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Compare 148 Vacation Homes in Southwick with updated reviews, rates, and availability.

Historic Farmhouse Near Mountains & Colleges!
Westfield Vacation Rental | 4BR | 2BA | 2,000 Sq Ft | Stairs Required
Historic Farmhouse Near Mountains & Colleges!
10.0 out of 10, Exceptional, (2)
"Beautiful & well-maintained historic home.... everything was perfect! Amendies were first class! We will be back:)"
Historic Farmhouse Near Mountains & Colleges!
PICON COZY
Private kitchen
PICON COZY
7.6 out of 10, Good, (54)
"I booked this for my daughter who is looking to relocate to Western Mass from Central Mass and it was perfect for her. The host was extra helpful and accomodating, and while it was a small and simple space, she was very comfortable and cozy. She would definitely stay again."
The price is AED 275
AED 625 total
includes taxes & fees
18 Nov - 19 Nov
PICON COZY
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!
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Kitchen
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
9.6 out of 10, Exceptional, (29)
"It was nice stay!"
The price is AED 918
AED 1,471 total
includes taxes & fees
18 Nov - 19 Nov
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
View from deck looking over our dock on a still day in last days of October.
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
10.0 out of 10, Exceptional, (146)
"Beautiful fall colors surrounding the lake. "
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
Tranquil 3-BR Waterfront Retreat
Tranquil 3-BR Waterfront Retreat
9.8 out of 10, Exceptional, (10)
"Very clean and nicely decorated. Comfortable vibe. Came to relax and enjoy the fall colors. It looks bigger in the pictures, but was plenty big for the 4 of us. Having laundry was a plus, and enjoyed the ping pong table Loved the duvet covers…so soft. Upstairs bathroom could use a mirror in a better place, as blow drying hair and putting on makeup would be difficult, but just didn’t bother. Hope to go again next fall. "
Tranquil 3-BR Waterfront Retreat
The Creation Station is a cozy place so make yourself at home.
Exterior
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (61)
"We needed a pet friendly location to stay for one night. This place is amazing. Very unconventional and much more than I needed for my family of four but I would recommend it highly. The host was very helpful and friendly. The property would be great for an adult birthday or an extended family get together. "
The price is AED 661
AED 1,017 total
includes taxes & fees
18 Nov - 19 Nov
The Creation Station is a cozy place so make yourself at home.
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
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
Granby Vacation Rental | 3BR | 2.5BA | 3,300 Sq Ft | 4 Stairs to Access
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
9.8 out of 10, Exceptional, (27)
"Very quiet home. Well equipped for a large family "
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
Pet-Friendly Farmhouse: Cozy with Large Yard
Interior
Pet-Friendly Farmhouse: Cozy with Large Yard
10.0 out of 10, Exceptional, (1)
"This was a fantastic home, property and location. Great places to eat close by. Property was fully fenced with plenty of space for kids and pets. 1 slight issue which was quickly rectified even at 11PM in the evening. Great communication!!"
Pet-Friendly Farmhouse: Cozy with Large Yard
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
18 Nov - 19 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 905
AED 2,332 total
includes taxes & fees
19 Nov - 20 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
10.0 out of 10, Exceptional, (1)
"Pictures are accurate . The place was more than I expected."
Pet-Friendly Westfield Home w/ Fenced Yard!
Pristine Home In Becket Woods
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods
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
19 Nov - 20 Nov
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
Our open concept living room makes the small home feel spacious and comfortable
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
9.8 out of 10, Exceptional, (54)
"Very nice and clean. Great location for proximity to our family"
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
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
Private Cabin On Over 12 Acres Of Woods!
Private Cabin On Over 12 Acres Of Woods!
9.6 out of 10, Exceptional, (4)
"The property was perfect for our weekend in Becket. The house was very comfortable and the grounds quite beautiful. We enjoyed our visit."
Private Cabin On Over 12 Acres Of Woods!
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 Southwick

Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
Our open concept living room makes the small home feel spacious and comfortable
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
9.8 out of 10, Exceptional, (54)
"Very nice and clean. Great location for proximity to our family"
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
The Lake-we provide kayaks and a canoe!
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (209)
"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Peace and quiet on the lake
Exterior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (198)
"Great trip to Berkshires! Had so much fun. Great property and our dog loved the backyard. We were so happy it was fenced. "
Peace and quiet on the lake
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.