A metal bridge with a sign that reads 'Thank You' and a birdhouse on the right.

Holiday Homes in Simsbury

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Our top choices for Simsbury holiday homes

1. Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
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"
United States
Joseph C.
The price is NZ$452
includes taxes & fees
16 Nov - 17 Nov
Sun Filled Lake House Living

2. Collinsville River Escape / Fall Foliage, Deck & Yard

Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville
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."
United States
Leah H.
The price is NZ$232
includes taxes & fees
16 Nov - 17 Nov
Collinsville River Escape / Fall Foliage, Deck & Yard

3. The Old Avon 1800 Manor

The Old Avon 1800 Manor
Avon
7.0 out of 10, Good, (2 reviews)
"Wonderful place and host very responsive and friendly!"
United States
Anonymous traveller
The price is NZ$772
includes taxes & fees
17 Nov - 18 Nov
The Old Avon 1800 Manor

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 Collinsville
Collinsville
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."
United States
Donna k.
The price is NZ$834
includes taxes & fees
16 Nov - 17 Nov
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

5. Windsor Retreat | Near Hartford & UConn College

Windsor Retreat | Near Hartford & UConn College
Windsor
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."
United States
Delores N.
The price is NZ$1,238
includes taxes & fees
16 Nov - 17 Nov
Windsor Retreat | Near Hartford & UConn College

6. Linny's - Private Dock - Lake Access - Firepit

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (44 reviews)
"Clean, comfortable, peaceful, great hosts!"
United States
Megan D.
The price is NZ$717
includes taxes & fees
3 Dec - 4 Dec
Linny's - Private Dock - Lake Access - Firepit

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."
United States
Barbara F.
The price is NZ$824
includes taxes & fees
16 Nov - 17 Nov
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

8. The Game House Arcade | West Hartford

The Game House Arcade | West Hartford
West Hartford
10.0 out of 10, Exceptional, (2 reviews)
"Great location and well equipped. We will be back"
United States
Mike W.
The price is NZ$717
includes taxes & fees
16 Nov - 17 Nov
The Game House Arcade | West Hartford

9. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (19 reviews)
"The property was clean and inviting. The basement game room was amazing"
United States
Michael P.
The price is NZ$499
includes taxes & fees
30 Nov - 1 Dec
The Serene Skyway Retreat

10. Charming New England Home in West Hartford Center

Charming New England Home in West Hartford Center
West Hartford
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful, comfortable home."
United States
karen
The price is NZ$805
includes taxes & fees
16 Nov - 17 Nov
Charming New England Home in West Hartford Center

11. Prime West Hartford Center Location | Historic Gem

Prime West Hartford Center Location | Historic Gem
West 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."
United States
Trish
The price is NZ$997
includes taxes & fees
16 Nov - 17 Nov
Prime West Hartford Center Location | Historic Gem

12. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (13 reviews)
"Good location"
United States
Arthur
The price is NZ$202
includes taxes & fees
16 Nov - 17 Nov
Entire guest suite in South Windsor, Connecticut

13. Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (11 reviews)
"Great place"
United States
John S.
The price is NZ$532
includes taxes & fees
18 Nov - 19 Nov
Modern & Cozy Cape | 4 Bedroom House | Central Location

14. Guest Fave Cape-Cod Style Retreat with Main-Level Bedroom bordering Farmington

Guest Fave Cape-Cod Style Retreat with Main-Level Bedroom bordering Farmington
New 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. "
United States
Todd S.
Guest Fave Cape-Cod Style Retreat with Main-Level Bedroom bordering Farmington

15. #22- 4 Br 2 Ba house-Central CT

#22- 4 Br 2 Ba house-Central CT
New Britain
9.0 out of 10, Wonderful, (2 reviews)
"Host was great and responsive and the property was perfect for what we needed."
United States
Hilda C.
The price is NZ$903
includes taxes & fees
21 Nov - 22 Nov
#22- 4 Br 2 Ba house-Central CT

16. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
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."
United States
Cindy M.
The price is NZ$847
includes taxes & fees
29 Nov - 30 Nov
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

17. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
10.0 out of 10, Exceptional, (6 reviews)
The price is NZ$332
includes taxes & fees
22 Nov - 23 Nov
Peaceful and cozy 1 bed 1 bath in quaint Winchester

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

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (31 reviews)
"Was a great stay"
United States
John S.
The price is NZ$598
includes taxes & fees
16 Nov - 17 Nov
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

19. Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
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."
United States
alissa
The price is NZ$801
includes taxes & fees
22 Nov - 23 Nov
Willow Haven 2BR Cozy Retreat, Close to Hartford

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 Restaurants
Somers
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!"
United States
John
The price is NZ$617
includes taxes & fees
16 Nov - 17 Nov
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
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 Simsbury Hotel Reviews

Find out more about Simsbury

Simsbury Holiday Homes information

Number of reviews
333
Accommodation
220 Holiday Homes
Lowest Price
NZ$202
Highest Price
NZ$1,238