Holiday Homes in Simsbury

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 June - 7 June
In four months
3 July - 5 July

Our top choices for Simsbury holiday homes

Fridge, microwave, oven, stovetop

#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.
The price is AU$591
includes taxes & fees
18 Mar - 19 Mar
#27- Luxury Collection
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is AU$551
includes taxes & fees
15 Mar - 16 Mar
Litchfield Retreat, Wineries, Foliage & Skiing
Smart TV

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)
"House was great & close to where we needed to be. "
United States
Erica M.
The price is AU$387
includes taxes & fees
25 Mar - 26 Mar
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Interior

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Bloomfield
7.6 out of 10, Good, (4 reviews)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
United States
Joslynn T.
The price is AU$1,212
includes taxes & fees
13 Mar - 14 Mar
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Property grounds

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (143 reviews)
"Perfect spot for a family celebration!"
United States
Kerry P.
The price is AU$507
includes taxes & fees
24 Mar - 25 Mar
Big farmhouse in the foothills of the Berkshires
Interior

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (5 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 AU$393
includes taxes & fees
23 Mar - 24 Mar
Modern & Cozy Cape | 4 Bedroom House | Central Location
Desk, iron/ironing board, WiFi, bed sheets

1 Min to I-91 - Newly Renovated Modern 2 BR Home

1 Min to I-91 - Newly Renovated Modern 2 BR Home
Berlin
The price is AU$416
includes taxes & fees
24 Mar - 25 Mar
1 Min to I-91 - Newly Renovated Modern 2 BR Home
Fridge, microwave, oven, stovetop

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 AU$1,011
includes taxes & fees
23 Mar - 24 Mar
Charming 3 bed/2 bath town home with gorgeous back yard
Smart TV, fireplace

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 AU$406
includes taxes & fees
16 Mar - 17 Mar
The Serene Skyway Retreat
Smart TV

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 AU$170
includes taxes & fees
25 Mar - 26 Mar
Entire guest suite in South Windsor, Connecticut
Living area

Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse

Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse
Vernon
The price is AU$326
includes taxes & fees
13 Mar - 14 Mar
Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse
TV, fireplace

Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
The price is AU$548
includes taxes & fees
16 Mar - 17 Mar
Willow Haven 2BR Cozy Retreat, Close to Hartford
Fridge, microwave, oven, stovetop

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 AU$615
includes taxes & fees
23 Mar - 24 Mar
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Smart TV, fireplace, video games, books

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Forest Park
9.6 out of 10, Exceptional, (37 reviews)
"His home was great. It had everything our group needed and was as advertised. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
The price is AU$449
includes taxes & fees
10 Apr - 11 Apr
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Microwave, oven, stovetop, dishwasher

One private bedroom with work space and shared home with spa.

One private bedroom with work space and shared home with spa.
Rocky Hill
The price is AU$214
includes taxes & fees
15 Mar - 16 Mar
One private bedroom with work space and shared home with spa.
Interior

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 AU$627
includes taxes & fees
15 Mar - 16 Mar
Spacious 4-Bedroom Home for Groups & Families — Minutes from Hartford
Property grounds

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Southington
9.0 out of 10, Wonderful, (7 reviews)
"We enjoyed our stay! And happy with most!!!!"
United States
Dawn H.
The price is AU$982
includes taxes & fees
28 Mar - 29 Mar
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
TV, fireplace

#41- Available 12/8! - sleeps 14

#41- Available 12/8! - sleeps 14
Southington
The price is AU$653
includes taxes & fees
26 Mar - 27 Mar
#41- Available 12/8! - sleeps 14
Terrace/patio

Beautiful 4BR 2 Bathroom House with Parking

Beautiful 4BR 2 Bathroom House with Parking
Forest Park
10.0 out of 10, Exceptional, (11 reviews)
"We’ve stayed at a different house with the same hosts and had the same fabulous experience. In an area that can be hit or miss on safety and comfort, (speaking from experience) their houses are both safe and comfortable! And clean! I would definitely stay with them again and recommend their properties to friends. "
United States
Elizabeth H.
The price is AU$959
includes taxes & fees
12 Apr - 13 Apr
Beautiful 4BR 2 Bathroom House with Parking
TV

Safe & Quiet 3BR Cape: Sunroom Office + Yard

Safe & Quiet 3BR Cape: Sunroom Office + Yard
East Forest Park
The price is AU$289
includes taxes & fees
12 Apr - 13 Apr
Safe & Quiet 3BR Cape: Sunroom Office + Yard
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

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent
"We had a last minute change of plans due to weather- Candlewood was an exceptional choice! We will definitely book there again - clean, services were timely...perfect!"
Kimberly 1-night trip
Posted 3 hours ago
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Find out more about Simsbury

Simsbury Holiday Homes information

Number of reviews
211
Accommodation
198 Holiday Homes
Lowest Price
AU$170
Highest Price
AU$1,212