Holiday Rentals Southampton from £157: Find Short-Term Rentals & Holiday Accommodations

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

Experience Three Sisters Sanctuary in Goshen, MA : This holiday home rental outside of Southampton is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay.

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In two weeks

In two months

In three months

In four months

Our top choices for Southampton holiday rentals

A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

1. Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke

Holyoke

Michelle

includes taxes & fees

6 Sept - 7 Sept

A cozy room with two beds, large windows, and a view of a snowy landscape.

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

Easthampton Ma.

Paula

includes taxes & fees

16 Sept - 17 Sept

3. Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Holyoke

includes taxes & fees

2 Sept - 3 Sept

A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

4. Steps to Holyoke Medical Center! Remote-Work Hub

Holyoke

Tim L.

includes taxes & fees

30 Aug - 31 Aug

A modern kitchen with stainless steel appliances, a granite countertop, and a view into the dining area.

5. Cozy Home in Holyoke with 3 bedrooms

Holyoke

Grant J.

includes taxes & fees

8 Sept - 9 Sept

A living room with a fireplace, a sofa, a coffee table, and a TV.

6. Cozy 2-bedroom apartment in Chicopee

Chicopee

Christopher P.

includes taxes & fees

1 Sept - 2 Sept

A living room with a flat-screen TV, a ceiling fan, a sofa, a coffee table, and a decorative vase.

7. Charming Chicopee Getaway

Chicopee

Tamara S.

includes taxes & fees

14 Sept - 15 Sept

A house with a porch, a garden with pink flowers, and a stone wall along the road.

8. Big farmhouse in the foothills of the Berkshires

Russell

Will G.

includes taxes & fees

2 Sept - 3 Sept

A living room with a sofa set, a coffee table, and two lamps.

9. Cozy First Floor Apartment. Located in a quiet neighborhood.

Chicopee

Morrris

includes taxes & fees

23 Sept - 24 Sept

A bedroom with a bed, curtains, a bedside table, and a lamp.

10. Townhouse with Pool Table - Renovated w/ King Bed

Chicopee

Nicholas B.

includes taxes & fees

31 Aug - 1 Sept

A modern kitchen with a central island, bar stools, and a bicycle.

11. Button's Modern Luxury Walkup Downtown Northampton

Northampton

AMY

includes taxes & fees

7 Sept - 8 Sept

A square fire pit with flames, surrounded by a grassy field and a green chair.

12. Peaceful Meadow Retreat

Granby

Todd R.

includes taxes & fees

20 Sept - 21 Sept

13. Steps to Holyoke Medical Center! Remote-work Hub

Holyoke

includes taxes & fees

30 Aug - 31 Aug

A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

14. Serene 1-bedroom suite on 75 acre horse property

Belchertown

"This was an amazing nightly rate for the region, and a lovely place to visit. I'm so glad we found it and was available! Brent and family take great care of the place, and it was so magical waking up and seeing horses just a few feet from the window. We had fun playing games under the gazebo while horses munched on hay. There's lots of good hiking in the area too. The suite had everything we needed like extra blankets, kitchen wares, games, and a great shower too. Highly recommended!"

Elizabeth

includes taxes & fees

31 Aug - 1 Sept

A bedroom with a bed, nightstands, a ceiling fan, and a view of a hallway.

15. Humble home with free breakfast

Chicopee

Kathleen D.

A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

16. Newly Built Barn Loft in Pioneer Valley

Belchertown

Emily O.

includes taxes & fees

27 Aug - 28 Aug

A spacious living area with a large sofa, a kitchen island with bar stools, a wooden staircase, and a television displaying a movie.

17. Real Estate: Therapy - Lake, Laundry, Love it

Sherwood Forest

includes taxes & fees

13 Sept - 14 Sept

A modern kitchen with a marble island, bar stools, a stainless steel stove, and a decorative chandelier.

18. Cozy 2-bedroom apartment with movie theater.

Agawam

London R.

includes taxes & fees

1 Sept - 2 Sept

A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

19. Beautifully Renovated First-Floor Apartment Getaway

Forest Park

Alyssa A.

includes taxes & fees

27 Aug - 28 Aug

A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

20. Charming, updated 3 bedroom farmhouse farm stay.

Williamsburg

Jamie M.

includes taxes & fees

2 Sept - 3 Sept

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Top Southampton Hotel Reviews

Hotel UMass

8/10 Good

"Most convenient facility for any stays related to UMass Amherst. The underground parking facility is a bit dated and unappealing but the facility is quite good otherwise"

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent

"My 2nd stay. Clean, clean rooms! My grand children love it here! Love the pool, even though the pool room was very hot! Front desk staff were very helpful. Paid a $100 deposit but still have not seen it returned yet. This is my only concern as a single parent grandmother. Other than that/ I do like this hotel. Many amenities and places around town and things to do. Will definitely stay again."

Candlewood Suites Windsor Locks Bradley Arpt by IHG

8/10 Good

"Worked for our purposes. The room was clean and the kitchen stocked with items for the two of us. Would have been kind of nice to have two pieces of silverware per person. The hotel does not have an ice machine. They’ll give you a small garbage bag of ice if you ask at the front desk. Inconvenient. The hotel was replacing carpet during our stay. I understand this has to happen and there is probably never a perfect time. However, they could have not booked sections and worked those sections. We left our room at 9am on a Monday morning and had to leap over a section of carpet glue and maneuver around 3 guys crawling in the hall. Don’t book that hall for a day or 2! Simple as that."

Quality Inn West Springfield

8/10 Good

"They have definitely been updates since I was there two years ago. They have repainted the building all the way around. You now need your room pass card to get into the conference room where they serve your continental breakfast. Post looks good. Workout room looks good. They keep a good job on housekeeping, but you do have to ask to be serviced because they don’t do it every day. Other than that, it’s an excellent location your food near Kohl’s if you need something more personal all kinds of things so I will give it a thumbs up."

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 £157 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?

Experience Three Sisters Sanctuary in Goshen, MA: This holiday home rental outside of Southampton is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay.

What can I see and do in Southampton?

Southampton Center Historic District and Conant Park are a couple of lovely local spots to get outside and enjoy nature. Southampton Town Hall and Edwards Public Library 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.

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Check prices for these dates

Our top choices for Southampton holiday rentals

1. Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke

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

3. Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke