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Compare 152 Vacation Homes in West Simsbury with updated reviews, rates, and availability.

Charming 2-bedroom townhome
Room

Charming 2-bedroom townhome

2.0 star property
9.6 out of 10, Exceptional, (5)
"The home was beautiful and I would stay there again."
The price is AED 533
AED 806 total
includes taxes & fees
27 Nov - 28 Nov
Charming 2-bedroom townhome
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Beautiful 5BR Lake House on Highland Lake

Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!

10.0 out of 10, Exceptional, (90)
"Beautiful spot on the lake. Great house. "
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
15mins to Hartford, Home in Manchester w/ King Bed
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very spacious location. Ideal fit for our plans. "
The price is AED 687
AED 1,359 total
includes taxes & fees
3 Dec - 4 Dec
15mins to Hartford, Home in Manchester w/ King Bed
Tranquil Litchfield Connecticut Retreat".
Terrace/patio

Tranquil Litchfield Connecticut Retreat".

9.6 out of 10, Exceptional, (7)
"Quick trip"
The price is AED 808
AED 1,163 total
includes taxes & fees
26 Nov - 27 Nov
Tranquil Litchfield Connecticut Retreat".
Lakefront Home, Close to Mt Southington!
Wolcott Vacation Rental | 3BR | 2BA | 1,176 Sq Ft | Stairs Required

Lakefront Home, Close to Mt Southington!

10.0 out of 10, Exceptional, (13)
"Staff very much enjoyed the atmosphere after long days of work. Wonderful Ownership. Thank you so much Susan!"
Lakefront Home, Close to Mt Southington!
Family House On Highland Lake with Dock
Front of home

Family House On Highland Lake with Dock

10.0 out of 10, Exceptional, (23)
"Stayed for labor day with family from out of state. Plenty of room for 4 adults and 4 kids, Could have easily fit more. Had a great time on the dock and having fires in the back yard. "
Family House On Highland Lake with Dock
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Living Room

Charming 3BR Hilltop House, Newly Remodeled with Arcade

10.0 out of 10, Exceptional, (18)
"So glad we found this property to accommodate our family of six for the weekend. It was cozy, updated and immaculately clean. The owners seem to have thought of everything and clearly care about providing an exceptional experience. Highly recommend!"
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Pet-Friendly Farmhouse: Cozy with Large Yard
Interior

Pet-Friendly Farmhouse: Cozy with Large Yard

10.0 out of 10, Exceptional, (1)
"House has lots of room and a super nice screened in porch. Plants everywhere add a nice touch. Large fireplace, all upgraded appliances, big eat in kitchen. Property is on a busier road but backyard although clearly still a kind of cluttered farm setting Is quiet. "
Pet-Friendly Farmhouse: Cozy with Large Yard
NEW-Another Fun Downtown Location 1st floor
Exterior detail

NEW-Another Fun Downtown Location 1st floor

2.0 star property
10.0 out of 10, Exceptional, (6)
"This was our second stay at this VRBO and hope to stay again on return trips to the area."
NEW-Another Fun Downtown Location 1st floor
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
Welcome to the Chateau Loches at Longmeadow,The home of vacation entertainment.

Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame

9.2 out of 10, Wonderful, (5)
"Several colleagues and I stayed here for a conference in Springfield. While the location was fairly convenient and the house was very clean, there were areas that could be improved upon. We loved having several bathrooms but there was only one roll of toilet paper in each bathroom and no extras for replacements. We ended up having to buys some. Instead of having king beds in every room, it would be nice to have one king bedroom and to have multiple beds in the other bedrooms. The basement is...
The price is AED 1,818
AED 3,959 total
includes taxes & fees
25 Nov - 26 Nov
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
Beautiful Home - 3 King & 2 Queen - Rare Find
Living area

Beautiful Home - 3 King & 2 Queen - Rare Find

2.0 star property
The price is AED 1,024
AED 2,513 total
includes taxes & fees
25 Nov - 26 Nov
Beautiful Home - 3 King & 2 Queen - Rare Find
Pet-Friendly Westfield Home w/ Fenced Yard!
Westfield Vacation Rental | 4BR | 2BA | Steps to Enter | 1,500 Sq Ft

Pet-Friendly Westfield Home w/ Fenced Yard!

2.0 star property
9.0 out of 10, Wonderful, (2)
"Property worked well for us "
Pet-Friendly Westfield Home w/ Fenced Yard!
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.8 out of 10, Exceptional, (9)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Exterior

A “Wow” Experience everywhere there is something to stimulate your mind Interest

9.0 out of 10, Wonderful, (2)
"Great property and a great location. The host was more than welcoming and very easy to communicate to. This was our second visit to this location and we plan to stay again if availability allows. "
The price is AED 1,091
AED 2,097 total
includes taxes & fees
2 Dec - 3 Dec
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Cozy newly remodeled home close to major amenities in Connecticut a
Living room

Cozy newly remodeled home close to major amenities in Connecticut a

8.4 out of 10, Very Good, (16)
"I love staying here. Each visit I bring something new from Louisiana and leave it for the next guest. The cooking supplies are admirable for a home, and especially so for a home away-from-home. We couldn't find a better place to stay. The beds are super comfy, though the furniture requires extra padding. Fortunately there are lots of blankets to use as cishioning."
Cozy newly remodeled home close to major amenities in Connecticut a
Linny's Updated Lakeview Cottage - Cozy & Modern
Exterior

Linny's Updated Lakeview Cottage - Cozy & Modern

9.8 out of 10, Exceptional, (54)
"Very nice and clean. Great location for proximity to our family"
Linny's Updated Lakeview Cottage - Cozy & Modern
Hilda’s Riverside Retreat
Property grounds

Hilda’s Riverside Retreat

9.8 out of 10, Exceptional, (24)
"This is a great place to stay. Clean and cozy and the hosts were great to work with. We had a breaker trip and Kelly was here within 10 min to fix it."
Hilda’s Riverside Retreat
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Pool

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

10.0 out of 10, Exceptional, (5)
"Wow"
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*

#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*

10.0 out of 10, Exceptional, (2)
"The upstairs kitchen may need some extra ceramic bowls and silverware. The hot water may need to be turned up, it was tepid at best. Jeff was more than helpful getting us situated and comfortable. Great neighborhood, and availability to groceries, restaurants, and the great brewery 2 minutes away. Great room for families for togetherness and privacy"
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
136 Raymond · Prime West Hartford Center Location: Historic Gem

136 Raymond · Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (20)
"Immaculate Victorian home wonderfully renovated for modern convenience. Perfect Location; easy on/off Interstate 84. Gracious host who was ultra responsive. Very pleasant stay. "
136 Raymond · Prime West Hartford Center Location: Historic Gem
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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Other property types in West Simsbury

Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
You can enjoy nature without sacrificing any of the modern conveniences.

Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath

10.0 out of 10, Exceptional, (11)
"Could not have asked for more! Property was immaculate, the entire process was easy. Hosts are friendly and very easy to communicate with. Outdoor spaces are very peaceful and relaxing. We would highly recommend this property!"
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
136 Raymond · Prime West Hartford Center Location: Historic Gem

136 Raymond · Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (20)
"Immaculate Victorian home wonderfully renovated for modern convenience. Perfect Location; easy on/off Interstate 84. Gracious host who was ultra responsive. Very pleasant stay. "
136 Raymond · Prime West Hartford Center Location: Historic Gem
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Fall sunsets are a prize possession here at the lake!

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (26)
"We stayed at the property for 2 nights and it was just what we had hoped. We enjoyed the lake, the fall colors and the house thoroughly. Would love to come back someday. "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
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.