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

Holiday Homes in Southwick

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Southwick holiday homes

A wooden cabin with a snow-covered roof, surrounded by snow-laden trees and a clear path leading to the entrance.

1. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (154 reviews)
"Great place and stunning location. Absolutely loved the quiet and perfect mix of old times with modern convenience. Had a short stay this trip but intend on returning in the future."
United States
Dale B.
The price is €330
includes taxes & fees
29 Oct - 30 Oct
Big farmhouse in the foothills of the Berkshires
A modern kitchen with stainless steel appliances, a wooden dining table, and a ceiling fan.

2. Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags

Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags
West Springfield
The price is €293
includes taxes & fees
30 Oct - 31 Oct
Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags
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, (18 reviews)
"Very clean, the host was very responsive in a timely manner. The location was a nice suburban neighborhood, huge yard, on the end of a cul-de-sac. The kids loved the pool table & downstairs apartment. There are lots of stairs so maybe not the best for an older person, but they did have a ramp entry into the house. The house was very nicely decorated and comfortable furnishings."
United States
Jeanne J.
The price is €289
includes taxes & fees
22 Nov - 23 Nov
The Serene Skyway Retreat
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, (12 reviews)
"Great location for our six flags visit (about 15 minutes away)."
United States
Stacey B.
The price is €420
includes taxes & fees
15 Nov - 16 Nov
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

5. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is €227
includes taxes & fees
29 Oct - 30 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, (53 reviews)
"House was super clean, coffee was a nice surprise. Comfy beds, quiet street. Super close to the Big E. Thanks Rose!"
United States
Brian
The price is €315
includes taxes & fees
29 Oct - 30 Oct
Cozy & Spacious Entire Home in Springfield
A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

7. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.6 out of 10, Exceptional, (7 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 €310
includes taxes & fees
2 Nov - 3 Nov
Beautifully Renovated First-Floor Apartment Getaway
A modern kitchen with stainless steel appliances, a granite countertop, and a view into the dining area.

8. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (22 reviews)
"Fantastic stay in Holyoke. House is close to town, well outfitted, and super clean. Easy check in process and great experience all around. "
United States
Grant J.
The price is €325
includes taxes & fees
2 Nov - 3 Nov
Cozy Home in Holyoke with 3 bedrooms
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
10.0 out of 10, Exceptional, (12 reviews)
"Good location"
United States
Arthur
The price is €111
includes taxes & fees
2 Nov - 3 Nov
Entire guest suite in South Windsor, Connecticut
A cozy room with two beds, large windows, and a view of a snowy landscape.

10. 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 Creation Station is a cozy place so make yourself at home.
A two-story house with a porch, a large tree in front, and a mailbox.

11. 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 €668
includes taxes & fees
29 Oct - 30 Oct
Modern Victorian 3BR 2BA Apt with Parking
A bedroom with a bed, curtains, a bedside table, and a lamp.

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

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (18 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is €374
includes taxes & fees
3 Nov - 4 Nov
Townhouse with Pool Table - Renovated w/ King Bed
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.

13. Beautiful 4BR 2 Bathroom House with Parking

Beautiful 4BR 2 Bathroom House with Parking
Forest Park
9.8 out of 10, Exceptional, (16 reviews)
"The hosts were super accommodating. The house was very clean with towels and shower stuff available."
United States
Julia S.
The price is €660
includes taxes & fees
29 Oct - 30 Oct
Beautiful 4BR 2 Bathroom House with Parking
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 €703
includes taxes & fees
29 Oct - 30 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
7.0 out of 10, Good, (2 reviews)
"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 €494
includes taxes & fees
29 Oct - 30 Oct
Newly Renovated 6-Bedroom, 2-Bath Single-Family Home
Property grounds

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 €409
includes taxes & fees
3 Nov - 4 Nov
Lakefront Property with Scenic View - All Seasons!
A white building with a porch and a stone border.

17. 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
9.8 out of 10, Exceptional, (12 reviews)
"Fantastic host. Went out of their way to make our stay very pleasant. Beautiful historic home that felt very welcoming and cozy even though it is so big!"
United States
John
The price is €326
includes taxes & fees
2 Nov - 3 Nov
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.

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

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
9.4 out of 10, Exceptional, (3 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 €265
includes taxes & fees
3 Nov - 4 Nov
Real Estate: Therapy - Lake, Laundry, Love it
A circular stone fire pit surrounded by large rocks and gravel, set in a forested area.

19. 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 €242
includes taxes & fees
17 Nov - 18 Nov
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.

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

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.8 out of 10, Excellent, (24 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 €360
includes taxes & fees
4 Nov - 5 Nov
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
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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Top Southwick Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

8/10 Good
"Decent hotel for the cost, would recommend to stay there!"
Robert 1-night trip
Posted 7 hours ago
D. Hotel Suites & Spa

Find out more about Southwick

Southwick Holiday Homes information

Number of reviews
439
Accommodation
186 Holiday Homes
Lowest Price
€111
Highest Price
€703