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

Search Holiday Homes in Southwick

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Southwick holiday homes

A house with a porch, a garden with pink flowers, and a stone wall along the road.

1. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (153 reviews)
"Great location"
United States
Will G.
The price is £264
includes taxes & fees
12 Oct - 13 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.

2. 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 £222
includes taxes & fees
5 Oct - 6 Oct
The Serene Skyway Retreat
Bedroom

3. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Windsor Locks
The price is £68
includes taxes & fees
1 Nov - 2 Nov
1 Queen Bed | Micfridge
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.

4. 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 £403
includes taxes & fees
27 Oct - 28 Oct
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
A massage chair with a footrest and controls, positioned in a room with a side table holding a lamp, a clock, and a speaker.

5. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is £190
includes taxes & fees
6 Oct - 7 Oct
Cozy 2-Bedroom Springfield Home 1.5 Baths
A modern living room with a sofa, a coffee table, and a red patterned rug.

6. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (50 reviews)
"It was nice stay!"
United States
Lorrie
The price is £262
includes taxes & fees
5 Oct - 6 Oct
Cozy & Spacious Entire Home in Springfield
A cozy room with two beds, large windows, and a view of a snowy landscape.

7. 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, (79 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 £205
includes taxes & fees
5 Oct - 6 Oct
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.

8. 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 £262
includes taxes & fees
2 Nov - 3 Nov
Beautifully Renovated First-Floor Apartment Getaway
A modern living room with a sofa, a coffee table, and a rug.

9. 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 £93
includes taxes & fees
11 Oct - 12 Oct
Entire guest suite in South Windsor, Connecticut
A two-story house with a porch, a large tree in front, and a mailbox.

10. Modern Victorian 3BR 2BA Apt with Parking

Modern Victorian 3BR 2BA Apt with Parking
McKnight
10.0 out of 10, Exceptional, (3 reviews)
"This is a beautiful old Victorian home. Very well maintained and very well appointed. The hosts are attentive and respond to questions promptly. The house was well stocked with all essentials Highly recommended."
United States
Brandi S.
The price is £512
includes taxes & fees
7 Oct - 8 Oct
Modern Victorian 3BR 2BA Apt with Parking
A modern kitchen with a central island, wooden bar stools, and recessed lighting.

11. Spacious & Newly Renovated Longmeadow Getaway

Spacious & Newly Renovated Longmeadow Getaway
Longmeadow
6.0 out of 10, (3 reviews)
"Great location. Comfortable beds. Good air conditioning."
United States
Matt K.
The price is £502
includes taxes & fees
8 Oct - 9 Oct
Spacious & Newly Renovated Longmeadow Getaway
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.

12. 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 £544
includes taxes & fees
7 Oct - 8 Oct
Beautiful 4BR 2 Bathroom House with Parking
A bedroom with a bed, curtains, a bedside table, and a lamp.

13. 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 £355
includes taxes & fees
6 Oct - 7 Oct
Townhouse with Pool Table - Renovated w/ King Bed
A living room with a green sofa, a fireplace, and a television.

14. 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)
"The house was in a great location it was minutes away from the Big E Fairgrounds and MGM Casino."
United States
HEATHER D.
The price is £563
includes taxes & fees
7 Oct - 8 Oct
Stylish 4BR 2 Bathroom Home in Forest Park
A spacious living room with a large black sofa, a coffee table, and a fireplace. There are multiple doors leading to other rooms, and the walls are adorned with framed artwork.

15. 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 £519
includes taxes & fees
7 Oct - 8 Oct
Newly Renovated 6-Bedroom, 2-Bath Single-Family Home
Living area

16. Lakefront Property with Scenic View - All Seasons!

Lakefront Property with Scenic View - All Seasons!
Enfield
10.0 out of 10, Exceptional, (2 reviews)
"My family and I stayed in this lovely cottage the night before our son’s graduation from UConn (approx 49 mins from campus). It was very clean, in a quiet neighborhood and perfect for our needs. Communication with the host was great. We look forward to staying here again in the future."
United States
Diana M.
The price is £337
includes taxes & fees
7 Oct - 8 Oct
Lakefront Property with Scenic View - All Seasons!
A circular stone fire pit surrounded by large rocks and gravel, set in a forested area.

17. 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 £200
includes taxes & fees
5 Oct - 6 Oct
Sun Filled Lake House Living
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.6 out of 10, Excellent, (21 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 £302
includes taxes & fees
8 Oct - 9 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

19. 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 £279
includes taxes & fees
13 Oct - 14 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.

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

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
9.0 out of 10, Wonderful, (2 reviews)
"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 £235
includes taxes & fees
5 Oct - 6 Oct
Real Estate: Therapy - Lake, Laundry, Love it
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

Hotel Northampton

Hotel Northampton

10/10 Excellent
"A welcoming place to come "home" to..."
Irene 1-night trip
Posted 6 hours ago
Hotel Northampton

Find out more about Southwick

Southwick Holiday Homes information

Number of reviews
404
Accommodation
183 Holiday Homes
Lowest Price
£68
Highest Price
£563