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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 34 Cottages in Southampton with updated reviews, rates, and availability.

The Clearing - Quiet - Close To Nature
Outdoor pool

The Clearing - Quiet - Close To Nature

10.0 out of 10, Exceptional, (187)
"Wonderful getaway, lovely hosts, great location, overall a fabulous place to relax and recharge. "
The Clearing - Quiet - Close To Nature
East Otis Vacation Rental w/ Private Deck & BBQ!
Desk, internet, bed sheets

East Otis Vacation Rental w/ Private Deck & BBQ!

9.6 out of 10, Exceptional, (7)
"Beautiful home with a great location in the Berkshires. We had a wonderful time!"
East Otis Vacation Rental w/ Private Deck & BBQ!
Trainmaster's Inn - Caboose
Private kitchen

Trainmaster's Inn - Caboose

9.2 out of 10, Wonderful, (5)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
The price is AEDĀ 551
AEDĀ 1,193 total
includes taxes & fees
5 May - 6 May
Trainmaster's Inn - Caboose
Massachusetts Vacation Rental w/ Deck
House (3 Bedrooms) | Interior

Massachusetts Vacation Rental w/ Deck

3.0 star property
Massachusetts Vacation Rental w/ Deck
Private Island - Largest Fresh Water Reservoir in Mass....
Outdoor dining

Private Island - Largest Fresh Water Reservoir in Mass....

9.0 out of 10, Wonderful, (7)
"We had a great time. The owner Bill was a great host."
Private Island - Largest Fresh Water Reservoir in Mass....
Private Lake Cottage on 3 acres w/350 sq. ft. deck
Paper towels

Private Lake Cottage on 3 acres w/350 sq. ft. deck

Private Lake Cottage on 3 acres w/350 sq. ft. deck
Lakefront Granby Escape w/ Private Dock & Kayaks!
House (2 Bedrooms) | Interior

Lakefront Granby Escape w/ Private Dock & Kayaks!

3.0 star property
Lakefront Granby Escape w/ Private Dock & Kayaks!
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
House (2 Bedrooms) | 2 bedrooms, iron/ironing board, bed sheets

Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!

3.0 star property
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
Historic Huntington Home - Walk to Westfield River
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Historic Huntington Home - Walk to Westfield River

3.0 star property
Historic Huntington Home - Walk to Westfield River
Lakefront Otis Home w/ Stunning Views & Boats!
Aerial view

Lakefront Otis Home w/ Stunning Views & Boats!

3.0 star property
Lakefront Otis Home w/ Stunning Views & Boats!
Becket Home w/ 3-season Porch: Walk to Lake Access
Interior

Becket Home w/ 3-season Porch: Walk to Lake Access

3.0 star property
Becket Home w/ 3-season Porch: Walk to Lake Access
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
TV, fireplace

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

3.0 star property
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Lakefront Summer Cottage~Sparkling clean social distancing space

Lakefront Summer Cottage~Sparkling clean social distancing space

10.0 out of 10, Exceptional, (1)
"The hosts are lovely. The lake is clean and inviting--perfect for swimming, canoeing, kayaking, sailing, etc.. Beautiful lawn with shade and sun to relax and enjoy the view. Gorgeous flowers everywhere. Elevation helps beat the heat of the valley, keeping temps comfortable with nice breeze off lake. Fun little towns to visit. Next door to state forest with trails. Easy drive to Nothhampton. Fresh farm stand around the corner. Cottages are simple, clean and well-stocked. As hosts indicate, there...
Lakefront Summer Cottage~Sparkling clean social distancing space
Springfield Vacation Rental: 1 Mi to Downtown
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Springfield Vacation Rental: 1 Mi to Downtown

3.0 star property
Springfield Vacation Rental: 1 Mi to Downtown
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!

3.0 star property
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Interior

Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!

3.0 star property
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Berkshires Cabin 2 Mi to Appalachian Trail!
TV, fireplace, books

Berkshires Cabin 2 Mi to Appalachian Trail!

3.0 star property
Berkshires Cabin 2 Mi to Appalachian Trail!
Hadley Vacation Rental 24 Mi to Springfield!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Hadley Vacation Rental 24 Mi to Springfield!

3.0 star property
Hadley Vacation Rental 24 Mi to Springfield!
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
Interior

East Otis Reservoir Cabin w/ Porch - Walk to Lake!

2.0 star property
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
East Otis Vacation Rental w/ Private Deck & Bbq!
Interior

East Otis Vacation Rental w/ Private Deck & Bbq!

3.0 star property
East Otis Vacation Rental w/ Private Deck & Bbq!
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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Other property types in Southampton

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (2)
"We all enjoyed our stay! As described."
The price is AEDĀ 915
AEDĀ 1,653 total
includes taxes & fees
10 May - 11 May
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!
Cozy Home in Holyoke with 2 bedrooms
Fridge, microwave, oven, stovetop

Cozy Home in Holyoke with 2 bedrooms

10.0 out of 10, Exceptional, (3)
"Wonderful stay. Veronica was so kind and super responsive. The house was a great size and have everything we needed. We stayed there with 2 adults and 2 toddlers under 3. It was plenty of space. And a great location to all the area had to offer, museums, fun restaurants in North Hampton, etc. Would definitely stay again. "
The price is AEDĀ 477
AEDĀ 1,067 total
includes taxes & fees
5 May - 6 May
Cozy Home in Holyoke with 2 bedrooms
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (8)
"My family of five was pleasantly pleased with our booking. The duplex had plenty of space, including access to the basement. Easy access, adequate parking, safe neighborhood, clean surfaces and extra linen, around plenty of food options and great wi-fi connection. All instructions were simple and easy to follow. It snowed during our stay and we woke up to the porch and sidewalk shoveled! Chef's Kiss A"
The price is AEDĀ 536
AEDĀ 1,258 total
includes taxes & fees
21 May - 22 May
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.