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Compare 131 Vacation Homes in West Simsbury with updated reviews, rates, and availability.

Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Fridge, microwave, oven, stovetop
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
10.0 out of 10, Exceptional, (3)
"Everything from check in to check out was a breeze. The house is clean, cozy and comfortable. Managers are very responsive and kind. We needed to extend our stay due to a medical issue, they were very gracious and were happy to help anyway possible. I would most definitely book again. Only thing i would like to share is the flight of stairs to get to main floor of the house could be difficult for some people, just keep that in mind. We were fine with it and were traveling with my mother in law...
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Mountaintop Horse Farm with Heated Pool
Outdoor pool, a heated pool
Mountaintop Horse Farm with Heated Pool
10.0 out of 10, Exceptional, (16)
"How fun to stay above a hose barn in such a spectaular spot. The apartment was much more spacious than we expected and really fun! As we sat poolside for a little bit we watched Frank driving his tractor, heard animals chatting and played with the dogs. It was the perfect spot to call home during our high school reunion. Loved it and hope to return again some day!"
Mountaintop Horse Farm with Heated Pool
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.0 out of 10, Wonderful, (2)
"This was easily accessible to many places and the check-in process and communications with the owner were exceptional. Great place to stay."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
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Big farmhouse in the foothills of the Berkshires
Property grounds
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, (123)
"The pictures truly do not emphasize what a Fabulous property this is!!! Very cozy, well appointed kitchen with all the utensils you might need. The rooms had plenty of bureau space and not to mention the killer claw foot bath tub upstairs!!! The grounds were spacious and well groomed with plenty of room for all sorts of activities. Eric was very accommodating and the place was spotless from the minute you enter. Awesome place to disconnect from it all and relax and enjoy the family!!! Definitely...
The price is $195
$363 total
includes taxes & fees
Jun 26 - Jun 27
Big farmhouse in the foothills of the Berkshires
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
Property grounds
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
10.0 out of 10, Exceptional, (8)
"Excellent rental. My only difficulty was arriving at midnight. No lights to find the narrow dirt road to the house. It was pitch black. I parked the car on the street and walked around until I was sure of where the road was to the house and where the lockbox was with the key. Once inside it was lovely, clean, welcoming and a perfect location."
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
Trout Brook Trail 2 · Sprawling Classic New England Home
Fridge, microwave, oven, stovetop
Trout Brook Trail 2 · Sprawling Classic New England Home
10.0 out of 10, Exceptional, (11)
"In town for our daughters graduation. The home was perfect in every way! Clean, all rooms are a good size, nicely situated kitchen, beautiful deck for socializing, our guests did not feel like we were on top of each other. Plenty of blankets, towels, kitchen supplies. Everything in good working condition. The home has antique charm with updated benefits. The host Mark was easy to communicate with. We walked to town and loved every part of our weekend! Its a must! Thank you Mark for sharing Trout...
The price is $278
$486 total
includes taxes & fees
Jun 16 - Jun 17
Trout Brook Trail 2 · Sprawling Classic New England Home
Relax or be active! The choice is yours in this pet-friendly family home.
Fridge, stovetop, cookware/dishes/utensils
Relax or be active! The choice is yours in this pet-friendly family home.
10.0 out of 10, Exceptional, (1)
"We were impressed with the kindness of the owners and loved the home. We were visitng due to a terrible situation, however we were able to book last minute and enjoyed the location and beauty od the home."
Relax or be active! The choice is yours in this pet-friendly family home.
lakefront estate
Pool
lakefront estate
3.8 out of 10, (8)
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate
comfortable home away from home
Fridge, microwave, oven, stovetop
comfortable home away from home
9.0 out of 10, Wonderful, (6)
"This little house is tucked behind some bigger neighbors. It was comfortable and quiet! We had a ball watching the antics of a family of squirrels. It fit our needs perfectly!"
comfortable home away from home
Beautiful retreat to the woods to enjoy the winter season.
Aerial view
Beautiful retreat to the woods to enjoy the winter season.
10.0 out of 10, Exceptional, (31)
"Very nice, well stocked and away from the hustle and bustle of city life. We had a great time."
Beautiful retreat to the woods to enjoy the winter season.
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
TV, DVD player, books, video library
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
9.8 out of 10, Exceptional, (44)
"Great experience over all. Would definitely recommend this cottage on the lake. Communication, check in, over all experience was great! Highly recommend!"
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
Newly Renovated Family House On Highland Lake with Dock
Fridge, microwave, oven, stovetop
Newly Renovated Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (19)
"The house was perfect for accommodating a large group of friends for a nice, relaxing break froze reality! It gave us space for cooking meals, playing games, and lounge around. The lake was perfect for a refreshing dip! It was overall an amazing experience!"
Newly Renovated Family House On Highland Lake with Dock
Massive 5 Bedrooms: 3King 2Queen
Fridge, microwave, oven, stovetop
Massive 5 Bedrooms: 3King 2Queen
The price is $348
$805 total
includes taxes & fees
Jul 9 - Jul 10
Massive 5 Bedrooms: 3King 2Queen
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
Fridge, microwave, stovetop, coffee/tea maker
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
Fridge, microwave, oven, stovetop
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
8.6 out of 10, Excellent, (10)
"Nice house..Good area.."
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
Modern & Cozy Cape | 4 Bedroom House | Central Location
Fridge, microwave, oven, stovetop
Modern & Cozy Cape | 4 Bedroom House | Central Location
10.0 out of 10, Exceptional, (3)
"It was good experience from start to finish. I would recommend it to others."
The price is $145
$313 total
includes taxes & fees
Jul 11 - Jul 12
Modern & Cozy Cape | 4 Bedroom House | Central Location
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
Property grounds
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
9.8 out of 10, Exceptional, (58)
"We enjoyed the back deck, walked to the restaurants and beautiful neighborhood. The house had everything we needed. We really enjoyed our stay and look forward coming back!"
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
Country home vacation oasis with pool, hot tub, near lake/hiking.
Property grounds
Country home vacation oasis with pool, hot tub, near lake/hiking.
Country home vacation oasis with pool, hot tub, near lake/hiking.
146 Ray · The Movie House In The Center
Fridge, microwave, oven, stovetop
146 Ray · The Movie House In The Center
10.0 out of 10, Exceptional, (3)
"The property was well maintained, the host was friendly and proactive, and the home is adorable, situated near lovely shops and dining. What more could you ask for in your stay? Five stars!"
146 Ray · The Movie House In The Center
The Connecticut Chalet - On 5 Acres!
Property grounds
The Connecticut Chalet - On 5 Acres!
The Connecticut Chalet - On 5 Acres!
Don't see what you're looking for?
See all available properties in West Simsbury
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.

Other property types in West Simsbury

Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
Property grounds
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
10.0 out of 10, Exceptional, (8)
"Excellent rental. My only difficulty was arriving at midnight. No lights to find the narrow dirt road to the house. It was pitch black. I parked the car on the street and walked around until I was sure of where the road was to the house and where the lockbox was with the key. Once inside it was lovely, clean, welcoming and a perfect location."
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
Fun Downtown Location 2nd flr
Dining
Fun Downtown Location 2nd flr
9.8 out of 10, Exceptional, (51)
"Great property for our family trip. We had lots of fun. Owner was responsive and communicative. Hope to be back some day!"
Fun Downtown Location 2nd flr
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Fridge, microwave, oven, stovetop
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
10.0 out of 10, Exceptional, (3)
"Everything from check in to check out was a breeze. The house is clean, cozy and comfortable. Managers are very responsive and kind. We needed to extend our stay due to a medical issue, they were very gracious and were happy to help anyway possible. I would most definitely book again. Only thing i would like to share is the flight of stairs to get to main floor of the house could be difficult for some people, just keep that in mind. We were fine with it and were traveling with my mother in law...
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
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.

West Simsbury Vacation Homes information

Number of reviews
325
Accommodation
131 Vacation Homes
Lowest Price
$145
Highest Price
$348

Recent reviews of West Simsbury hotels
Expedia verified reviews

Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel

Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel

5/5 Excellent
"Price and convenience with modern facilities. Not old and run down like many other local hotels. "
A verified traveler stayed at Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel
Posted 1 day ago
Candlewood Suites Windsor Locks Bradley Arpt, an IHG Hotel