
Waterfront vacation rentals in Tolland County
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Tolland County
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Vintage Bolton Lake
October color dates still available!! Enjoy vintage charm and the calming lake waters. Vintage is nestled on the shores of picturesque Middle Bolton Lake. Relax, unplug, and savor the good life of times past. The cottage has been tastefully updated and outfitted with period furnishings to allow for vacationing in comfort and style. As our guest, you will enjoy full use of the cottage, WiFi, property, propane grill, smokeless firepit, kayaks and much more. Come enjoy vintage lakefront lifestyle.

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.

“Tranquillity on the Lake ” Woodstock Valley, CT.
Happy Valentines Day♥️ Reserve your weekend now. WINTER WEEKLY & MONTHLY DISCOUNTS.The beauty of the serene winter awaits you. Featuring your own private direct waterfront with 1400 sq ft.of indoor living space .Queen bed in Master Suite. Queen sofa in living area,Indoor propane fireplace,full stove, full refrigerator, microwave. Enjoy your own deck, propane fire place,Stroll around the lake.Great nearby fine,and casual dining, locally wineries,breweries .Enjoy the opportunity for serenity 2026

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.

1 Bedroom Suite in the Heart of Mystic
Discover the charm of downtown Mystic at our newly renovated 1 bedroom cellar suite! With a private entrance and dedicated parking spot, you'll have easy access to the best of Mystic, just a two minute walk away. Enjoy the convenience of being walking distance to some of Connecticut's top restaurants, bakeries, and bars. Take in the stunning views of the Mystic Seaport and historic bridge from your private waterfront seating area. Stay in the heart of all the action, and book your stay now!

Peaceful Snowy Lake Views from Private Hot Tub
Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for a week long getaway with 2 work spaces. 25 minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Water Forest Retreat -Octagon
Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

Welcome to The Holly at Amston Lake
Welcome to The Holly at Amston Lake! Great two-bedroom cottage situated in a peaceful lake community. Great place to enjoy time with family and friends. Take a stroll down to the main beach or enjoy the great views of the lake from the deck! Don't forget about the gas fire pit for those chilly evenings. We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants! Guests have access to the grill, fire pit, kayaks, and two main beaches.

In-law apartment in Farmington River Cottage
If you are craving a getaway with a special someone, this space is meticulously clean and an opportunity to practice social distancing while relaxing and enjoying the Farmington River. Only 15 minutes from Bradley airport, 5 minutes from the train and I91. Nature, dining, all within a comfortable drive. You get it all here! Private space with its own entrance, one bedroom and newly updated bathroom, a cozy living room with fireplace in a Garden Level Unit. Off street parking available.

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 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.

Modern Cozy Studio
Experience the perfect stay in this cozy studio, nestled in the heart of Broad Brook. You'll be conveniently close to local restaurants, the Opera House, and just a short drive from Bradley International Airport, Hartford, CT, and Springfield, MA. Plus, we're pet-friendly! Enjoy direct access to Mill Pond and easy ground-level entry. There are no additional cleaning costs. As an added bonus, a portion of your stay supports St. Jude Children’s Research Hospital!

Lakefront Retreat Tiny House
Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!
Popular amenities for Tolland County waterfront rentals
Waterfront apartment rentals

Mystical Ocean View in Historic Stonington Borough

Mystic River Getaway - Walk To Downtown & Seaport!

Stevedore Landing-#3 · walk Mystic-Train/EV Lvl-2

The Millhouse Downtown Chester

3 BR with Private Balcony & Deck

Enjoy every season the Berkshires have to offer.

Lakeside apartment 2.5 miles from Wesleyan campus!

Majestic Farmhouse Private & Peaceful Guest Apt.
Waterfront house rentals

Hot tub with river & casino view

Secluded 2 Acre Lake Front Home!

Beautiful lakefront home, 4bed 2.5ba

Lake front retreat - Stylish Berkshire home

Scenic River View

Antique Home w Private Pond, Sturbridge /Brimfield

True Ocean Front Vacationing - Groton/Mystic

Sunrise on the Water's Edge - Riverside Bungalow
Other waterfront vacation rentals

Spacious Classic Lakefront Home with jet tub

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Cozy cabin 7-Acres & Pond!

Relax By The Water

Cheerful cottage by Little Alum Lake & Sturbridge

Hamilton Cottage | Cozy Lakefront A-Frame

Foxwoods 5 Min Away with Pond & Privacy

Cozy Waterfront Log Cabin
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Fitness-friendly rentals Tolland County
- Rentals with beach access Tolland County
- Rentals with a patio Tolland County
- Rentals with a washer and dryer Tolland County
- Private suite rentals Tolland County
- Apartment rentals Tolland County
- Rentals with breakfast Tolland County
- House rentals Tolland County
- Smoking-friendly rentals Tolland County
- Rentals with outdoor seating Tolland County
- Rentals with a fireplace Tolland County
- Rentals with pools Tolland County
- Rentals with a hot tub Tolland County
- Rentals with a kayak Tolland County
- Rentals with lake access Tolland County
- Family-friendly rentals Tolland County
- Rentals with an EV charger Tolland County
- Rentals with a fire pit Tolland County
- Pet-friendly rentals Tolland County
- Cottage rentals Tolland County
- Waterfront rentals Connecticut
- Waterfront rentals United States
- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Ocean Beach Park
- Roger Williams Park Zoo
- Mohawk Mountain Ski Area
- Mohegan Sun
- Mount Southington Ski Area
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- Sleeping Giant State Park
- Yale University Art Gallery
- Burlingame State Park
- Ski Sundown
- Orient Beach State Park
- University of Massachusetts Amherst
- Bluff Point State Park
- Wesleyan University
- Smith College
- Devil's Hopyard State Park
- Stonington Vineyards
- Napatree Point Conservation Area
- Gouveia Vineyards
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes




