
Holiday rentals with a kayak in Tolland County
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Tolland County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

GetAway Farm, UConn Clean Suite Wooded 600sf 2pp
The GetAway on Rock Farm, a quiet retreat designed for slow mornings, golden hours & deeply restful nights. A 600sf King Studio suite for 2 that guests love. A living room, kitchen (DIY breakfast), dining & bath w/sundries & amenities. Great connections, WIFI 500 Mbps & ROKU TV. Outdoor dining, parking. A clean Suite w/superlative hospitality. No pets. The Getaway on Rock Farm is for mature people who don’t want more — they want less, done well. Clean, quiet, private…loved tucked away, woods

Luxe Bolton Lake
Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a BEAUTIFUL WATERFRONT, 3 bedrooms/3 full bathrooms and a year-round outdoor JACUZZI Also included: gorgeous primary bedroom suite, artistic furnishings, cozy FIREPLACE, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, KAYAKS, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

Secluded cabin w/ Finnish Sauna & Forest Baths
A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Sunny Daze
This dreamy houseboat rests gently at a family-owned marina, where time seems to slow and nature leans in close. Surrounded by peaceful river views, tall grasses, and birdsong, it’s a floating haven for those seeking calm and creativity. Whether you’re sipping coffee on the deck at sunrise or watching the moon ripple across the water, this riverside retreat invites you to drift, dream, and just be. Enjoy a fire or jump on a paddle board or kayak f or an adventure down the river it has it all!

C. Chief Cook delightful tiny house
Enjoy peaceful surroundings of this rustic destination. Come relax at this former camp under renovation. Hang out by Lake Siog where you can paddle board, kayak, use the rowboat, find a meditation site, light a campfire or just rock on the hammock. Lake Siog has a number of hiking and biking trails and the Quinebog River Canoe Trail. We are close to the Brimfield Antique Flea Market, Palmer Antique Co-ops, Old Sturbridge Village and restaurants, wineries, and breweries like Treehouse Brewery.

Cozy cottage 5 minutes from UConn
Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the live edge bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

Wizard's Roost and Underhill Hollow
Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

Serene Lakefront Retreat
This idyllic 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake accommodates up to 6 guests (4 beds), offering an unforgettable experience for your family. Enjoy breathtaking views from the cozy living area or the private deck. Kayak (2 included), swim off the floating dock, stargaze, grill out and enjoy your coffee on the deck! Separate workspace and free Wi-Fi for those working from home. Perfect for Brimfield Antique attendees. Book now for a relaxing getaway!

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
The Lake House boasts an outdoor patio with a dog-run, complimentary kayaks for exploration, and a cozy fire pit under the starlight sky! ● 333 Mbps Wi-Fi | 43” Smart UHD TV | Washer & Dryer ● Nintendo (NES) w/ 30 Games | Board Games | Puzzles ● 4x Kayaks | Watercraft Trolleys | Horseshoe Pit ● Patio w/ Fire Pit & Gas Grill| Full Kitchen | Coffee (Keurig) Drive to: UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

Sunrise on the Water's Edge - Riverside Bungalow
Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.

Amazing lake home w/ amenities.
Escape to Lake Chaffee! This bright, airy lakefront home is peaceful and relaxing, with a private master, loft with twin bed, futon, and rollaway cot; perfect for couples or families. Paddle the lake, unwind by the fire pit, or cozy up indoors with Wi-Fi. Enjoy serene views year-round and unplug in comfort. Very quiet neighborhood on dead end street that lets you walk to one of the two beaches on the lake. You won’t be disappointed!
Popular amenities for kayak rentals in Tolland County
House rentals with a kayak

Beautiful Lake House on Lake Pocotopaug

Secluded 2 Acre Lake Front Home!

Estate with lake near beaches & Westerly

Beautiful lakefront home, 4bed 2.5ba

Webster Waterfront Cottage Nestled in the Pines

Peaceful Lake Escape w/ Porch, Fire Pit & Kayak

The Perch

Antique Home w Private Pond, Sturbridge /Brimfield
Cottage rentals with a kayak

Lake front cottage

Mystic, CT Pet-Friendly Cottage with Hiking Trails

Direct Waterfront Cottage on Moodus Reservoir.

Go Jump in the Lake!

Beautiful lakefront retreat just 15 mins to casino

Lakefront Cottage Complete with Kayaks!

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks
Cabin rentals with a kayak

Simple, rustic, cozy get away

The Colchester Cottage

Secluded Lake House

The Camp

Spacious family lakeside homestead

Rustic Log Cabin on the Lake

Mystic Area Waterfront Cabin # 2

Vinola-Lakeside Cabin on Beach Pond with Sauna
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Baltimore Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Rentals with outdoor seating Tolland County
- Rentals with pools Tolland County
- Rentals with a washing machine and dryer Tolland County
- Rentals with breakfast Tolland County
- House rentals Tolland County
- Family-friendly rentals Tolland County
- Cottage rentals Tolland County
- Flat rentals Tolland County
- Rentals with a hot tub Tolland County
- Pet-friendly rentals Tolland County
- Rentals with a patio Tolland County
- Rentals with lake access Tolland County
- Smoking-friendly rentals Tolland County
- Rentals with an EV charger Tolland County
- Waterfront rentals Tolland County
- Rentals with a fireplace Tolland County
- Rentals with beach access Tolland County
- Rentals with a firepit Tolland County
- Fitness-friendly rentals Tolland County
- Private suite rentals Tolland County
- Rentals with a kayak Connecticut
- Rentals with a kayak United States
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Six Flags New England
- Ocean Beach Park
- Mystic Seaport Museum
- Mystic Aquarium
- Roger Williams Park Zoo
- Hammonasset Beach State Park
- University of Connecticut
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Dcu Center
- Yale University Art Gallery
- Soundview Beach
- Ski Sundown
- Ocean Beach
- Orient Beach State Park
- Blue Shutters Beach
- Wesleyan University
- Clark University
- University of Massachusetts Amherst
- Mount Southington Ski Area





