A stone tower with a conical roof, arched windows, and a flagpole.

Cottages in Tolland County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Top Cities in Tolland County

A calm lake surrounded by dense forest and hills.
CottagesCottages

Somers

Somers

Our top choices for Tolland County cottages

A small white house with black shutters, a porch, and a red barn in the background.

1. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (13 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is AED 380
AED 511 total
includes taxes & fees
20 Oct - 21 Oct
The Tiny Cottage & Mini Farm
A single-story house with a covered porch, a small patio with outdoor furniture, and a garden with a stone pathway.

2. Lake Getaway at Coventry Lake! close to Uconn

Lake Getaway at Coventry Lake! close to Uconn
Coventry Lake
10.0 out of 10, Exceptional, (33 reviews)
"great location, well appointed, everything you need is at your disposal."
United States
Scott F.
Lake Getaway at Coventry Lake! close to Uconn
A two-story house with a garage, a front porch, and a small shed.

3. Lakefront Connecticut Retreat Near UConn

Lakefront Connecticut Retreat Near UConn
Coventry
10.0 out of 10, Exceptional, (39 reviews)
"We love this place. Clean, quiet and peaceful."
United States
Sally D.
Lakefront Connecticut Retreat Near UConn
A lakeside house with a deck, surrounded by trees and a dock.

4. Waterfront! Brand New Cozy Cottage in Old Lyme, CT

Waterfront! Brand New Cozy Cottage in Old Lyme, CT
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"Was a great stay very cute property and quiet neighborhood. Stores nearby and easy to access. Friendly and helpful host."
United States
Jessica H.
Waterfront! Brand New Cozy Cottage in Old Lyme, CT
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

5. 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, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is AED 452
AED 1,165 total
includes taxes & fees
19 Oct - 20 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
An aerial view of a lakeside residential area with houses, a dock, and a boat.

6. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (21 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
Lakeview Carriage House with Spectacular Sunset Views
A small, single-story house with a sloped roof, a front door, and two windows. It is surrounded by a grassy yard and trees.

7. Brimfield Waterfront cottage

Brimfield Waterfront cottage
Brimfield
10.0 out of 10, Exceptional, (26 reviews)
"The host was wonderful, location was perfectly distanced from Brimfield Flea Market, and the view from the porch was gorgeous! Lovely place to stay. "
United States
Jessica P.
Brimfield Waterfront cottage
A covered outdoor deck with a red wooden floor, wicker chairs, and a table.

8. Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Killingly
10.0 out of 10, Exceptional, (56 reviews)
"We had a wonderful stay."
United States
Renee M.
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Exterior

9. Brimfield Bungalow 31 in lake community close to Sturbridge

Brimfield Bungalow 31 in lake community close to Sturbridge
Brimfield
10.0 out of 10, Exceptional, (19 reviews)
"We had a great time staying in this home. It was very cozy and comfortable. The owner was very accommodating. I would stay here again!"
United States
Kara K.
Brimfield Bungalow 31 in lake community close to Sturbridge
A lakeside patio with outdoor seating and a fire pit.

10. Breathtaking Private, Lakefront Retreat.

Breathtaking Private, Lakefront Retreat.
Lebanon
9.2 out of 10, Wonderful, (5 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.
A house with a white porch, a black door, and a window with a white frame.

11. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.0 out of 10, Wonderful, (4 reviews)
"Great spot, clean and cozy."
United States
Bud n' Mary's Marina B.
The price is AED 790
AED 1,011 total
includes taxes & fees
1 Nov - 2 Nov
Cozy 1-bedroom cottage in serene Pomfret.
A wooden deck with potted plants and a view of a lush landscape.

12. 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
The price is AED 525
AED 1,302 total
includes taxes & fees
25 Oct - 26 Oct
Private Guest House w/ Deck + Spectacular Views!
A single-story house with a deck, a small front yard, and a stone pathway leading to the house.

13. 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
A view from a covered deck overlooking a lake with trees and a small island.

14. Peaceful WATERFRONT Cottage Near Mystic and Casinos

Peaceful WATERFRONT Cottage Near Mystic and Casinos
Griswold
9.0 out of 10, Wonderful, (68 reviews)
"First floor bedroom setup is not accommodating. Only able to access bed from one side which is difficult for two older adults. Several steps to get to house entry. Living-room and dining seating is insufficient for a house advertised for six ppl. Couch in living-room only seats 3 and dining table seats 4. Bedding was subpar with cheap sheets and pillows."
United States
Michelle
Peaceful WATERFRONT Cottage Near Mystic and Casinos
A wooden dock leading to a house by a calm body of water.

15. Enchanted Waterfront Cottage

Enchanted Waterfront Cottage
Old Lyme
9.0 out of 10, Wonderful, (26 reviews)
"Easy process, owner was very responsive!"
United States
Colleen C.
Enchanted Waterfront Cottage
A wooden deck with potted plants and a view of a lush landscape.

16. Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
Montville
10.0 out of 10, Exceptional, (42 reviews)
"Home away from home with one major key asset: Allan, the host is a gem ; extremely welcoming, discreet, hands-on, friendly - very smart so will adapt to the guests. keeps the place a perfect spot to spend few days with family or friends away from the action of the city but very close by car. You are right in the middle of nature (great if you love it), with a wonderful view, an amazingly private large pool (never seen on any rentals before) and a comfortable guesthouse with all the basics you...
United States
pierre g.
The price is AED 378
AED 1,313 total
includes taxes & fees
25 Oct - 26 Oct
Private Guest House w/ Deck + Spectacular Views!
A compact kitchen with white cabinets, a microwave, an oven, a refrigerator, and a trash bin.

17. Privet Farm cottage with AC and Deck in charming Salem Connecticut

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
9.0 out of 10, Wonderful, (4 reviews)
"The place was perfect! So much bigger and nicer in person!!!!! Well appointed very cozy! Clean!!!!! Very pet friendly! Great shower!"
United States
Kellie
The price is AED 645
AED 1,190 total
includes taxes & fees
19 Oct - 20 Oct
Privet Farm cottage with AC and Deck in charming Salem Connecticut
A deck with a round glass table and four chairs, an umbrella, and a view of a lake with a dock and a red building in the background.

18. The little cottage on the ct river

The little cottage on the ct river
Haddam
10.0 out of 10, Exceptional, (15 reviews)
"Everything about my stay and the process was exceptional. I can’t wait to go back."
United States
Noah Q.
The little cottage on the ct river
A two-story house with a porch, surrounded by trees and a gravel driveway.

19. Updated cottage "Beriozka" on Cedar Lake

Updated cottage "Beriozka" on Cedar Lake
Chester
10.0 out of 10, Exceptional, (34 reviews)
"We really enjoyed our week here. Landscaping, outdoor space and decorating were very well done. Highly recommend!"
United States
Beth R.
Updated cottage "Beriozka" on Cedar Lake
A cozy cabin interior with a blue sofa, a white sofa, and a small table with a woven table runner.

20. Charming 2-bedroom cottage on 7 acres of woods in Putnam with AC, WiFi

Charming 2-bedroom cottage on 7 acres of woods in Putnam with AC, WiFi
Putnam
10.0 out of 10, Exceptional, (15 reviews)
"Nice property close to town friendly owner"
United States
Andrew K.
Charming 2-bedroom cottage on 7 acres of woods in Putnam with AC, WiFi
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

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Nice"
Amber 1-night trip
Posted 1 hour ago
Hyatt Place Uncasville - Casino Area

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