level bedrooms and a firepit.

Superhost

Home in East Dubuque

New place to stay

C&R Lake Lacoma

Keep it simple at this peaceful and centrally-located home on Lake Lacoma in East Dubuque. Sleeps up to 4 people. Has 2 bedrooms with Tv’s and 1 bathroom with 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 approximately 10 miles and Dubuque is approximately 1 mile.

Guest favorite

A calm lake reflects the greenery surrounding it, with a person kayaking in the foreground. In the background, a spacious house and a gazebo can be seen along the shore, blending with the natural landscape.

Home in Scales Mound

5 out of 5 average rating, 34 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!