A mountainous landscape with autumn foliage.

Southampton Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Southampton vacation rentals

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

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

Steps to Holyoke Medical Center! Remote-work Hub
3.0 star property
Holyoke
The price is P13,636
P34,373 total
includes taxes & fees
Sep 8 - Sep 9
Steps to Holyoke Medical Center! Remote-work Hub
A modern dining area with a glass table, leather chairs, and a contemporary light fixture.

2. Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway
3.5 star property
Forest Park
The price is P28,917
P42,084 total
includes taxes & fees
Aug 30 - Aug 31
Newly Renovated 2 floor Getaway
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

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

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
3.0 star property
Holyoke
The price is P5,915
P15,115 total
includes taxes & fees
Sep 29 - Sep 30
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
A modern kitchen with white cabinets, a wooden staircase, and a dining area with a table and chairs.

4. Chef's Kitchen Family Basecamp Amherst

Chef's Kitchen Family Basecamp Amherst
3.0 star property
East Village Historic District
The price is P22,517
P41,940 total
includes taxes & fees
Aug 31 - Sep 1
Chef's Kitchen Family Basecamp Amherst
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

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

10/10 Excellent
"I especially like that the hallway and room were not carpeted. No icky carpets. The room has lots of charging stations which is great. They provide easy to carry breakfast items like banana, yogurt and muffins for those leaving on super early flights."
Carolyn 1-night trip
Posted 9 hours ago
Holiday Inn Express & Suites Bradley Airport by IHG

Find out more about Southampton

Search for holiday rentals in Southampton on Expedia! You can easily find your home rentals, villas, holiday apartments in Southampton using one of the methods below:

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Look no further and take a look at our great range of rental properties in Southampton!

Frequently asked questions

Are there vacation rentals in Southampton?

Yes, we give you a choice of vacation rentals close to the most popular sights in Southampton, or you can go with a more secluded option if you're looking for a relaxing stay. Southampton is known for its restaurants and shopping.

What can I see and do in Southampton?

Conant Park and Southampton Center Historic District 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 vacation rentals like in Southampton?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Southampton. Vacation rentals feature amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family trip.