Search Vacation Homes in Tolland

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Tolland vacation homes

Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (40 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is ¥26,977
¥54,587 total
includes taxes & fees
Jun 16 - Jun 17
Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Wonderful Suite In a Charming Bed and Breakfast for a Weekend Getaway near Shenipsit State Forest, Connecticut

Wonderful Suite In a Charming Bed and Breakfast for a Weekend Getaway near Shenipsit State Forest, Connecticut
Stafford Springs
The price is ¥30,295
¥37,795 total
includes taxes & fees
Jun 11 - Jun 12
Wonderful Suite In a Charming Bed and Breakfast for a Weekend Getaway near Shenipsit State Forest, Connecticut

Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
10.0 out of 10, Exceptional, (3 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is ¥26,688
¥42,233 total
includes taxes & fees
Jun 14 - Jun 15
Spacious, unique barn with beautiful views.

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
The price is ¥15,388
¥20,902 total
includes taxes & fees
Jul 7 - Jul 8
Entire guest suite in South Windsor, Connecticut

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Windham
10.0 out of 10, Exceptional, (15 reviews)
"All and all a great place to stay."
United States
Anonymous traveler
The price is ¥36,065
¥108,155 total
includes taxes & fees
Jun 15 - Jun 16
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (10 reviews)
"Great place"
United States
John S.
The price is ¥20,677
¥46,540 total
includes taxes & fees
Jun 10 - Jun 11
Modern & Cozy Cape | 4 Bedroom House | Central Location

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (21 reviews)
"The location of the home was perfect. The lake was beautiful and was a great place to walk. "
United States
Lynn D.
The price is ¥29,718
¥58,860 total
includes taxes & fees
Jun 15 - Jun 16
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (14 reviews)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is ¥17,472
¥51,016 total
includes taxes & fees
Jun 15 - Jun 16
The Serene Skyway Retreat

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
8.8 out of 10, Excellent, (3 reviews)
"Excellent communicative host with warm welcome and delightful amenities. Quiet neighborhood with plenty of parking."
United States
Pamela L.
The price is ¥32,218
¥40,643 total
includes taxes & fees
Jun 15 - Jun 16
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Luxe Lady Executive & Family Retreat 1 Bedroom Townhouse

Luxe Lady Executive & Family Retreat 1 Bedroom Townhouse
Vernon
The price is ¥24,044
¥43,519 total
includes taxes & fees
Jun 12 - Jun 13
Luxe Lady Executive & Family Retreat 1 Bedroom Townhouse

Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (25 reviews)
"Welcoming host! Beautiful house with great amenities!"
United States
maria c.
The price is ¥72,131
¥118,335 total
includes taxes & fees
Jun 16 - Jun 17
Stunning Lakefront Escape! Book Your Dream Getaway!

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Windsor Locks
9.8 out of 10, Exceptional, (7 reviews)
"Yes the host was amazing! Great communication, clean house, over all great stay "
United States
Arannie G.
The price is ¥24,957
¥64,125 total
includes taxes & fees
Jun 16 - Jun 17
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.4 out of 10, Exceptional, (22 reviews)
"Was a great stay"
United States
John S.
The price is ¥23,883
¥49,265 total
includes taxes & fees
Jun 9 - Jun 10
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Newly Renovated 4 Bedroom House

Newly Renovated 4 Bedroom House
Enfield
10.0 out of 10, Exceptional, (5 reviews)
"Had a great experience. The house feels like a home, and we enjoyed our stay. Thanks very much. "
United States
Seth G.
The price is ¥31,848
¥74,181 total
includes taxes & fees
Jun 15 - Jun 16
Newly Renovated 4 Bedroom House

Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is ¥26,688
¥80,061 total
includes taxes & fees
Jun 22 - Jun 23
Cozy basement apartment with private bathroom, kitchen and entrance.

Newly Beautiful renovated first floor apartment getaway

Newly Beautiful renovated first floor apartment getaway
Forest Park
8.8 out of 10, Excellent, (3 reviews)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
The price is ¥28,852
¥52,918 total
includes taxes & fees
Jun 9 - Jun 10
Newly Beautiful renovated first floor apartment getaway

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Sixteen Acres
7.8 out of 10, Good, (6 reviews)
"Great place to stay. It was clean and organized. Our family enjoyed this location, what it had to provide, and the host was great. "
United States
Diana P.
The price is ¥33,180
¥57,283 total
includes taxes & fees
Jun 9 - Jun 10
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
10.0 out of 10, Exceptional, (1 review)
"This place was perfect for our needs! It was about 5 minutes from the event we came for which was great. Seeing it was a new listing without any reviews I was slightly skeptical but traveling with a 5 year old, a hotel is always a struggle. This place was everything it was advertised and then some. Absolutely spacious, nicely decorated and plenty plenty plenty of little extras like snacks, toiletries, and a very nice and accommodating host! The furniture was all comfortable and good quality,...
United States
Colleen S.
The price is ¥27,842
¥56,544 total
includes taxes & fees
Jun 9 - Jun 10
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Safe & Quiet 3BR Cape: Sunroom Office + Yard

Safe & Quiet 3BR Cape: Sunroom Office + Yard
East Forest Park
10.0 out of 10, Exceptional, (1 review)
"Very clean and spacious in a very quite residential neighborhood Will go back it was perfect for our visit"
United States
Jackie C.
The price is ¥30,295
¥38,734 total
includes taxes & fees
Jun 10 - Jun 11
Safe & Quiet 3BR Cape: Sunroom Office + Yard

Sleeps 15 • Pool • World Cup 2026 • Retreat

Sleeps 15 • Pool • World Cup 2026 • Retreat
Brimfield
10.0 out of 10, Exceptional, (34 reviews)
"We visited in December, so the pool was closed, but looked inviting even in the snow. The home was so warm and cozy and spacious. We loved our stay."
United States
Gina O.
The price is ¥158,687
¥282,173 total
includes taxes & fees
Jun 11 - Jun 12
Sleeps 15 • Pool • World Cup 2026 • Retreat
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Tolland Hotel Reviews

Find out more about Tolland

Tolland Vacation Homes information

Number of reviews
211
Accommodation
185 Vacation Homes
Lowest Price
¥20,902
Highest Price
¥282,173