A wetland with a small pond surrounded by grassy fields and hills in the background.

Holiday Homes in Southwick

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Southwick holiday homes

A spacious kitchen with a large island, wooden beams, and pendant lighting.

1. Linny's - Private Dock - Lake Access - Firepit

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (43 reviews)
"Perfect, relaxing and easy!"
United States
Wendy C.
The price is NZ$672
includes taxes & fees
14 Oct - 15 Oct
Linny's - Private Dock - Lake Access - Firepit
A house with a porch, a garden with pink flowers, and a stone wall along the road.

2. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (152 reviews)
"Great location"
United States
Will G.
The price is NZ$614
includes taxes & fees
6 Oct - 7 Oct
Big farmhouse in the foothills of the Berkshires
A room with a large potted tree, a wooden cabinet, a round table, and a sofa with a cushion.

3. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (16 reviews)
"The property was clean and inviting. The basement game room was amazing"
United States
Michael P.
The price is NZ$596
includes taxes & fees
5 Oct - 6 Oct
The Serene Skyway Retreat

4. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is NZ$438
includes taxes & fees
29 Sept - 30 Sept
Cozy 2-Bedroom Springfield Home 1.5 Baths
A cozy room with two beds, large windows, and a view of a snowy landscape.

5. The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (77 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
The price is NZ$476
includes taxes & fees
29 Sept - 30 Sept
The Creation Station is a cozy place so make yourself at home.
A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

6. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.4 out of 10, Exceptional, (6 reviews)
"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 NZ$695
includes taxes & fees
28 Sept - 29 Sept
Beautifully Renovated First-Floor Apartment Getaway
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove. There is a dining table with chairs and a coffee maker on the table.

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

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Windsor Locks
10.0 out of 10, Exceptional, (11 reviews)
"Great stay, home was comfortable and communication w owner was very smooth!"
United States
Stacey P.
The price is NZ$982
includes taxes & fees
28 Sept - 29 Sept
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
A modern living room with a sofa, a coffee table, and a red patterned rug.

8. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (47 reviews)
"It was nice stay!"
United States
Lorrie
The price is NZ$598
includes taxes & fees
28 Sept - 29 Sept
Cozy & Spacious Entire Home in Springfield
A bedroom with a bed, curtains, a bedside table, and a lamp.

9. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (17 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is NZ$772
includes taxes & fees
6 Oct - 7 Oct
Townhouse with Pool Table - Renovated w/ King Bed
A modern living room with a sofa, a coffee table, and a rug.

10. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
9.8 out of 10, Exceptional, (10 reviews)
"Good location"
United States
Arthur
The price is NZ$210
includes taxes & fees
29 Sept - 30 Sept
Entire guest suite in South Windsor, Connecticut
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

11. Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.4 out of 10, Very good, (20 reviews)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
The price is NZ$635
includes taxes & fees
27 Sept - 28 Sept
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A circular stone fire pit surrounded by large rocks and gravel, set in a forested area.

12. Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
6.6 out of 10, (4 reviews)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
United States
Joseph C.
The price is NZ$514
includes taxes & fees
5 Oct - 6 Oct
Sun Filled Lake House Living
A living room with two sofas, a coffee table, and a potted plant.

13. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.2 out of 10, Wonderful, (13 reviews)
"Great stay"
United States
Angelina O.
The price is NZ$689
includes taxes & fees
27 Sept - 28 Sept
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

14. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.6 out of 10, Exceptional, (9 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is NZ$625
includes taxes & fees
7 Oct - 8 Oct
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A spacious living area with a large sofa, a kitchen island with bar stools, a wooden staircase, and a television displaying a movie.

15. Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
8.0 out of 10, Very good, (1 review)
"Very good trip overall. Great location. Just a few things needed to make it over the top!"
United States
William C B.
The price is NZ$502
includes taxes & fees
27 Sept - 28 Sept
Real Estate: Therapy - Lake, Laundry, Love it
A covered porch with two black wicker chairs and a small table, a striped rug, and a view of neighboring houses and a fire truck.

16. Beautiful 4BR 2 Bathroom House with Parking

Beautiful 4BR 2 Bathroom House with Parking
Forest Park
9.8 out of 10, Exceptional, (15 reviews)
"The hosts were super accommodating. The house was very clean with towels and shower stuff available."
United States
Julia S.
The price is NZ$1,309
includes taxes & fees
28 Sept - 29 Sept
Beautiful 4BR 2 Bathroom House with Parking
A living room with a green sofa, a fireplace, and a television.

17. Stylish 4BR 2 Bathroom Home in Forest Park

Stylish 4BR 2 Bathroom Home in Forest Park
Forest Park
10.0 out of 10, Exceptional, (5 reviews)
"Home was a perfect gathering and resting place for our group of employees working in the state buildings at the Big E"
United States
Sharon R.
The price is NZ$1,323
includes taxes & fees
7 Oct - 8 Oct
Stylish 4BR 2 Bathroom Home in Forest Park
A dining area with a glass table and chairs, a kitchen with white cabinets and appliances, and a cityscape painting on the wall.

18. Newly Renovated 6-Bedroom, 2-Bath Single-Family Home

Newly Renovated 6-Bedroom, 2-Bath Single-Family Home
Forest Park
8.0 out of 10, Very good, (1 review)
"Host makes exceptional efforts to make improvements when needed.The 3 levels provided individual privacy for our large group. We had a pleasant stay.Thank you Rose for your friendly hospitality."
United States
SCOTT C.
The price is NZ$1,197
includes taxes & fees
27 Sept - 28 Sept
Newly Renovated 6-Bedroom, 2-Bath Single-Family Home
A spacious kitchen with wooden cabinets, a large island, and a dining area with chairs and a rug.

19. Spacious Yard w/ Gazebo: Charming Windsor Retreat

Spacious Yard w/ Gazebo: Charming Windsor Retreat
Windsor
9.4 out of 10, Exceptional, (12 reviews)
"The place is easy to locate. It is as beautiful as the photo. Clean and spacious.I definitely would stay there again."
United States
Delores N.
The price is NZ$1,233
includes taxes & fees
28 Sept - 29 Sept
Spacious Yard w/ Gazebo: Charming Windsor Retreat
A cozy attic bedroom with a sloped ceiling, wooden beams, a large window with a view of trees, a bed, a desk, and a kitchenette.

20. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (9 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is NZ$645
includes taxes & fees
28 Sept - 29 Sept
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwick Hotel Reviews

Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

10/10 Excellent
"Lugar renovado muy limpio"
Angel 3-night trip
Posted 1 hour ago
Motel 6 Enfield, CT - Hartford

Find out more about Southwick

Southwick Holiday Homes information

Number of reviews
459
Accommodation
185 Holiday Homes
Lowest Price
NZ$210
Highest Price
NZ$1,323