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Vacation Homes in Simsbury

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

Southington
10.0 out of 10, Exceptional, (1)
"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 SAR 297
SAR 1,816 total
includes taxes & fees
4 Dec - 5 Dec
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

#24 *Serenity* A Lakefront Cottage Retreat

Middletown
9.8 out of 10, Exceptional, (21)
"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. "
United States
Nichole N.
The price is SAR 447
SAR 1,099 total
includes taxes & fees
10 Dec - 11 Dec
#24 *Serenity* A Lakefront Cottage Retreat

The Serene Skyway Retreat

Windsor Locks
8.8 out of 10, Excellent, (11)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is SAR 293
SAR 1,027 total
includes taxes & fees
6 Dec - 7 Dec
The Serene Skyway Retreat

Modern & Cozy Cape | 4 Bedroom House | Central Location

Manchester Center
10.0 out of 10, Exceptional, (5)
"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 SAR 484
SAR 1,097 total
includes taxes & fees
7 Dec - 8 Dec
Modern & Cozy Cape | 4 Bedroom House | Central Location

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

Manchester
9.4 out of 10, Exceptional, (14)
"House was great & close to where we needed to be. "
United States
Erica M.
The price is SAR 552
SAR 1,186 total
includes taxes & fees
7 Dec - 8 Dec
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

#26 Beautifully Renovated 2 BR Home

Plainville
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
The price is SAR 410
SAR 865 total
includes taxes & fees
10 Dec - 11 Dec
#26 Beautifully Renovated 2 BR Home

Private Apartment in Berlin

2.0 star property
Berlin
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
The price is SAR 439
SAR 1,186 total
includes taxes & fees
7 Dec - 8 Dec
Private Apartment in Berlin

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Windsor Locks
10.0 out of 10, Exceptional, (2)
"We loved this space for our short stay. The rooms and space were cozy with a fun theme. Everything was clean and check in/out was easy. The host was responsive and helpful. We would stay here again"
United States
Amanda W.
The price is SAR 628
SAR 1,570 total
includes taxes & fees
4 Dec - 5 Dec
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

New Britain
10.0 out of 10, Exceptional, (7)
"Beautiful, clean, bright, spacious and easy to travel to. Felt safe. Nice to have the garage to park in. "
United States
Angela L.
The price is SAR 422
SAR 925 total
includes taxes & fees
15 Dec - 16 Dec
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

PICON COZY

Sixteen Acres
7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
United States
Linda W.
The price is SAR 300
SAR 660 total
includes taxes & fees
23 Dec - 24 Dec
PICON COZY

Newly Beautiful renovated first floor apartment getaway

Forest Park
8.8 out of 10, Excellent, (3)
"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 SAR 625
SAR 1,280 total
includes taxes & fees
4 Dec - 5 Dec
Newly Beautiful renovated first floor apartment getaway

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

Forest Park
9.8 out of 10, Exceptional, (36)
"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 SAR 660
SAR 1,136 total
includes taxes & fees
4 Dec - 5 Dec
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Manchester
9.8 out of 10, Exceptional, (6)
"Spacious, clean and comfortable home. Nice neighborhood near a nice park and trails . Beds were comfortable, kitchen had the pots and pans we needed for dinner and breakfast. Perfect space for us and our 3 adult boys. "
United States
Denise L.
The price is SAR 597
SAR 1,242 total
includes taxes & fees
7 Dec - 8 Dec
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Charming 3-Bedroom Home with Modern Comforts in West Hartford

2.0 star property
West Hartford
8.6 out of 10, Excellent, (9)
"Great house in a safe neighborhood with a fenced in yard. Amenities provided. "
United States
Ben H.
The price is SAR 516
SAR 1,153 total
includes taxes & fees
4 Dec - 5 Dec
Charming 3-Bedroom Home with Modern Comforts in West Hartford

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

East Granby
8.6 out of 10, Excellent, (4)
"Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!"
United States
Sgt W.
The price is SAR 597
SAR 1,722 total
includes taxes & fees
8 Dec - 9 Dec
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

Big farmhouse in the foothills of the Berkshires

Russell
10.0 out of 10, Exceptional, (143)
"Perfect spot for a family celebration!"
United States
Kerry P.
The price is SAR 751
SAR 1,377 total
includes taxes & fees
9 Dec - 10 Dec
Big farmhouse in the foothills of the Berkshires

Welcoming 3-bedroom house- Gardner home

2.0 star property
Chicopee
The price is SAR 562
SAR 1,382 total
includes taxes & fees
1 Jan - 2 January 2026
Welcoming 3-bedroom house- Gardner home

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

Rocky Hill
The price is SAR 345
SAR 515 total
includes taxes & fees
4 Dec - 5 Dec
One private bedroom with work space and shared home with spa.

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

Plainville
10.0 out of 10, Exceptional, (3)
"Great weekend with friends!"
United States
Neil R.
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 10

2-bedroom Oasis in Portland

2.0 star property
Portland
The price is SAR 591
SAR 2,211 total
includes taxes & fees
9 Dec - 10 Dec
2-bedroom Oasis in Portland
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