Vacation rentals in Tolland County

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Top-rated vacation rentals in Tolland County

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Guest favorite

Aerial view of the lake house and surrounding area, showcasing green lawns and mature trees. The property is situated along a serene lakeside, with seating areas near the water's edge. A winding path leads up to the house, enhancing accessibility to the scenic surroundings.

Home in Columbia

4.93 out of 5 average rating, 30 reviews

Lakeside Retreat

Stunning 4-bedroom, 2-bathroom lake house that boasts luxurious amenities and breathtaking views. This spacious and elegantly designed home is perfect for families or groups of friends looking to escape the hustle and bustle of everyday life and unwind in a tranquil lakeside setting. Situated directly on the lake, allows access to all the water activities you could want. Whether you're looking to swim, fish, or simply soak up the sun, you can do it all from the comfort of your own backyard.

Guest favorite

An open-plan kitchen and living area is featured, with a large island bar and two stools. A cozy seating arrangement includes a dark gray sofa. Natural light enters through large windows, illuminating wooden floorboards and a neutral color palette.

Loft in Tolland

4.96 out of 5 average rating, 228 reviews

Cozy studio loft

Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

Guest favorite

A comfortable living area features a cozy seating arrangement with a blue sofa and an inviting armchair, set against a rustic stone fireplace. A warm light emanates from above, illuminating the wood-paneled ceiling and vibrant area rug. Large windows allow natural light to fill the space.

Cottage in Hebron

4.89 out of 5 average rating, 135 reviews

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.

Guest favorite

Home in Coventry

4.91 out of 5 average rating, 23 reviews

Charming Cottage by the Lake

Come stay at our CHARMING COTTAGE💗 in Coventry Lake 🚣🏝️ PRIVATE BEACH for members and guests only! ⛱️ Relax on this quiet dead-end road in a quaint community.🌳 Our property has a huge yard with a DOG RUN 🐶, Large FIRE PIT 🔥, GAS GRILL 🥩, SWING SET and TREEHOUSE for kids, and off-street parking! - 2 COMPLIMENTARY kayaks available to use while you are our guests. ⛵ -Queen bed 🛏️ -Full bed 🛏️ -2 Twin Beds 🛏️ Walk to Popular Coventry Farmers Market! 🍏 10 Mins to UCONN

Top guest favorite

A serene view of a private lake is captured during twilight, with gentle colors reflected on the water's surface. A stone bench is visible in the foreground, accompanied by a potted plant, and lush green grass leads to the lake's edge.

Home in Andover

4.98 out of 5 average rating, 56 reviews

Spacious Classic Lakefront Home with jet tub

Classic waterfront 🚣🏼‍♀️ home (updated in 2006) with great views on private lake. Close to UConn🐺⛹🏼‍♀️, Willimantic🐸👩‍❤️‍💋‍👩, Hebron and Manchester. Great fishing, ice skating, star gazing, kayaking, hiking 🚴🏼‍♀️and simply enjoying the view in this beautiful home with hardwood floors, open floor plan, granite countertops, large master br, jet tub🛀🏼, second br with queen🛌🏼 and bunk. WiFi , work station, TV and games and puzzles for your entertainment pleasure.

Guest favorite

An open-plan kitchen is visible, featuring modern appliances including a refrigerator and stove. A sailboat sculpture hangs from the ceiling, adding a nautical touch. The cozy seating area includes an armchair, with a larger space illuminated by natural light from the windows.

Cottage in Lebanon

4.87 out of 5 average rating, 148 reviews

Go Jump in the Lake!

Our recently renovated lake house is situated on 1.5 acres just 250 steps to the Cove Road boat launch on beautiful Amston Lake. The lake is a pristine 188-acre retreat located in Lebanon and Hebron, CT. Swimming, kayaking, canoeing, paddle boarding, fishing, and sunbathing are all activities you can enjoy. There are no motor boats allowed so you can enjoy all of those activities in a peaceful environment. Two beaches are located 1/2 or 1 mile away with ample parking at both

Guest favorite

Home in Holland

4.88 out of 5 average rating, 26 reviews

Sandy Beach House

Lake Life! Come home to a wonderfully appointed, newly renovated 5 bedroom lakefront house on the South Basin of Hamilton Reservoir. Enjoy swimming, boating, lawn games, and sunbathing outdoors. Rainy day? No problem! Stay busy playing board games, singing karaoke, relaxing in the hot tub, sweating it out in the sauna or just watching a movie. Two living rooms allow separate spaces for kids and parents to gather. Private chef available upon request. Book your stay today!

Guest favorite

A serene lakeside view is captured at sunset, reflecting vibrant colors across the calm water. The shoreline features rocks and grassy areas, with trees framing the scene. A wooden chair is positioned nearby, inviting relaxation while enjoying the natural beauty.

Guesthouse in East Hampton

4.93 out of 5 average rating, 42 reviews

Family-Friendly Lakeside Cottage

Newly renovated lakeside cottage with stunning views. 2 bedrooms with king beds and a pull-out couch, 1.5 bathrooms - 30 second walk to the lake - Fully furnished and equipped - Private rock patio with picnic table and grill - Washer and dryer in unit - Desk for working from home - 2 Kayaks and 2 paddle boards are available for use - Short walk or drive to restaurants, and shops Perfect for romantic getaways, family vacations, or visiting family locally.

Guest favorite

A sunlit sunroom features wooden ceiling beams and a wide window providing natural light. An American flag is mounted on the wall, complemented by a wooden bench and a decorative chest. Two blue chairs are positioned at a sleek table, enhancing the inviting space.

Cabin in Coventry

4.88 out of 5 average rating, 130 reviews

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Superhost

A wooden dock extends over calm waters, joined by two adirondack chairs facing the serene lake. Soft lighting from lanterns on the dock creates a peaceful ambiance, surrounded by trees reflecting autumn colors in the still water.

Home in Lebanon

4.84 out of 5 average rating, 25 reviews

Breathtaking Lake Williams Lakefront

Relax lakefront with the whole family at this peaceful, private seasonal retreat. Expansive double lot lakefront with 125’ of direct waterfront and steps into lake. Fishing, kayaking and paddle boarding. Daydream in the large custom outdoor shower overlooking the lake with private changing area. Then, barbecue and have a wiffle ball game while overlooking the lakefront at sunset. There's even a boat house with couch and TV looking out to the water!

Top guest favorite

Cottage in East Hampton

5 out of 5 average rating, 43 reviews

Family Friendly Lake House Lake Pocotopaug Sunsets

Enjoy this newly renovated and beautifully decorated lakefront retreat! With stunning sunsets and breathtaking views, this charming 3-bedroom, 2-bathroom cottage offers a peaceful escape. Cozy indoor and outdoor spaces—including a unique undersea mermaid mural—invite relaxation. With all the comforts of a larger home, plus direct water access for kayaking and paddleboarding, it’s the perfect place to unwind and make lifelong memories.

Guest favorite

A serene view of a tranquil lake framed by lily pads and greenery, with a charming cabin visible in the distance. The still waters reflect the surrounding trees and the structure, creating a peaceful atmosphere in a natural setting.

Cabin in Windham

4.83 out of 5 average rating, 151 reviews

Secluded Cabin on Golden Pond

• Cozy Cabin on Golden Pond! • Fire Pit, (free wood)! • Fishing! • Kayak, Paddle Boat Canoe, Row boat! • Hiking! • Swimming! • Sand Beach! • Picnic Table, Chairs! • Grill! • WiFi! • Cooking Utensils, Service 4 six! • Air Conditioning! . Soap Stone Fire Place! . Comfy Couch, Smart T.V.! . Beds: 2 Full, 2 Twin, 1 Queen on Porch! • 14x14 Tent platform at waters edge! (Camping gear not provided) • Secluded! • Wildlife!