Southwick Vacation Homes
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Sat, Feb 7

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your current months are February, 2026 and March, 2026.

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Our top choices for Southwick vacation homes

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow

8.2 out of 10, Very Good, (10 reviews)

8.2/10

Very Good

(10 reviews)

"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."

Matthew H.

The price is ￥12,300

￥12,300

￥23,305 total

includes taxes & fees

Jan 25 - Jan 26

Tiny Home with AC and WiFi in lovely Ludlow

The Serene Skyway Retreat

Windsor Locks

9.0 out of 10, Wonderful, (12 reviews)

9.0/10

Wonderful

(12 reviews)

"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."

Apex A.

The price is ￥11,989

￥11,989

￥42,730 total

includes taxes & fees

Jan 29 - Jan 30

The Serene Skyway Retreat

3 bedrooms, iron/ironing board, WiFi, bed sheets

Welcoming 3-bedroom house- Gardner home

Chicopee

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Overall had a great stay, the space is cozy and welcoming."

Gracie B.

The price is ￥18,684

￥18,684

￥54,230 total

includes taxes & fees

Jan 29 - Jan 30

Welcoming 3-bedroom house- Gardner home

4 bedrooms, iron/ironing board, free WiFi, bed sheets

Newly Beautiful renovated first floor apartment getaway

Forest Park

8.8 out of 10, Excellent, (3 reviews)

8.8/10

Excellent

(3 reviews)

"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "

Alyssa A.

The price is ￥25,924

￥25,924

￥53,612 total

includes taxes & fees

Jan 29 - Jan 30

Newly Beautiful renovated first floor apartment getaway

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

Windsor Locks

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Yes the host was amazing! Great communication, clean house, over all great stay "

Arannie G.

The price is ￥23,542

￥23,542

￥61,950 total

includes taxes & fees

Jan 26 - Jan 27

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

Cozy Home in Holyoke with 3 bedrooms

Holyoke

9.8 out of 10, Exceptional, (13 reviews)

9.8/10

Exceptional

(13 reviews)

"Very neat and clean. Decorated for Fall, which was nice. All amenities made for a really nice time."

Stacy G.

The price is ￥20,241

￥20,241

￥51,132 total

includes taxes & fees

Jan 29 - Jan 30

Cozy Home in Holyoke with 3 bedrooms

Entire guest suite in South Windsor, Connecticut

South Windsor

The price is ￥10,557

￥10,557

￥15,311 total

includes taxes & fees

Jan 26 - Jan 27

Entire guest suite in South Windsor, Connecticut

3 bedrooms, desk, iron/ironing board, travel crib

Townhouse with Pool Table - Renovated w/ King Bed

Chicopee

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Perfect stay for a family. Enjoyed the pool table. Beds were comfortable. Showers were perfect. Beautifully decorated. We felt right at home. Would definitely stay again. "

Tonya Z.

The price is ￥28,026

￥28,026

￥60,236 total

includes taxes & fees

Jan 29 - Jan 30

Townhouse with Pool Table - Renovated w/ King Bed

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

East Granby

8.6 out of 10, Excellent, (4 reviews)

8.6/10

Excellent

(4 reviews)

"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!"

Sgt W.

The price is ￥27,741

￥27,741

￥75,971 total

includes taxes & fees

Jan 26 - Jan 27

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

Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+

McKnight

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Apt was very spacious and welcoming. Kitchen gets really warm when you cook but with ac units in every room the rest of the house is comfortable. Definitely a place to stay. "

ERIC m.

The price is ￥130,321

￥130,321

￥213,384 total

includes taxes & fees

Feb 4 - Feb 5

Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+

Premium 3-Story Townhome | Perfect for Large Groups

Bloomfield

9.2 out of 10, Wonderful, (5 reviews)

9.2/10

Wonderful

(5 reviews)

"Great stay. "

Le Dung H.

The price is ￥41,105

￥41,105

￥102,778 total

includes taxes & fees

Jan 26 - Jan 27

Premium 3-Story Townhome | Perfect for Large Groups

Desk, iron/ironing board, travel crib, WiFi

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

Easthampton Ma.

10.0 out of 10, Exceptional, (73 reviews)

10/10

Exceptional

(73 reviews)

"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. "

Connie P.

The price is ￥28,026

￥28,026

￥43,132 total

includes taxes & fees

Jan 26 - Jan 27

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

2 bedrooms, desk, iron/ironing board, travel crib

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

Sherwood Forest

9.6 out of 10, Exceptional, (10 reviews)

9.6/10

Exceptional

(10 reviews)

"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."

James D.

The price is ￥24,943

￥24,943

￥58,991 total

includes taxes & fees

Jan 25 - Jan 26

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

4 bedrooms, iron/ironing board, WiFi, bed sheets

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

Sixteen Acres

8.8 out of 10, Excellent, (5 reviews)

8.8/10

Excellent

(5 reviews)

"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. "

Lauren H.

The price is ￥32,230

￥32,230

￥56,172 total

includes taxes & fees

Jan 26 - Jan 27

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

4 bedrooms, iron/ironing board, travel crib, free WiFi

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

Forest Park

9.6 out of 10, Exceptional, (37 reviews)

9.6/10

Exceptional

(37 reviews)

"His home was great. It had everything our group needed and was as advertised. We enjoyed our stay and would definitely come back again. "

Matthew C.

The price is ￥27,660

￥27,660

￥47,632 total

includes taxes & fees

Jan 26 - Jan 27

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

Big farmhouse in the foothills of the Berkshires

Russell

10.0 out of 10, Exceptional, (143 reviews)

10/10

Exceptional

(143 reviews)

"Perfect spot for a family celebration!"

Kerry P.

The price is ￥26,313

￥26,313

￥50,854 total

includes taxes & fees

Jan 25 - Jan 26

Big farmhouse in the foothills of the Berkshires

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

Bloomfield

8.8 out of 10, Excellent, (5 reviews)

8.8/10

Excellent

(5 reviews)

"I had a great time and I felt very welcome"

Avis b.

The price is ￥47,956

￥47,956

￥117,313 total

includes taxes & fees

Jan 25 - Jan 26

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

Spacious 4-Bedroom Home for Groups & Families — Minutes from Hartford

East Hartford

6.0 out of 10, (2 reviews)

6.0/10

(2 reviews)

"Great place to stay the nites"

John S.

The price is ￥35,811

￥35,811

￥70,299 total

includes taxes & fees

Jan 27 - Jan 28

Spacious 4-Bedroom Home for Groups & Families — Minutes from Hartford

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

Collinsville

10.0 out of 10, Exceptional, (61 reviews)

10/10

Exceptional

(61 reviews)

"Fabulous location. I can honestly say cleanest VRBO we’ve ever stayed!!"

Jeanmarie G.

The price is ￥32,931

￥32,931

￥60,954 total

includes taxes & fees

Jan 25 - Jan 26

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

Newly renovated 6-bedroom 2bath single family house.

Forest Park

The price is ￥42,849

￥42,849

￥77,760 total

includes taxes & fees

Jan 26 - Jan 27

Newly renovated 6-bedroom 2bath single family house.

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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