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Our top choices for Simsbury holiday homes
1. Sun Filled Lake House Living
Sun Filled Lake House LivingAvon
6.6 out of 10, (4 reviews)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
Joseph C.
The price is €230
includes taxes & fees
16 Nov - 17 Nov
2. Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville River Escape / Fall Foliage, Deck & YardCollinsville
9.6 out of 10, Exceptional, (4 reviews)
"Cute and cozy home away from home! We loved our stay and all the nice features there were!! Everything was neat and clean and host was super amazing and helpful! We definitely will choose this place again if we’re ever in the area."
Leah H.
The price is €117
includes taxes & fees
16 Nov - 17 Nov
3. The Old Avon 1800 Manor
The Old Avon 1800 ManorAvon
7.0 out of 10, Good, (2 reviews)
"Wonderful place and host very responsive and friendly!"
Anonymous traveller
The price is €393
includes taxes & fees
17 Nov - 18 Nov
4. Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Gorgeous River Views! On Rails to Trails and just steps to quaint CollinsvilleCollinsville
10.0 out of 10, Exceptional, (77 reviews)
"Carol the host is very attentive. House has all your needs met. Views from every room are great! Lovely relaxing outside patio overlooking river."
Donna k.
The price is €429
includes taxes & fees
16 Nov - 17 Nov
5. Windsor Retreat | Near Hartford & UConn College
Windsor Retreat | Near Hartford & UConn CollegeWindsor
9.4 out of 10, Exceptional, (13 reviews)
"The place is easy to locate. It is as beautiful as the photo. Clean and spacious.I definitely would stay there again."
Delores N.
The price is €629
includes taxes & fees
16 Nov - 17 Nov
6. Linny's - Private Dock - Lake Access - Firepit
Linny's - Private Dock - Lake Access - FirepitWest Suffield
10.0 out of 10, Exceptional, (44 reviews)
"Clean, comfortable, peaceful, great hosts!"
Megan D.
The price is €364
includes taxes & fees
3 Dec - 4 Dec
7. 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
10.0 out of 10, Exceptional, (12 reviews)
"Place was clean and the host was very accommodating."
Barbara F.
The price is €410
includes taxes & fees
16 Nov - 17 Nov
8. The Game House Arcade | West Hartford
The Game House Arcade | West HartfordWest Hartford
10.0 out of 10, Exceptional, (2 reviews)
"Great location and well equipped. We will be back"
Mike W.
The price is €368
includes taxes & fees
16 Nov - 17 Nov
9. The Serene Skyway Retreat
The Serene Skyway RetreatWindsor Locks
9.0 out of 10, Wonderful, (19 reviews)
"The property was clean and inviting. The basement game room was amazing"
Michael P.
The price is €254
includes taxes & fees
30 Nov - 1 Dec
10. Charming New England Home in West Hartford Center
Charming New England Home in West Hartford CenterWest Hartford
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful, comfortable home."
karen
The price is €413
includes taxes & fees
16 Nov - 17 Nov
11. Prime West Hartford Center Location | Historic Gem
Prime West Hartford Center Location | Historic GemWest Hartford
10.0 out of 10, Exceptional, (37 reviews)
"We loved being so close to downtown West Hartford. The house had everything we needed for a fun graduation weekend."
Trish
12. Entire guest suite in South Windsor, Connecticut
Entire guest suite in South Windsor, ConnecticutSouth Windsor
10.0 out of 10, Exceptional, (13 reviews)
"Good location"
Arthur
The price is €104
includes taxes & fees
16 Nov - 17 Nov
13. Modern & Cozy Cape | 4 Bedroom House | Central Location
Modern & Cozy Cape | 4 Bedroom House | Central LocationManchester Center
10.0 out of 10, Exceptional, (11 reviews)
"Great place"
John S.
The price is €264
includes taxes & fees
18 Nov - 19 Nov
14. Guest Fave Cape-Cod Style Retreat with Main-Level Bedroom bordering Farmington
Guest Fave Cape-Cod Style Retreat with Main-Level Bedroom bordering FarmingtonNew Britain
9.6 out of 10, Exceptional, (8 reviews)
"We enjoyed our trip and the house was perfect for us, 3 boys and their father. "
Todd S.
The price is €847
includes taxes & fees
25 Nov - 26 Nov
15. #22- 4 Br 2 Ba house-Central CT
#22- 4 Br 2 Ba house-Central CTNew Britain
9.0 out of 10, Wonderful, (2 reviews)
"Host was great and responsive and the property was perfect for what we needed."
Hilda C.
The price is €451
includes taxes & fees
21 Nov - 22 Nov
16. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Welcoming 1500 square foot 3-bedroom house completely remodeled in SouthingtonSouthington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
Cindy M.
The price is €429
includes taxes & fees
29 Nov - 30 Nov
17. Peaceful and cozy 1 bed 1 bath in quaint Winchester
Peaceful and cozy 1 bed 1 bath in quaint WinchesterWinchester
10.0 out of 10, Exceptional, (6 reviews)
The price is €169
includes taxes & fees
22 Nov - 23 Nov
18. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to HartfordManchester
9.2 out of 10, Wonderful, (31 reviews)
"Was a great stay"
John S.
The price is €301
includes taxes & fees
16 Nov - 17 Nov
19. Willow Haven 2BR Cozy Retreat, Close to Hartford
Willow Haven 2BR Cozy Retreat, Close to HartfordManchester
6.8 out of 10, (3 reviews)
"Very friendly and easy to work with host. Communication was excellent. Home was very comfortable and convenient. Would have loved more towels, blankets and pillows. Adding towel hooks in bathroom and second sink area would be excellent. It was a great location."
alissa
20. 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 RestaurantsSomers
9.8 out of 10, Exceptional, (12 reviews)
"Fantastic host. Went out of their way to make our stay very pleasant. Beautiful historic home that felt very welcoming and cozy even though it is so big!"
John
The price is €309
includes taxes & fees
16 Nov - 17 Nov
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.
Learn more about Simsbury
Nestled along the Farmington River, this historic New England town offers scenic bike trails and vibrant fall foliage. Visit Talcott Mountain State Park for panoramic valley views, then explore charming shops and farm-to-table restaurants city centre.
Top reviews in Simsbury
Simsbury 1820 House
Simsbury 1820 HouseSimsbury Center
10/10 Excellent
Very quint hotel, got this old style vibe to it.
Perfect for a couples get away.
Jenny
