A rural road with a white fence, a red barn, and a person walking.

Cottages in Tolland County

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Tolland County cottages

Property grounds

Peaceful WATERFRONT Cottage Near Mystic and Casinos

Peaceful WATERFRONT Cottage Near Mystic and Casinos
Griswold
9.0 out of 10, Wonderful, (62 reviews)
"We had a wonderful stay. Very peaceful, quiet, beautiful views. We also really enjoyed Hopeville Pond State Park which was only a 5 min drive. "
United States
Jennifer O.
Peaceful WATERFRONT Cottage Near Mystic and Casinos
Exterior

Brimfield Waterfront cottage

Brimfield Waterfront cottage
Brimfield
10.0 out of 10, Exceptional, (19 reviews)
"Nice cottage on the lake. You can tell the owner takes great care of the property. Highly recommended and we would stay again."
United States
Sean
Brimfield Waterfront cottage
Outdoor dining

The little cottage on the ct river

The little cottage on the ct river
Haddam
10.0 out of 10, Exceptional, (11 reviews)
"Great place fantastic views, watch the planes land and take off also the boats go up and down the river"
United States
David D.
The little cottage on the ct river
Terrace/patio

Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
Montville
10.0 out of 10, Exceptional, (37 reviews)
"I had a pleasant stay, the house is very clean, well-equipped, and the peace and quiet were perfect. I commend the owner."
United States
Faniola O.
Private Guest House w/ Deck + Spectacular Views!
Terrace/patio

Enchanted Waterfront Cottage

Enchanted Waterfront Cottage
Old Lyme
9.0 out of 10, Wonderful, (20 reviews)
"The location was perfect. Very comfortable."
United States
Ruth D.
Enchanted Waterfront Cottage
Terrace/patio

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (45 reviews)
"Very nice area."
United States
maureen p.
The price is AED 551
AED 1,301 total
includes taxes & fees
15 Jul - 16 Jul
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds

Breathtaking Private, Lakefront Retreat.

Breathtaking Private, Lakefront Retreat.
Lebanon
9.4 out of 10, Exceptional, (3 reviews)
"Laurie and Wayne were wonderful hosts. My husband and I had an amazing time celebrating our 28th anniversary. The lake was beautiful, the view was exceptional, and we truly loved being able to use the paddle boards.The house was exactly like the photos—comfortable, cozy, and well cared for. Everything we needed was available, and the space felt like the perfect retreat. If you’re looking to relax, unwind, and enjoy some real tranquility, I highly recommend this place. The peaceful setting is...
United States
Melissa C.
Breathtaking Private, Lakefront Retreat.
Exterior

Charming Cottage by the Lake❤️

Charming Cottage by the Lake❤️
Coventry Lake
9.4 out of 10, Exceptional, (29 reviews)
"Great place! Would definitely stay again! "
United States
Sam F.
Charming Cottage by the Lake❤️
3 bedrooms, WiFi, bed sheets

Cozy 3 bd Cottage w/ access to private lake

Cozy 3 bd Cottage w/ access to private lake
Hebron
8.8 out of 10, Excellent, (10 reviews)
"Excellent house… very clean…highly recommend to stay here "
United States
Joe M.
Cozy 3 bd Cottage w/ access to private lake
Exterior

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Lake Pocotopaug
10.0 out of 10, Exceptional, (18 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
The price is AED 569
AED 1,198 total
includes taxes & fees
3 Aug - 4 Aug
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Exterior

The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (9 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is AED 496
AED 728 total
includes taxes & fees
19 Jul - 20 Jul
The Tiny Cottage & Mini Farm
Exterior

Updated cottage "Beriozka" on Cedar Lake

Updated cottage "Beriozka" on Cedar Lake
Chester
10.0 out of 10, Exceptional, (28 reviews)
"This was our second time staying at the cottage and we're looking forward to returning. Everything was wonderful!"
United States
Carol Lee D.
Updated cottage "Beriozka" on Cedar Lake
Exterior

Lakefront Connecticut Retreat Near UConn

Lakefront Connecticut Retreat Near UConn
Coventry
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful location. Very peaceful."
United States
Phillip R.
Lakefront Connecticut Retreat Near UConn
Interior

Privet Farm cottage with AC and Deck in charming Salem Connecticut

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
The price is AED 645
AED 1,190 total
includes taxes & fees
19 Jul - 20 Jul
Privet Farm cottage with AC and Deck in charming Salem Connecticut
House (3 Bedrooms) | Interior

Bring Your Pet & Visit Springfield: Westfield Home

Bring Your Pet & Visit Springfield: Westfield Home
3.0 star property
Westfield
8.0 out of 10, Very Good, (1 review)
"The property was as advertised. My family and I were in town for a lacrosse tournament and it was just what we were looking for."
United States
Jeff
Bring Your Pet & Visit Springfield: Westfield Home
Cottage (1 Bedroom) | Interior

Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
3.0 star property
Montville
10.0 out of 10, Exceptional, (3 reviews)
"The pool was amazing, the host was great, very accessible and the property was prisine. The views alone made us immediately want to come back. Very clean and well stocked. "
United States
agata
Private Guest House w/ Deck + Spectacular Views!
Exterior detail

Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
10.0 out of 10, Exceptional, (1 review)
"We were up in Pomfret for a wedding in the area. Perfect location for us; walkable to a local cafe (Vanilla Bean) for breakfast. The place sits on a large piece of property complete with pond; beautiful setting, very peaceful. Plenty of space for parking; water pressure was great for showers and appreciate the travel size lotions, shampoo, etc ! Overall a great experience. Would highly recommend, especially for parents of students who attend The Pomfret School (boarding). Perfect location...
United States
Stephanie K.
The price is AED 900
AED 1,160 total
includes taxes & fees
15 Jul - 16 Jul
Cozy 1-bedroom cottage in serene Pomfret.
Exterior

Relax with a beautiful lake view

Relax with a beautiful lake view
Colchester
10.0 out of 10, Exceptional, (22 reviews)
"Great location for a getaway or event nearby. Scenic spot and convenient to local spots "
United States
Scott B.
Relax with a beautiful lake view
Interior

Trainmaster's Inn - Caboose

Trainmaster's Inn - Caboose
Palmer
9.4 out of 10, Exceptional, (10 reviews)
The price is AED 551
AED 1,264 total
includes taxes & fees
26 Jul - 27 Jul
Trainmaster's Inn - Caboose
Exterior

Go Jump in the Lake!

Go Jump in the Lake!
Lebanon
10.0 out of 10, Exceptional, (157 reviews)
"The stay was clean and neat, the host responded to messages quickly, very enjoyable to stay for the weekend!"
United States
Manny D.
The price is AED 753
AED 1,425 total
includes taxes & fees
26 Jul - 27 Jul
Go Jump in the Lake!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Tolland County Hotel Reviews

Ramada by Wyndham Hartford North / Bradley Airport

Ramada by Wyndham Hartford North / Bradley Airport

8/10 Good
"Helpful"
Andre 1-night trip
Posted 1 hour ago
Ramada by Wyndham Hartford North / Bradley Airport