Southampton holiday rentals

We found 105 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Southampton to find one that's perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as parking and air conditioning. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Southampton

Showing deals for:13 Nov - 20 Nov

Outdoor dining
Exterior
Interior
Interior
Exceptional
(21 reviews)

Hendee Mansion 5BR Historic Home

Springfield

8% off
AU$5,291
for 7 nights, 1 home
AU$756 per night
includes taxes & fees
Hendee Mansion 5BR Historic Home
Master bedroom, great view, queen size bed
Outdoor dining
View from Deck to Pool
Living area
Exceptional
(72 reviews)

Awesome Strategic Location Near Smith College

Williamsburg

8% off
AU$4,834
for 7 nights, 1 home
AU$691 per night
includes taxes & fees
Awesome Strategic Location Near Smith College
This is a private home and you will be the only guests.
Breakfast bar
Upstairs hallway and staircase
The living room is right next to the kitchen
Exceptional
(37 reviews)

Old World Charm, Modern Conveniences - 3 BR private home in quiet setting

Easthampton

5% off
AU$3,759
for 7 nights, 1 home
AU$537 per night
includes taxes & fees
Old World Charm, Modern Conveniences - 3 BR private home in quiet setting
Living area
Private kitchen
Room
Dining
Exceptional
(27 reviews)

Modern 3BR Near Six Flags, Big E, major Hospitals & Museums

Springfield

7% off
AU$2,360
for 7 nights, 1 home
AU$337 per night
includes taxes & fees
Modern 3BR Near Six Flags, Big E, major Hospitals & Museums
Exterior
Private kitchen
Private kitchen
Children’s area
Exceptional
(9 reviews)

Contemporary Artist Sanctuary - The Studio. Artsy retreat in quiet setting.

Northampton

12% off
AU$2,512
for 7 nights, 1 apartment
AU$359 per night
includes taxes & fees
Contemporary Artist Sanctuary - The Studio. Artsy retreat in quiet setting.
Dining
Living area
Games room
Fitness facility
Exceptional
(10 reviews)

3-bedroom house in perfect Springfield with WiFi, AC

Springfield

7% off
AU$2,449
for 7 nights, 1 home
AU$350 per night
includes taxes & fees
3-bedroom house in perfect Springfield with WiFi, AC
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Southampton getaway

Learn about the unique charm of Southampton with a stay in a holiday home rental. This city is well-known for its restaurants and shopping. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Southampton

Do you want to discover top things to see and do while you're in the area? Venture out of your holiday home and experience everything that makes Southampton a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Olympia Ice Center (8.5 mi / 13.6 km)
  • The Ranch Golf Club (10.3 mi / 16.6 km)
  • Zoo in Forest Park and Education Center (13.5 mi / 21.7 km)
  • Six Flags New England (14.4 mi / 23.1 km)
  • Elements Hot Tub Spa (15 mi / 24.2 km)
  • Lost Acres Vineyard (16.7 mi / 26.9 km)

Exploring the natural landscape of Southampton

Whether you're an adventurous traveller or just want to take in the scenery, Southampton is a great place to get outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Southampton Center Historic District (0.4 mi / 0.6 km)
  • Mount Tom (4.1 mi / 6.7 km)
  • Westfield River (7 mi / 11.3 km)
  • Smith College Botanic Garden (7.7 mi / 12.4 km)
  • Pine Island (7.9 mi / 12.7 km)
  • Look Memorial Park (8.3 mi / 13.3 km)

Transport options to and around Southampton

The nearest airport is in Westfield, MA (BAF-Barnes Municipal), located 4.3 mi (6.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Springfield Union Station (ZSF), which is 11.1 mi (17.8 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Southampton?
Length of stay, property type and time of year are some of the things that can determine the price of a holiday home. Simply click on your travel dates to find your perfect fit. From cosy chalets to sprawling luxury villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Southampton?
When you travel and the size and style of the property will determine the cost of your beachside escape. Type in your Southampton travel dates to see all your options on Stayz. Did someone just say "private pool"? Use the filters to pick the features and amenities you want in your beach house.
What are the top attractions for families in Southampton?
Keeping the kids happy during your stay in Southampton is a breeze with these leading family-friendly attractions:
  • Nashs Dinosaur Track Quarry
  • Historic Summit House
  • Skinner State Park
How old do you have to be to rent a holiday home in Southampton?
The minimum required age is typically 16, 18 or 21. It can differ from one property to another on Stayz, so check the rules of your preferred Southampton holiday home before booking your escape.
How long can I rent a holiday home in Southampton for?
It all depends on the Southampton property. To browse a list of options offering extended stays, just type your travel dates and number of people into Stayz's search page. Look forward to having the whole place to yourself, along with home comforts such as a full kitchen, air conditioning and outdoor spaces where the kids can burn off energy. Be on the lookout for long-term stays that offer weekly or monthly discounts.