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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Simsbury vacation homes

A circular stone fire pit surrounded by large rocks and gravel, set in a forested area.

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 ￥11,534
￥42,279 total
includes taxes & fees
Oct 26 - Oct 27
Sun Filled Lake House Living
A patio area with wicker furniture and a brick floor.

2. 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 ￥28,598
￥72,307 total
includes taxes & fees
Oct 12 - Oct 13
The Old Avon 1800 Manor
A spacious kitchen with a large island, wooden beams, and pendant lighting.

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

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (43 reviews)
"The accommodations were very clean with a warm homey feel. We would definitely stay here again."
United States
Patricia S.
Linny's - Private Dock - Lake Access - Firepit
Two bicycles parked on grass with trees and a rock in the background.

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

Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville
10.0 out of 10, Exceptional, (1 review)
"We loved the place, which feels like your own house in the woods. The setting is gorgeous especially with the leaves changing colors. We specifically chose the location so we could bike the Farmington Trail loop which starts at the bottom of the hill. The house is so well stocked with everything you could think of, especially coffee and there is plenty of space to relax inside and out. The host was very attentive to our needs. It couldn’t have been better for us."
United States
Margaret A.
The price is ￥27,143
￥34,373 total
includes taxes & fees
Oct 29 - Oct 30
Collinsville River Escape / Fall Foliage, Deck & Yard
A patio with a table and chairs, a grill, and a view of a lake.

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, (74 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is ￥49,265
￥83,000 total
includes taxes & fees
Oct 20 - Oct 21
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
A hotel room with a bed, a nightstand, a lamp, and a wardrobe.

6. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Windsor Locks
The price is ￥12,329
￥14,179 total
includes taxes & fees
Nov 1 - Nov 2
1 Queen Bed | Micfridge
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove. There is a dining table with chairs and a coffee maker on the table.

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)
"Great stay, home was comfortable and communication w owner was very smooth!"
United States
Stacey P.
The price is ￥39,674
￥83,546 total
includes taxes & fees
Oct 20 - Oct 21
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Dining

8. Prime West Hartford Center: Timeless Charm

Prime West Hartford Center: Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (25 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 ￥36,688
￥74,892 total
includes taxes & fees
Oct 12 - Oct 13
Prime West Hartford Center: Timeless Charm
A living room with a blue sofa, a round coffee table, and a staircase.

9. 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 ￥31,739
￥68,420 total
includes taxes & fees
Oct 13 - Oct 14
The Game House Arcade – West Hartford
A covered patio with a dining table, chairs, and a grill.

10. Prime West Hartford Center Location: Historic Gem

Prime West Hartford Center Location: Historic Gem
West Hartford
10.0 out of 10, Exceptional, (36 reviews)
"We loved being so close to downtown West Hartford. The house had everything we needed for a fun graduation weekend."
United States
Trish
Prime West Hartford Center Location: Historic Gem
A covered porch with white rocking chairs and a table, a blue ceiling, and a view of the garden.

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 ￥48,291
￥90,164 total
includes taxes & fees
Oct 13 - Oct 14
Charming New England Home in West Hartford Center
A modern living room with a sofa, a coffee table, and a rug.

12. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (11 reviews)
"Good location"
United States
Arthur
The price is ￥13,651
￥18,859 total
includes taxes & fees
Oct 11 - Oct 12
Entire guest suite in South Windsor, Connecticut
A living room with a staircase, red and grey sofas, a coffee table, and a red door.

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 ￥21,962
￥48,640 total
includes taxes & fees
Oct 12 - Oct 13
Modern & Cozy Cape | 4 Bedroom House | Central Location
A modern living room with a flat-screen TV, a glass coffee table, and a staircase leading to another level.

14. 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, (30 reviews)
"Was a great stay"
United States
John S.
The price is ￥22,120
￥48,822 total
includes taxes & fees
Nov 1 - Nov 2
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
A modern dining area with a marble table, white chairs, and a chandelier.

15. Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford

Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (5 reviews)
"House was great for our family stay!"
United States
Kim A.
Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford
A wooden cabin interior with a bench, a rug, and a hanging plant.

16. 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, (2 reviews)
"Great place and wonderful host."
United States
Thomas C.
The price is ￥18,159
￥33,278 total
includes taxes & fees
Nov 1 - Nov 2
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A dining area with a round table, four chairs, and a kitchen in the background.

17. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is ￥28,280
￥39,251 total
includes taxes & fees
Oct 12 - Oct 13
Cozy 2-Bedroom Springfield Home 1.5 Baths
A two-story house with a porch, a large tree in front, and a mailbox.

18. Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+

Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+
McKnight
10.0 out of 10, Exceptional, (2 reviews)
"Apt was very spacious and welcoming. Kitchen gets really warm when you cook but with ac units in every room the rest of the house is comfortable. Definitely a place to stay. "
United States
ERIC m.
The price is ￥125,136
￥207,214 total
includes taxes & fees
Oct 13 - Oct 14
Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+
A modern living room with a sofa, a coffee table, and a red patterned rug.

19. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (51 reviews)
"House was super clean, coffee was a nice surprise. Comfy beds, quiet street. Super close to the Big E. Thanks Rose!"
United States
Brian
The price is ￥26,290
￥54,189 total
includes taxes & fees
Oct 19 - Oct 20
Cozy & Spacious Entire Home in Springfield
A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

20. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.4 out of 10, Exceptional, (6 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 ￥30,020
￥54,673 total
includes taxes & fees
Nov 3 - Nov 4
Beautifully Renovated First-Floor Apartment Getaway
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

Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent
"My 12 yr old step daughter secretly told her mom “can we stay here a few more days”. Clean, comfy and great staff. Loved the openness of the lobby, lots of people hanging out, very friendly."
Robert 1-night trip
Posted 4 hours ago
Blue A Modern Hotel, an Ascend Collection Hotel

Find out more about Simsbury

Simsbury Vacation Homes information

Number of reviews
342
Accommodation
210 Vacation Homes
Lowest Price
￥14,179
Highest Price
￥207,214