Title: Southampton Vacation Rentals from CA $208: Short-Term Rentals for 2026 | Expedia.ca

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![Fall colors through the trees](https://images.trvl-media.com/place/6005419/6a103a6f-89a3-45b3-a375-ee4504b0214b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6005419/6a103a6f-89a3-45b3-a375-ee4504b0214b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6005419&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6005419&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6005419&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=6005419&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Southampton vacation rentals

![Private kitchen](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/65dc1ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/3240d16c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/b367f8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, internet, bed sheets](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/7ebdc850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trainmaster's Inn - Caboose

[](https://www.expedia.ca/Palmer-Hotels-Trainmasters-Inn-Caboose.h74444701.Hotel-Information)

Palmer

9.4/10

Exceptional

(10 reviews)

"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Edward L.

CA $209

CA $487 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Palmer-Hotels-Trainmasters-Inn-Caboose.h74444701.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/0213f810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/bd39e680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/f9881b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/f34cb099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Serene Skyway Retreat

[](https://www.expedia.ca/Windsor-Locks-Hotels-The-Serene-Skyway-Retreat.h112167151.Hotel-Information)

Windsor Locks

9.0/10

Wonderful

(13 reviews)

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

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Apex A.

CA $118

CA $398 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Windsor-Locks-Hotels-The-Serene-Skyway-Retreat.h112167151.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105670000/105660100/105660083/df22d08a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105670000/105660100/105660083/9f68233b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105670000/105660100/105660083/4a573ec1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105670000/105660100/105660083/8eda9941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Meadow Retreat

[](https://www.expedia.ca/Granby-Hotels-Peaceful-Meadow-Retreat.h105660083.Hotel-Information)

Granby

10/10

Exceptional

(20 reviews)

"We stayed here as a quick overnight trip for events in the area. We really enjoyed the property, reading through the guestbook, and the local pizza place La Figata. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kaleigh L.

CA $123

CA $249 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Granby-Hotels-Peaceful-Meadow-Retreat.h105660083.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/3219fa05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/dead818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/219f247f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/1b404b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Home in Holyoke with 3 bedrooms

[](https://www.expedia.ca/Holyoke-Hotels-Cozy-Home-In-Holyoke-With-2-Bedrooms.h111942669.Hotel-Information)

Holyoke

9.8/10

Exceptional

(15 reviews)

"The house was lovely and clean and the location was very convenient for us. We would stay there again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer S.

CA $231

CA $524 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Holyoke-Hotels-Cozy-Home-In-Holyoke-With-2-Bedrooms.h111942669.Hotel-Information)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/4626de59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/e3cded0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/e43c1750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/08d859c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Easthampton-Hotels-The-Creation-Station-Is-A-Cozy-Place-So-Make-Yourself-At-Home.h34080135.Hotel-Information)

Easthampton Ma.

10/10

Exceptional

(75 reviews)

"An amazing location with the most friendly host! My mom, dog and i absolutely enjoyed this spot. Perfect for a fall get away and would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly Z.

CA $251

CA $392 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Easthampton-Hotels-The-Creation-Station-Is-A-Cozy-Place-So-Make-Yourself-At-Home.h34080135.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/73ba4c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/w1079h810x0y1-a5b49680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/d8c590cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/w1048h809x0y1-404bd42a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tiny Home with AC and WiFi in lovely Ludlow

[](https://www.expedia.ca/Ludlow-Hotels-Tiny-Home-With-AC-And-WiFi-In-Lovely-Ludlow.h117235714.Hotel-Information)

Ludlow

8.2/10

Very good

(10 reviews)

"The place was clean and tidy"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shawn O.

CA $110

CA $208 total

includes taxes & fees

Apr 19 - Apr 20

[](https://www.expedia.ca/Ludlow-Hotels-Tiny-Home-With-AC-And-WiFi-In-Lovely-Ludlow.h117235714.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/a9c97878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/9b6c2fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/306f1d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18763600/18763507/387efe60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

[](https://www.expedia.ca/Amherst-Hotels-Kimball-Upstairs-Private-Elegant-2-Bedroom-Close-To-Everything-In-The-Valley.h18763507.Hotel-Information)

Amherst

9.8/10

Exceptional

(111 reviews)

"Lovely place to stay and close to a nice cafe/market. Hosts were friendly and had fresh breakfast food in the refrigerator waiting for us. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bill K.

CA $182

CA $265 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Amherst-Hotels-Kimball-Upstairs-Private-Elegant-2-Bedroom-Close-To-Everything-In-The-Valley.h18763507.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/d5a3643f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/e597dbad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/9fd49d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/4b576c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Townhouse with Pool Table - Renovated w/ King Bed 

[](https://www.expedia.ca/Chicopee-Hotels-Townhouse-With-Pool-Table-Renovated-W-King-Bed.h110169858.Hotel-Information)

Chicopee

10/10

Exceptional

(12 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. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tonya Z.

CA $251

CA $539 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Chicopee-Hotels-Townhouse-With-Pool-Table-Renovated-W-King-Bed.h110169858.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92370000/92367700/92367665/968e14ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92370000/92367700/92367665/bd20fd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92370000/92367700/92367665/w905h683x59y0-248c132c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92370000/92367700/92367665/4a584164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene 1-bedroom suite on 75 acre horse property

[](https://www.expedia.ca/Belchertown-Hotels-Serene-1-Bedroom-Suite-On-65-Acre-Horse-Property.h92367665.Hotel-Information)

Belchertown

10/10

Exceptional

(25 reviews)

"Welcoming comfortable and quiet"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine R.

CA $230

CA $402 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Belchertown-Hotels-Serene-1-Bedroom-Suite-On-65-Acre-Horse-Property.h92367665.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/120000000/119994700/119994634/b6ce6af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/120000000/119994700/119994634/814c8886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/120000000/119994700/119994634/577c5b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/120000000/119994700/119994634/8e6381e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-bedroom apartment with movie theater.

[](https://www.expedia.ca/Agawam-Hotels-Cozy-2-Bedroom-Apartment-With-Movie-Theater.h119994634.Hotel-Information)

Agawam

10/10

Exceptional

(1 review)

CA $257

CA $416 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Agawam-Hotels-Cozy-2-Bedroom-Apartment-With-Movie-Theater.h119994634.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/270-eaf42504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/270-f4e38333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/9e3cad68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19870000/19860200/19860181/de234083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### comfort, luxury, privacy

[](https://www.expedia.ca/Amherst-Hotels-Comfort.h19860181.Hotel-Information)

Amherst

9.8/10

Exceptional

(73 reviews)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shawn L.

CA $169

CA $251 total

includes taxes & fees

May 3 - May 4

[](https://www.expedia.ca/Amherst-Hotels-Comfort.h19860181.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/111000000/110910000/110901900/110901825/af8c3db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110910000/110901900/110901825/ed280229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/111000000/110910000/110901900/110901825/ca0b095a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110910000/110901900/110901825/194b8d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Chicopee Getaway

[](https://www.expedia.ca/Chicopee-Hotels-Charming-Chicopee-Getaway.h110901825.Hotel-Information)

Chicopee

7.6/10

Good

(4 reviews)

"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tamara S.

CA $125

CA $370 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Chicopee-Hotels-Charming-Chicopee-Getaway.h110901825.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/1510f0db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/df85ca4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/d40c9174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/7cdb6da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Beautiful renovated first floor apartment getaway

[](https://www.expedia.ca/Springfield-Hotels-Newly-Beautiful-Renovated-First-Floor-Apartment-Getaway.h104205230.Hotel-Information)

Forest Park

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 "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alyssa A.

CA $232

CA $443 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Springfield-Hotels-Newly-Beautiful-Renovated-First-Floor-Apartment-Getaway.h104205230.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/ba18a7c0_edited_869d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/dbd5079a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/9a3d1cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/c57ac140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Springfield-Hotels-Charming-Clean-4-Bedroom-House-With-AC-And-WiFi-In-Wonderful-Springfield.h110277642.Hotel-Information)

Sixteen Acres

8.8/10

Excellent

(5 reviews)

"Great place to stay. It was clean and organized. Our family enjoyed this location, what it had to provide, and the host was great. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Diana P.

CA $289

CA $508 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Springfield-Hotels-Charming-Clean-4-Bedroom-House-With-AC-And-WiFi-In-Wonderful-Springfield.h110277642.Hotel-Information)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/32000000/31100000/31095400/31095318/b10ba455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31100000/31095400/31095318/c97c5f33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31100000/31095400/31095318/b12618d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/32000000/31100000/31095400/31095318/32dfd95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Springfield-Hotels-Upscaled-Home-In-A-Quiet-Neighborhood-You-Have-The-Entire-Home-To-Yourself.h31095318.Hotel-Information)

Forest Park

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. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matthew C.

CA $188

CA $424 total

includes taxes & fees

Apr 10 - Apr 11

[](https://www.expedia.ca/Springfield-Hotels-Upscaled-Home-In-A-Quiet-Neighborhood-You-Have-The-Entire-Home-To-Yourself.h31095318.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/7377fc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/2350af4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/f63afa55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/0f27818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Big farmhouse in the foothills of the Berkshires

[](https://www.expedia.ca/Russell-Hotels-Big-Farmhouse-In-The-Foothills-Of-The-Berkshires.h19107245.Hotel-Information)

Russell

10/10

Exceptional

(144 reviews)

"The house is absolutely charming and cozy. It was very clean as well. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amanda C.

CA $251

CA $478 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Russell-Hotels-Big-Farmhouse-In-The-Foothills-Of-The-Berkshires.h19107245.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/128000000/127220000/127210800/127210714/b65af859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/128000000/127220000/127210800/127210714/14c98f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/128000000/127220000/127210800/127210714/a854020d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/128000000/127220000/127210800/127210714/c0f74e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Somers-Hotels-Spacious-2.h127210714.Hotel-Information)

Somers

CA $242

CA $491 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Somers-Hotels-Spacious-2.h127210714.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/ded0f208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/6065c0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/33f72fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117660000/117659900/117659835/6b7aa883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Button's Modern Luxury Walkup Downtown Northampton

[](https://www.expedia.ca/Northampton-Hotels-Buttons-Modern-Luxury-Walkup-Downtown-Northampton.h117659835.Hotel-Information)

Northampton

10/10

Exceptional

(2 reviews)

"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

AMY

CA $458

CA $852 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Northampton-Hotels-Buttons-Modern-Luxury-Walkup-Downtown-Northampton.h117659835.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/123000000/122420000/122413700/122413677/ae62138c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122420000/122413700/122413677/17dcc3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122420000/122413700/122413677/b84ffea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122420000/122413700/122413677/f3ba6c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-bedroom apartment in Chicopee

[](https://www.expedia.ca/Chicopee-Hotels-Cozy-2-Bedroom-Apartment-In-Chicopee.h122413677.Hotel-Information)

Chicopee

10/10

Exceptional

(3 reviews)

"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher P.

CA $202

CA $295 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Chicopee-Hotels-Cozy-2-Bedroom-Apartment-In-Chicopee.h122413677.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/83d3f833_edited_d758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/2e0581f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/0e4076ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/a133e616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information)

Sherwood Forest

10/10

Exceptional

(5 reviews)

"We loved it! Lots of local hiking trails and a wonderful relaxing place."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon K.

CA $203

CA $524 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-04-18&endDate=2026-04-19&regionId=6005419&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Southampton%2C+Massachusetts%2C+United+States+of+America&regionId=6005419&latLong=42.229256%2C-72.730095&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Southampton%2C+Massachusetts%2C+United+States+of+America&regionId=6005419&latLong=42.229256%2C-72.730095&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Southampton%2C+Massachusetts%2C+United+States+of+America&regionId=6005419&latLong=42.229256%2C-72.730095&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Southampton%2C+Massachusetts%2C+United+States+of+America&regionId=6005419&latLong=42.229256%2C-72.730095&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Southampton%2C+Massachusetts%2C+United+States+of+America&regionId=6005419&latLong=42.229256%2C-72.730095&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Southampton%2C+Massachusetts%2C+United+States+of+America&regionId=6005419&latLong=42.229256%2C-72.730095&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=VILLA)

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## Top Southampton Hotel Reviews

![MGM Springfield](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/6589d0b2_y.jpg)

### MGM Springfield

10/10 Excellent

"great"

[](https://expedia.ca/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information)

![Candlewood Suites Windsor Locks Bradley Arpt by IHG](https://images.trvl-media.com/lodging/2000000/1620000/1619200/1619197/f7719b06_y.jpg)

### Candlewood Suites Windsor Locks Bradley Arpt by IHG

8/10 Good

"The property is currently undergoing renovations, and the parking lot definitely needs to be patched and paved. Other than that, it was a nice hotel."

[](https://expedia.ca/Hartford-Hotels-Candlewood-Suites-Windsor-Locks-Bradley-Arpt.h1619197.Hotel-Information)

![Holiday Inn Express Springfield Downtown by IHG](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/fcbb859d_y.jpg)

### Holiday Inn Express Springfield Downtown by IHG

8/10 Good

"Breakfast was good."

[](https://expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Springfield-Downtown.h18101636.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport](https://images.trvl-media.com/lodging/1000000/50000/50000/49978/4f68f148_y.jpg)

### La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

10/10 Excellent

"Very comfortable bed. In room coffee maker a plus. Staff was friendly and helpful. Good breakfast."

[](https://expedia.ca/Hartford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Hartford-Bradley-Airport.h49978.Hotel-Information)

![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a_y.jpg)

### D. Hotel Suites & Spa

10/10 Excellent

"Nice breakfast spread! Clean and quiet!"

[](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

![Springhill Suites Marriott Airport](https://images.trvl-media.com/lodging/3000000/2250000/2242100/2242056/b057ddd2_y.jpg)

### Springhill Suites Marriott Airport

10/10 Excellent

"Good service. Clean. Soft beds. Would stay again"

[](https://expedia.ca/Hartford-Hotels-Springhill-Suites-Marriott-Airport.h2242056.Hotel-Information)

![Homewood Suites by Hilton Windsor Locks Hartford](https://images.trvl-media.com/lodging/1000000/20000/19200/19165/c8b0a63e_y.jpg)

### Homewood Suites by Hilton Windsor Locks Hartford

4/10 Poor

"Room was awesome. Very nice Staff was awesome. Location is great Breakfast was blah. Nothing really was very good. Not much of a selection. Lotta lotta lotta shady characters in the lobby and at breakfast. "

[](https://expedia.ca/Hartford-Hotels-Homewood-Suites-By-Hilton-HartfordWindsor-Locks.h19165.Hotel-Information)

![Holiday Inn Express & Suites Bradley Airport by IHG](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535956/c57c2497_y.jpg)

### Holiday Inn Express & Suites Bradley Airport by IHG

10/10 Excellent

"Parking was easy, the hotel was very clean and the staff were friendly. Our housekeepers were very good and kept us supplied with clean towels and a freshly made bed every day. The breakfasts every morning were better than I expected. I would definitely recommend this hotel. "

[](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Suites-Bradley-Airport.h1535956.Hotel-Information)

![Comfort Inn & Suites Hadley - Amherst](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/f0e51cc3_y.jpg)

### Comfort Inn & Suites Hadley - Amherst

8/10 Good

"Parking was easy, property felt safe and clean. Breakfast was free, but very ordinary."

[](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information)

## Find out more about Southampton

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Southampton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

## Explore a world of travel with Expedia

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- [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
- [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Southampton ](https://expedia.ca/Southampton-Private-Vacation-Homes.d6005419-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Southampton ](https://expedia.ca/Southampton-Apartments.d6005419-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Southampton ](https://expedia.ca/Southampton-Cottages.d6005419-aaCottages.Travel-Guide-Accommodation)
- [Motels in Southampton ](https://expedia.ca/Southampton-Motels.d6005419-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Southampton ](https://expedia.ca/Southampton-Agritourism.d6005419-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Southampton ](https://expedia.ca/Southampton-Bed-And-Breakfast.d6005419-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Southampton ](https://expedia.ca/Southampton-Cabins.d6005419-aaCabins.Travel-Guide-Accommodation)
- [Condo Rentals in Southampton ](https://expedia.ca/Southampton-Condos.d6005419-aaCondos.Travel-Guide-Accommodation)
- [Guest Houses in Southampton ](https://expedia.ca/Southampton-Guest-Houses.d6005419-aaGuestHouses.Travel-Guide-Accommodation)
- [Chalets in Southampton ](https://expedia.ca/Southampton-Chalets.d6005419-aaChalets.Travel-Guide-Accommodation)
- [Villas in Southampton ](https://expedia.ca/Southampton-Villas.d6005419-aaVillas.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Southampton?

### What's the top vacation rental in Southampton?

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