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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Simsbury vacation homes

Property grounds

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 ￥16,531
￥49,783 total
includes taxes & fees
Sep 9 - Sep 10
Sun Filled Lake House Living
Interior

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

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (43 reviews)
"Perfect, relaxing and easy!"
United States
Wendy C.
The price is ￥32,423
￥64,010 total
includes taxes & fees
Sep 13 - Sep 14
Linny's - Private Dock - Lake Access - Firepit
Smart TV, fireplace

3. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (16 reviews)
"The property was clean and inviting. The basement game room was amazing"
United States
Michael P.
The price is ￥19,551
￥53,767 total
includes taxes & fees
Aug 24 - Aug 25
The Serene Skyway Retreat
Terrace/patio

4. 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 traveler
The price is ￥32,426
￥78,450 total
includes taxes & fees
Aug 31 - Sep 1
The Old Avon 1800 Manor
Outdoor dining

5. 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, (69 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is ￥44,633
￥78,008 total
includes taxes & fees
Aug 24 - Aug 25
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Dining

6. Spacious Yard w/ Gazebo: Charming Windsor Retreat

Spacious Yard w/ Gazebo: Charming Windsor Retreat
Windsor
9.4 out of 10, Exceptional, (12 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 ￥41,645
￥101,768 total
includes taxes & fees
Sep 6 - Sep 7
Spacious Yard w/ Gazebo: Charming Windsor Retreat
Coffee/tea maker, fridge, microwave, oven

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, (11 reviews)
"Super easy effective rental. Everything was clean and meet everyone one of our needs!"
United States
Matthew R.
The price is ￥43,234
￥88,821 total
includes taxes & fees
Sep 8 - Sep 9
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Smart TV

8. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (8 reviews)
"Good location"
United States
Arthur
The price is ￥15,736
￥21,275 total
includes taxes & fees
Sep 21 - Sep 22
Entire guest suite in South Windsor, Connecticut
Dining

9. Prime West Hartford Center: Timeless Charm

Prime West Hartford Center: Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (24 reviews)
"Great location and lots of room for grandkids to spread out and fun games for them to play with"
United States
Michael W.
The price is ￥43,088
￥84,382 total
includes taxes & fees
Sep 14 - Sep 15
Prime West Hartford Center: Timeless Charm
TV, books

10. The Game House Arcade – West Hartford

The Game House Arcade – West Hartford
West Hartford
10.0 out of 10, Exceptional, (1 review)
"Great location and well equipped. We will be back"
United States
Mike W.
The price is ￥44,976
￥86,928 total
includes taxes & fees
Aug 27 - Aug 28
The Game House Arcade – West Hartford
Terrace/patio

11. 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 ￥52,873
￥97,360 total
includes taxes & fees
Aug 27 - Aug 28
Charming New England Home in West Hartford Center
Smart TV

12. 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, (28 reviews)
"Was a great stay"
United States
John S.
The price is ￥23,684
￥50,125 total
includes taxes & fees
Aug 31 - Sep 1
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Interior

13. 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 ￥22,253
￥49,433 total
includes taxes & fees
Aug 31 - Sep 1
Modern & Cozy Cape | 4 Bedroom House | Central Location
2 bedrooms, WiFi (free), bed sheets

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

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
The price is ￥19,742
￥35,817 total
includes taxes & fees
Aug 30 - Aug 31
Peaceful and cozy 1 bed 1 bath in quaint Winchester
TV, fireplace

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

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
8.0 out of 10, Very Good, (2 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 ￥16,806
￥65,933 total
includes taxes & fees
Aug 31 - Sep 1
Willow Haven 2BR Cozy Retreat, Close to Hartford
Property grounds

16. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (149 reviews)
"Great location"
United States
Will G.
The price is ￥27,180
￥53,090 total
includes taxes & fees
Sep 6 - Sep 7
Big farmhouse in the foothills of the Berkshires
2 bedrooms, iron/ironing board, WiFi, bed sheets

17. 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
9.6 out of 10, Exceptional, (8 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is ￥25,114
￥58,247 total
includes taxes & fees
Sep 14 - Sep 15
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Smart TV

18. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.2 out of 10, Wonderful, (5 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 ￥28,611
￥53,558 total
includes taxes & fees
Aug 24 - Aug 25
Beautifully Renovated First-Floor Apartment Getaway
Smart TV, fireplace, video games, books

19. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (45 reviews)
"It was nice stay!"
United States
Lorrie
The price is ￥27,467
￥56,226 total
includes taxes & fees
Aug 31 - Sep 1
Cozy & Spacious Entire Home in Springfield
Interior

20. #11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10

#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10
Plainville
10.0 out of 10, Exceptional, (3 reviews)
"Great weekend with friends!"
United States
Neil R.
The price is ￥59,357
￥113,084 total
includes taxes & fees
Aug 28 - Aug 29
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10
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

Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

8/10 Good
"Very friendly and helpful staff, especially the young lady on the front desk! Would like to see different options for breakfast."
Alanda 8-night trip
Posted 1 hour ago
Best Western Hartford Hotel & Suites

Find out more about Simsbury

Simsbury Vacation Homes information

Number of reviews
467
Accommodation
219 Vacation Homes
Lowest Price
￥21,275
Highest Price
￥113,084