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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 194 Vacation Homes in West Simsbury with updated reviews, rates, and availability.

Stylish & Luxurious 3 BDR Home with Play Station
Fridge, microwave, oven, stovetop

Stylish & Luxurious 3 BDR Home with Play Station

9.4 out of 10, Exceptional, (10)
"We needed a place for our family of 6 to stay while visiting family in the area. This place was exactly what we needed, as advertised, and the owner was quick with communications. We would definitely stay here again!"
Stylish & Luxurious 3 BDR Home with Play Station
Lakefront Retreat w Hot Tub, Game Room & Peaceful Views - Fall Mountain Lake
Outdoor spa tub

Lakefront Retreat w Hot Tub, Game Room & Peaceful Views - Fall Mountain Lake

10.0 out of 10, Exceptional, (3)
"Everything was great. "
Lakefront Retreat w Hot Tub, Game Room & Peaceful Views - Fall Mountain Lake
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area

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

9.4 out of 10, Exceptional, (15)
"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!
Tranquil Litchfield Connecticut Retreat".
Property grounds

Tranquil Litchfield Connecticut Retreat".

9.2 out of 10, Wonderful, (11)
"This is a neat, clean and lovely little place that perfectly suited our needs. It had all the amenities we needed for our short stay. Jose was a gracious host, answering all of my questions promptly - even the one about the mattresses which were incredibly comfortable! "
The price is AED 808
AED 1,141 total
includes taxes & fees
4 May - 5 May
Tranquil Litchfield Connecticut Retreat".
Owl's Nest - Cozy Westfield Home w/ Fire Pit
Fridge, microwave, oven, stovetop

Owl's Nest - Cozy Westfield Home w/ Fire Pit

9.0 out of 10, Wonderful, (4)
"Property worked well for us "
Owl's Nest - Cozy Westfield Home w/ Fire Pit
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Outdoor pool

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

10.0 out of 10, Exceptional, (7)
"It was a great house to host our family for Thanksgiving dinner! "
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Interior

Charming 3BR Hilltop House, Newly Remodeled with Arcade

10.0 out of 10, Exceptional, (19)
"Very nice clean house. Felt like coming home after work"
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Interior

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

2.0 star property
10.0 out of 10, Exceptional, (2)
"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!! "
The price is AED 1,440
AED 3,046 total
includes taxes & fees
20 May - 21 May
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
WeHa Oak Haven
Private kitchen

WeHa Oak Haven

10.0 out of 10, Exceptional, (5)
"Lovely property in a great area of West Hartford. Will definitely stay again!"
WeHa Oak Haven
Cozy 4 Bedroom West Hartford House
Smart TV, fireplace

Cozy 4 Bedroom West Hartford House

2.0 star property
9.0 out of 10, Wonderful, (4)
"This was the best property for our large family. The host was very attentive to our family. Thank again for everything."
Cozy 4 Bedroom West Hartford House
Cozy 2 Bedroom Family Stay
Private kitchen

Cozy 2 Bedroom Family Stay

9.8 out of 10, Exceptional, (8)
"We had a great stay in Manchester! Quick walk to stores, restaurants, and Main St Manchester. The apartment was clean and spacious. Would definitely recommend & stay here again!"
Cozy 2 Bedroom Family Stay
Blue Back Bungalow
Exterior

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is AED 459
AED 1,410 total
includes taxes & fees
4 May - 5 May
Blue Back Bungalow
Island Vibes Home
Interior

Island Vibes Home

9.4 out of 10, Exceptional, (17)
"House was just as described. Clean and well stocked. Communication and instructions were clear. Great location. "
Island Vibes Home
The Skyway
Private kitchen

The Skyway

10.0 out of 10, Exceptional, (5)
"Very well staged. Smart TV’s in every room. Quiet, safe area. Comfortable bed. It was perfect for my short stay"
The price is AED 489
AED 1,339 total
includes taxes & fees
5 May - 6 May
The Skyway
Linny's Lakeview Cottage - Cozy, fun & updated
Fridge, microwave, oven, stovetop

Linny's Lakeview Cottage - Cozy, fun & updated

9.8 out of 10, Exceptional, (57)
"Enjoyed our stay. "
Linny's Lakeview Cottage - Cozy, fun & updated
Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton
Aerial view

Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton

10.0 out of 10, Exceptional, (2)
"I stayed with my mom and the 2 bedroom 1 bath was perfect for our stay. The house way cozy and in a quiet area. Would absolutely stay again; my mom is already talking about coming back to explore more of the surrounding areas!"
Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton
Two Bedroom Apartment in Berlin, CT
Fridge, microwave, oven, stovetop

Two Bedroom Apartment in Berlin, CT

2.0 star property
10.0 out of 10, Exceptional, (3)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is AED 464
AED 1,052 total
includes taxes & fees
4 May - 5 May
Two Bedroom Apartment in Berlin, CT
NEW! Charming Riverside Home-CT River Private, Spacious, Family & Pet Friendly
Interior

NEW! Charming Riverside Home-CT River Private, Spacious, Family & Pet Friendly

10.0 out of 10, Exceptional, (5)
"Great home and nice activities with kids."
NEW! Charming Riverside Home-CT River Private, Spacious, Family & Pet Friendly
Mountaintop Horse Farm with Heated Pool
Outdoor pool, a heated pool

Mountaintop Horse Farm with Heated Pool

10.0 out of 10, Exceptional, (22)
"This was a much needed haven! Frank was very helpful and hospitable. All of the animals were a definite plus! "
Mountaintop Horse Farm with Heated Pool
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (9)
"This property was exactly what we needed. Perfect location beautiful house very clean and very comfortable. We will definitely return "
The price is AED 613
AED 1,234 total
includes taxes & fees
12 May - 13 May
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
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

Blue Back Bungalow
Exterior

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is AED 459
AED 1,410 total
includes taxes & fees
4 May - 5 May
Blue Back Bungalow
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area

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

9.4 out of 10, Exceptional, (15)
"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!
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Dining

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

9.0 out of 10, Wonderful, (12)
"Enjoyed my stay . Went to fishing spots around the area. "
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
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.