Title: Southampton Vacation Rentals from CA $291: 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

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6005419&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6005419&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6005419&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four 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)

## Our top choices for Southampton vacation rentals

![Private kitchen](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/73ba4c3a.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)

![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)

### 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)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matthew H.

CA $108

CA $205 total

includes taxes & fees

Feb 8 - Feb 9

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

![Exterior detail](https://images.trvl-media.com/lodging/116000000/115920000/115919000/115918941/797cfe48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/116000000/115920000/115919000/115918941/609f2d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/116000000/115920000/115919000/115918941/f9ae23a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115920000/115919000/115918941/d9123764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Saint James Manor - Sleeps 24 in Style & Comfort with Parking

[](https://www.expedia.ca/Springfield-Hotels-Saint-James-Manor-Sleeps-20-In-Style-Comfort-With-Parking.h115918941.Hotel-Information)

McKnight

10/10

Exceptional

(1 review)

"Our team was traveling together, it was great to have plenty of beds and lots of space in close proximity to Springfield College."

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

Zachary R.

[](https://www.expedia.ca/Springfield-Hotels-Saint-James-Manor-Sleeps-20-In-Style-Comfort-With-Parking.h115918941.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)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105670000/105660100/105660083/5bf6da4a.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

(17 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 $128

CA $253 total

includes taxes & fees

Feb 9 - Feb 10

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

![Dining](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/ccdc7163.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)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/f9881b22.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

(12 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 $116

CA $391 total

includes taxes & fees

Feb 9 - Feb 10

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

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/d1d1a287_edited_5b82.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)

### 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

(14 reviews)

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

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

Stacy G.

CA $178

CA $452 total

includes taxes & fees

Feb 8 - Feb 9

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

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/w1318h869x1y0-41846b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/w1316h879x2y3-65b770cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/w1316h875x2y0-498e827c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/w1318h874x1y9-cd7269f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming 3-bedroom house- Gardner home

[](https://www.expedia.ca/Chicopee-Hotels-Welcoming-3-Bedroom-House-Gardner-Home.h122413946.Hotel-Information)

Chicopee

10/10

Exceptional

(1 review)

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

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

Gracie B.

CA $205

CA $529 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicopee-Hotels-Welcoming-3-Bedroom-House-Gardner-Home.h122413946.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/111000000/110170000/110169900/110169858/4b576c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/6f0714e6.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)

### 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 $246

CA $529 total

includes taxes & fees

Feb 8 - Feb 9

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

![Living area](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/bd43511e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/6712b9ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/6ba55a4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/125000000/124280000/124273200/124273112/e3d3cd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 2-bedroom cottage on Robert Frost Trail

[](https://www.expedia.ca/Amherst-Hotels-Beautiful-2-Bedroom-Cottage-On-Robert-Frost-Trail.h124273112.Hotel-Information)

Amherst

CA $219

CA $365 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Amherst-Hotels-Beautiful-2-Bedroom-Cottage-On-Robert-Frost-Trail.h124273112.Hotel-Information)

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

![Outdoor spa tub](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/b2f467ca.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)

![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)

### 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

(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. "

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

Connie P.

CA $246

CA $383 total

includes taxes & fees

Feb 17 - Feb 18

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/0ed108d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/8c13c550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/35b02266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/b853d2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/East-Granby-Hotels-The-Olde-Tobacco-Barn-East-Granby-Close-To-Airport.h113200740.Hotel-Information)

East Granby

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!"

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

Sgt W.

CA $297

CA $735 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/East-Granby-Hotels-The-Olde-Tobacco-Barn-East-Granby-Close-To-Airport.h113200740.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92060000/92050600/92050515/79e104d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92060000/92050600/92050515/ed6f8836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/93000000/92060000/92050600/92050515/a233230f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/93000000/92060000/92050600/92050515/7a56f82b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Valley View Post & Beam Villa!

[](https://www.expedia.ca/South-Deerfield-Hotels-Cozy-Valley-View-Post-Beam-Villa.h92050515.Hotel-Information)

Whately

10/10

Exceptional

(8 reviews)

"Thanks for a great stay"

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

Andrea M.

CA $821

CA $1,048 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/South-Deerfield-Hotels-Cozy-Valley-View-Post-Beam-Villa.h92050515.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)

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

![Living area](https://images.trvl-media.com/lodging/123000000/122420000/122413700/122413677/3052fc5a.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)

### 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

(2 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 $190

CA $279 total

includes taxes & fees

Feb 17 - Feb 18

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

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120420000/120414900/120414848/4f40d5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120420000/120414900/120414848/1f82fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120420000/120414900/120414848/8031ab01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120420000/120414900/120414848/ec2105a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Terrific 3-bedroom unit in charming Leverett with AC

[](https://www.expedia.ca/Leverett-Hotels-Terrific-3-Bedroom-Unit-In-Charming-Leverett-With-AC.h120414848.Hotel-Information)

Leverett

10/10

Exceptional

(1 review)

"The apartment is lovely, so comfortable and quiet!! Caitlin was a wonderful host, very responsive. Would absolutely stay again! "

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

Anna B.

CA $308

CA $652 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Leverett-Hotels-Terrific-3-Bedroom-Unit-In-Charming-Leverett-With-AC.h120414848.Hotel-Information)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108440000/108439999/411b5107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108440000/108439999/72473e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108440000/108440000/108439999/ec493b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108440000/108439999/ccb9cec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Built Barn Loft in Pioneer Valley

[](https://www.expedia.ca/Belchertown-Hotels-Newly-Built-Barn-Loft-In-Pioneer-Valley.h108439999.Hotel-Information)

Belchertown

9.4/10

Exceptional

(22 reviews)

"The place was really nice! Very clean and well decorated. We had a great short stay and would definitely book it again in the future."

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

Emily O.

CA $215

CA $291 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Belchertown-Hotels-Newly-Built-Barn-Loft-In-Pioneer-Valley.h108439999.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/111000000/110280000/110277700/110277642/9a3d1cee.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)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/d90b7b1b.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)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauren H.

CA $283

CA $498 total

includes taxes & fees

Feb 9 - Feb 10

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/4ef23803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/5ac5ecf7.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/113000000/112520000/112517100/112517070/41b13ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/113000000/112520000/112517100/112517070/3daf052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

[](https://www.expedia.ca/Amherst-Hotels-CLOSE-To-DowntownUMASS-Condo-With-Game-Room-Big-Backyard.h112517070.Hotel-Information)

Amherst

9.2/10

Wonderful

(19 reviews)

"Great property! Thank you for a wonderful stay."

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

David

CA $306

CA $581 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Amherst-Hotels-CLOSE-To-DowntownUMASS-Condo-With-Game-Room-Big-Backyard.h112517070.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/dba15cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/2281e60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/af01e53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/8c55822c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information)

Sherwood Forest

9.8/10

Exceptional

(11 reviews)

"My wife and I wanted a quick get away in the Berkshires with our dog and this property couldn't have been more perfect. The house was wonderful, clean, cozy, and had everything we needed from towels, to kitchen utensils and appliances, to smart TVs. The location is set back in the woods in an already very quiet town, giving plenty of peace, quiet, and privacy. The hot tub was the highlight of the stay. The host is excellent with communication and was eager to be of assistance if needed. We...

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

Zack D.

CA $219

CA $540 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/cc66b38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/a5cf8156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/4aa32ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/86b44e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Windsor-Locks-Hotels-Welcome-To-The-Hangar.h120154530.Hotel-Information)

Windsor Locks

10/10

Exceptional

(4 reviews)

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

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

Arannie G.

CA $286

CA $646 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Windsor-Locks-Hotels-Welcome-To-The-Hangar.h120154530.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/112000000/111910000/111900200/111900181/f374747d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111910000/111900200/111900181/7f381630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111910000/111900200/111900181/453b337d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111910000/111900200/111900181/388ab578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

[](https://www.expedia.ca/Amherst-Hotels-Spacious-5-Bedroom-Home-With-Game-Room-In-Amherst-Mins-To-UMass.h111900181.Hotel-Information)

Amherst

10/10

Exceptional

(9 reviews)

"Perfect location, clean house, great for families with kids!"

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

Emily Robustelli K.

CA $751

CA $1,437 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Amherst-Hotels-Spacious-5-Bedroom-Home-With-Game-Room-In-Amherst-Mins-To-UMass.h111900181.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=2026-02-21&endDate=2026-02-22&regionId=6005419&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Cottages

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Private vacation homes

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Apartments

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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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Chalets

[](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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CHALET)

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## Top Southampton Hotel Reviews

![MGM Springfield](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/c76c1f43_y.jpg)

### MGM Springfield

10/10 Excellent

"The room was immaculate and the staff was great. Unfortunately the coffee pot did not work but it was easily found elsewhere in the hotel. We will stay there again!"

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

![La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport](https://images.trvl-media.com/lodging/1000000/50000/50000/49978/13428cf5_y.jpg)

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

10/10 Excellent

"Staff helpful and courteous. Waffles delicious"

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

![Motel 6 Enfield, CT - Hartford](https://images.trvl-media.com/lodging/1000000/1000000/996200/996142/b47af559_y.jpg)

### Motel 6 Enfield, CT - Hartford

10/10 Excellent

"The room was spotless and the staff is very friendly and professional "

[](https://expedia.ca/Hartford-Hotels-Motel-6-Enfield.h996142.Hotel-Information)

![Motel 6 Windsor Locks, CT - Hartford](https://images.trvl-media.com/lodging/1000000/1000000/996400/996399/6063d228_y.jpg)

### Motel 6 Windsor Locks, CT - Hartford

10/10 Excellent

"Love it "

[](https://expedia.ca/Hartford-Hotels-Motel-6-Windsor-Locks.h996399.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

"Was really nice "

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

![DoubleTree by Hilton Hartford - Bradley Airport](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/775bdf7d_y.jpg)

### DoubleTree by Hilton Hartford - Bradley Airport

10/10 Excellent

"the front desk was excellent . the shuttle driver was very gracious my husband arrived 1:30 in the morning after a ski trip drove him to the car so he could put his skis in the car, waited for him and drove him to the front door again Just the extra little service! "

[](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.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

10/10 Excellent

"Clean, friendly service, AWESOME COFFEE"

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

![Hampton Inn Springfield South Enfield](https://images.trvl-media.com/lodging/3000000/2360000/2351500/2351481/1e4caef0_y.jpg)

### Hampton Inn Springfield South Enfield

10/10 Excellent

"very nice"

[](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Springfield-South-Enfield.h2351481.Hotel-Information)

![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54_y.jpg)

### Comfort Inn & Suites

10/10 Excellent

"Clean room, friendly staff, "

[](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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