Holiday Homes in Simsbury

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Our top choices for Simsbury holiday homes

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (8 reviews)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
The price is €252
includes taxes & fees
29 Mar - 30 Mar
Modern & Cozy Cape | 4 Bedroom House | Central Location

15mins to Hartford, Home in Manchester w/ King Bed

15mins to Hartford, Home in Manchester w/ King Bed
Manchester
9.2 out of 10, Wonderful, (7 reviews)
"Check in easy, great communications - very quick & answered any questions. Great location for what we needed, layout of house was perfect for us, Roku let us stream all the shows we wanted to watch. Ate out so didn’t use kitchen a lot, beds were comfortable. When we come back to visit our daughter will use again. "
United States
mike p.
The price is €219
includes taxes & fees
1 Apr - 2 Apr
15mins to Hartford, Home in Manchester w/ King Bed

Stylish Townhome | Perfect for Family Gatherings & Events

Stylish Townhome | Perfect for Family Gatherings & Events
Bloomfield
10.0 out of 10, Exceptional, (5 reviews)
"The house was newer and the living room and kitchen had open layout that enabled to spend quality time with family."
United States
Muhammad G.
Stylish Townhome | Perfect for Family Gatherings & Events

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
East Granby
8.6 out of 10, Excellent, (4 reviews)
"Relaxing stay"
United States
Kim M.
The price is €456
includes taxes & fees
9 Apr - 10 Apr
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

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

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.6 out of 10, Exceptional, (20 reviews)
"Cute house, very comfortable and clean"
United States
Jeffrey W.
The price is €274
includes taxes & fees
15 Apr - 16 Apr
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

#27- Luxury Collection

#27- Luxury Collection
Southington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
#27- Luxury Collection

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (144 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
United States
Amanda C.
The price is €311
includes taxes & fees
29 Mar - 30 Mar
Big farmhouse in the foothills of the Berkshires

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 €271
includes taxes & fees
9 Apr - 10 Apr
Newly Beautiful renovated first floor apartment getaway

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is €340
includes taxes & fees
9 Apr - 10 Apr
Litchfield Retreat, Wineries, Foliage & Skiing

Charming 3-Bedroom Home with Modern Comforts in West Hartford

Charming 3-Bedroom Home with Modern Comforts in West Hartford
West Hartford
8.2 out of 10, Very good, (10 reviews)
"Great house in a safe neighborhood with a fenced in yard. Amenities provided. "
United States
Ben H.
The price is €208
includes taxes & fees
29 Mar - 30 Mar
Charming 3-Bedroom Home with Modern Comforts in West Hartford

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (1 review)
"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 €107
includes taxes & fees
31 Mar - 1 Apr
Entire guest suite in South Windsor, Connecticut

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, (63 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is €499
includes taxes & fees
26 Apr - 27 Apr
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (13 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
The price is €632
includes taxes & fees
9 Apr - 10 Apr
Charming 3 bed/2 bath town home with gorgeous back yard

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (12 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 €244
includes taxes & fees
1 Apr - 2 Apr
The Serene Skyway Retreat

Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse

Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse
Vernon
The price is €236
includes taxes & fees
9 Apr - 10 Apr
Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse

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, (4 reviews)
"Yes the host was amazing! Great communication, clean house, over all great stay "
United States
Arannie G.
The price is €381
includes taxes & fees
29 Mar - 30 Mar
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

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

Spacious 4-Bedroom Home for Groups & Families — Minutes from Hartford

Spacious 4-Bedroom Home for Groups & Families — Minutes from Hartford
East Hartford
7.4 out of 10, Good, (3 reviews)
"Great place to stay the nites"
United States
John S.
The price is €384
includes taxes & fees
29 Mar - 30 Mar
Spacious 4-Bedroom Home for Groups & Families — Minutes from Hartford

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield
Bloomfield
9.0 out of 10, Wonderful, (6 reviews)
"I had a great time and I felt very welcome"
United States
Avis b.
The price is €573
includes taxes & fees
28 Mar - 29 Mar
Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

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
The price is €300
includes taxes & fees
9 Apr - 10 Apr
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
273
Accommodation
209 Holiday Homes
Lowest Price
€107
Highest Price
€632