Search Vacation Homes in Southwick

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Southwick

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow
8.4 out of 10, Very Good, (8)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is SAR 296
SAR 562 total
includes taxes & fees
2 Dec - 3 Dec
Tiny Home with AC and WiFi in lovely Ludlow

Cozy Home in Holyoke with 3 bedrooms

Holyoke
9.8 out of 10, Exceptional, (12)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
United States
Eric W.
The price is SAR 488
SAR 1,215 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Home in Holyoke with 3 bedrooms

The Serene Skyway Retreat

Windsor Locks
8.8 out of 10, Excellent, (11)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is SAR 293
SAR 1,027 total
includes taxes & fees
6 Dec - 7 Dec
The Serene Skyway Retreat

PICON COZY

Sixteen Acres
7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
United States
Linda W.
The price is SAR 300
SAR 660 total
includes taxes & fees
31 Dec - 1 January 2026
PICON COZY

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

Boston Road
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
The price is SAR 473
SAR 1,217 total
includes taxes & fees
2 Dec - 3 Dec
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

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

Windsor Locks
10.0 out of 10, Exceptional, (2)
"We loved this space for our short stay. The rooms and space were cozy with a fun theme. Everything was clean and check in/out was easy. The host was responsive and helpful. We would stay here again"
United States
Amanda W.
The price is SAR 627
SAR 1,581 total
includes taxes & fees
2 Dec - 3 Dec
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

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

Boston Road
9.2 out of 10, Wonderful, (13)
"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 SAR 473
SAR 1,205 total
includes taxes & fees
4 Dec - 5 Dec
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Townhouse with Pool Table - Renovated w/ King Bed

Chicopee
10.0 out of 10, Exceptional, (11)
"The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again."
United States
Matt G.
The price is SAR 675
SAR 1,451 total
includes taxes & fees
2 Dec - 3 Dec
Townhouse with Pool Table - Renovated w/ King Bed

Home in the Woods

Russell
10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at the Home in the Woods. We stayed for 1 night on the way to Amherst for a graduation. The home is very cozy and clean. Jessica was easy to communicate with and the check-in/check out process was simple. Highly recommend!"
United States
Travis H.
The price is SAR 634
SAR 1,206 total
includes taxes & fees
2 Dec - 3 Dec
Home in the Woods

Newly Beautiful renovated first floor apartment getaway

Forest Park
8.8 out of 10, Excellent, (3)
"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 SAR 625
SAR 1,292 total
includes taxes & fees
2 Dec - 3 Dec
Newly Beautiful renovated first floor apartment getaway

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

Easthampton Ma.
10.0 out of 10, Exceptional, (72)
"The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. "
United States
Connie P.
The price is SAR 675
SAR 1,048 total
includes taxes & fees
2 Dec - 3 Dec
The Creation Station is a cozy place so make yourself at home.

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

East Granby
8.6 out of 10, Excellent, (4)
"Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!"
United States
Sgt W.
The price is SAR 597
SAR 1,721 total
includes taxes & fees
2 Dec - 3 Dec
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Granby
9.4 out of 10, Exceptional, (20)
"Great overnight stay! "
United States
Carrie M.
The price is SAR 557
SAR 1,009 total
includes taxes & fees
2 Dec - 3 Dec
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Sherwood Forest
10.0 out of 10, Exceptional, (4)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is SAR 547
SAR 1,411 total
includes taxes & fees
2 Dec - 3 Dec
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Sixteen Acres
9.0 out of 10, Wonderful, (4)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
United States
Lauren H.
The price is SAR 777
SAR 1,366 total
includes taxes & fees
2 Dec - 3 Dec
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Sherwood Forest
9.6 out of 10, Exceptional, (10)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
The price is SAR 601
SAR 1,480 total
includes taxes & fees
2 Dec - 3 Dec
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Forest Park
9.8 out of 10, Exceptional, (36)
"Amazing stay! Conscientious to Tanglewood, and the property is fabulous. Highly recommend!"
United States
Maria E.
The price is SAR 659
SAR 1,144 total
includes taxes & fees
2 Dec - 3 Dec
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Sun Filled Lake House Living

2.0 star property
Avon
6.0 out of 10, (3)
"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 SAR 236
SAR 955 total
includes taxes & fees
16 Dec - 17 Dec
Sun Filled Lake House Living

Welcoming 3-bedroom house- Gardner home

2.0 star property
Chicopee
The price is SAR 450
SAR 1,277 total
includes taxes & fees
2 Dec - 3 Dec
Welcoming 3-bedroom house- Gardner home

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Collinsville
10.0 out of 10, Exceptional, (61)
"A very nice period home in a beautiful setting. The home is immaculate with all of the necessary essentials for an extended stay. The host is very responsive and keeps in touch to ensure that your stay is as enjoyable and comfortable as possible. "
United States
Virginia M.
The price is SAR 976
SAR 1,705 total
includes taxes & fees
2 Dec - 3 Dec
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
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.

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Southwick Hotel Reviews