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Holiday Rentals in Southampton

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Holiday Rentals in Southampton

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow
9.0 out of 10, Wonderful, (7)
"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 €133
includes taxes & fees
17 Nov - 18 Nov
Tiny Home with AC and WiFi in lovely Ludlow

Experience Three Sisters Sanctuary in Goshen, MA

2.0 star property
Goshen
10.0 out of 10, Exceptional, (1)
"We had such a great time staying here as always. "
United States
David F.
Experience Three Sisters Sanctuary in Goshen, MA

The Clearing - Quiet - Close To Nature

Cummington
10.0 out of 10, Exceptional, (207)
"It was a warm place. John was kind. "
United States
Seung Gyou B.
The Clearing - Quiet - Close To Nature

Peace and quiet on the lake

Sherwood Forest
9.6 out of 10, Exceptional, (228)
"Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! "
United States
Anika J.
Peace and quiet on the lake

comfort, luxury, privacy

Amherst
9.8 out of 10, Exceptional, (72)
"We really enjoyed our stay - it was charming that this property is on a farm, my baby daughter loved the chickens in the yard. Lee was very generous with us and we loved the farm-fresh eggs for breakfast."
United States
Marie M.
comfort, luxury, privacy

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

Forest Park
9.8 out of 10, Exceptional, (36)
"We were traveling to a horse show for 2 nights and this was a close and safe home. Comfortable beds and amazing water pressure in the shower! Very clean as well."
United States
Amy M.
The price is €293
includes taxes & fees
1 Dec - 2 Dec
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

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

Amherst
9.2 out of 10, Wonderful, (15)
"Great spot. Super close to UMass Amherst which is where we were commuting back and forth from for tournament. Felt very private and appliances and games were amazing! "
United States
Kate B.
The price is €307
includes taxes & fees
17 Nov - 18 Nov
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Northampton
9.8 out of 10, Exceptional, (22)
"Great resonably priced place to stay in Northampton. Very walkable to shops and restaurants. "
Canada
Monica
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Newly Renovated 2 floor Getaway

3.5 star property
Forest Park
The price is €585
includes taxes & fees
17 Nov - 18 Nov
Newly Renovated 2 floor Getaway

Cozy 2-bedroom apartment Near Six Flags & Attractions

Forest Park
7.0 out of 10, Good, (2)
"The apartment is clean. Not the best of neighborhoods. Not a place I would walk around at night."
United States
Gary L.
Cozy 2-bedroom apartment Near Six Flags & Attractions

HOMEY HOMEY

Sixteen Acres
2.8 out of 10, (5)
"We checked out early. The place had mold/mildew. Power went out and the place was dark. Not suitable for human use without major renovations and updates."
United States
Shorayi M.
The price is €147
includes taxes & fees
17 Nov - 18 Nov
HOMEY HOMEY

Serene 1-bedroom suite on 65 acre horse property

Belchertown
10.0 out of 10, Exceptional, (22)
"A great jumping off point for the Pioneer Valley and 5 colleges. Brent and Claire were wonderful hosts! Nice and quiet on the property, and it’s a neat experience to have the beautiful horses right outside your window. "
United States
Claire W.
The price is €218
includes taxes & fees
24 Nov - 25 Nov
Serene 1-bedroom suite on 65 acre horse property

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Sherwood Forest
9.6 out of 10, Exceptional, (229)
"Very clean and well stocked cabin. Everything you need is there. Very quiet neighborhood. Perfect place to get away and relax. I would highly recommend this place especially if you like being close to nature. "
United States
Sharon Z.
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

3-bedroom house in perfect Springfield with WiFi, AC

2.0 star property
Pine Point
9.6 out of 10, Exceptional, (7)
"The whole experience was great. The host was very nice and the place is comfy and enjoyable to stay at. Highly recommend. "
United States
Joel K.
3-bedroom house in perfect Springfield with WiFi, AC

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

Sherwood Forest
10.0 out of 10, Exceptional, (4)
"Nicole was phenomenal, the most speedy and responsive host I've had on any platform. The A-Frame was a perfect, cozy, and quaint little spot for our weekend getaway. It was clean and honestly portrayed in the photos. No complaints whatsoever. Thank you, Nicole!"
United States
James F.
The price is €333
includes taxes & fees
24 Nov - 25 Nov
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

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 €250
includes taxes & fees
19 Nov - 20 Nov
The Serene Skyway Retreat

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

Easthampton Ma.
10.0 out of 10, Exceptional, (70)
"A very short but a really fun stay. Great location to just relax and get away from it all."
United States
Naseem P.
The price is €245
includes taxes & fees
17 Nov - 18 Nov
The Creation Station is a cozy place so make yourself at home.

Newly Renovated 4 Bedroom House

Enfield
10.0 out of 10, Exceptional, (4)
"The house was perfect for a weekend wedding trip. "
United States
Liane V.
Newly Renovated 4 Bedroom House

Charming Chicopee Getaway

Chicopee
6.0 out of 10, (2)
"The apartment didn't look anything like the pictures. It was dingy and had a smell to it that we couldn't tolerate and that lingered in our nostrils for hours after we left. The kitchen area was unusable -- what passed for a table was at the same level as the chair seats, which made it impossible to use. Finally, we had to move a big trash bag full of trash out of the way before even being able to get in the door. We left within minutes after arriving and went to a hotel. "
United States
Kenneth M.
The price is €218
includes taxes & fees
17 Nov - 18 Nov
Charming Chicopee Getaway

The Meadows House @ Otis Ridge w/ 7-person hot tub

Otis
9.6 out of 10, Exceptional, (37)
"Great place to stay and enjoy the hot tub!"
United States
Jin M.
The Meadows House @ Otis Ridge w/ 7-person hot tub
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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Top Southampton Hotel Reviews

Find out more about Southampton

Everything you need to know about Southampton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southampton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southampton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southampton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southampton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southampton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southampton holiday rentals we have selected for you start as low as €133 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southampton rentals

At Expedia, we put the best Southampton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southampton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southampton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southampton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Southampton?

Yes, there are holiday rentals close to the most popular sights in Southampton, or you can select a more secluded option if you're looking for a relaxing stay. Southampton is known for its restaurants and shopping.

What are some of the best holiday rentals that Southampton has to offer?

Peace and quiet on the lake: This holiday home rental outside of Southampton is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

What can I see and do in Southampton?

Conant Park and Pulaski Park are a couple of lovely local spots to get outside and enjoy nature. Southampton Town Hall and Southampton Wildlife Management Area are other places to visit while you're in town.

What are holiday rentals like in Southampton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southampton. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.