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Southampton Holiday Homes

More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers

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Featured Holiday Homes in Southampton

Estimated price for 1 night / 2 adults
NEW Listing: Tranquil Setting w/ Modern Flair, Recently Renovated w/ Plenty of Living and Entertainment Spaces
NEW Listing: Tranquil Setting w/ Modern Flair, Recently Renovated w/ Plenty of Living and Entertainment Spaces
32 West Trail, Southampton, NY

NEW Listing: Tranquil Setting w/ Modern Flair, Recently Renovated w/ Plenty of Living and Entertainment Spaces: Pet-friendly holiday home with private pools ...

No reviews
NEW Listing: Tranquil Setting w/ Modern Flair, Recently Renovated w/ Plenty of Living and Entertainment Spaces
Southampton Luxury. Private Beach, Pool, Kayaks! Hamptons Rental Beautiful
Southampton Luxury. Private Beach, Pool, Kayaks! Hamptons Rental Beautiful
7 Wolf Swamp Lane, Southampton, NY

Southampton Luxury. Private Beach, Heated Pool, Kayaks! Hamptons Beautiful: Romantic holiday home with an outdoor pool and a hot tub. Located on the ...

No reviews
Southampton Luxury. Private Beach, Pool, Kayaks! Hamptons Rental Beautiful
Cosy 6 Bedrooms, 5 Baths, 45 ' Salt Pool
Cosy 6 Bedrooms, 5 Baths, 45 ' Salt Pool
82 Powell Avenue, Southampton, NY

Cosy 6 Bedrooms, 5 Baths, 45 ' Salt Pool: Romantic holiday home with private pools and a fitness centre. Guests love the pool!

No reviews
Cosy 6 Bedrooms, 5 Baths, 45 ' Salt Pool
Historic Elegance in Southampton For 20 Guests at a 200-year-old Former B&B w/ Saltwater Pool
Historic Elegance in Southampton For 20 Guests at a 200-year-old Former B&B w/ Saltwater Pool
579 Hill St, Southampton, NY

Historic Elegance in Southampton For 20 Guests at a 200-year-old Former B&B w/ Saltwater Pool: Pet-friendly holiday home with private pools and parking. Guests ...

No reviews
Historic Elegance in Southampton For 20 Guests at a 200-year-old Former B&B w/ Saltwater Pool
Amenities Galore: Southampton Home at the Edge of a 200-acre Preserve, Huge Yard, Pool, Hot Tub
Amenities Galore: Southampton Home at the Edge of a 200-acre Preserve, Huge Yard, Pool, Hot Tub
484 North Magee Street, Southampton, NY

Amenities Galore: Southampton Home at the Edge of a 200-acre Preserve, Huge Yard, Pool, Hot Tub: Pet-friendly holiday home with private pools and a hot tub. ...

No reviews
Amenities Galore: Southampton Home at the Edge of a 200-acre Preserve, Huge Yard, Pool, Hot Tub
Family-friendly, Waterfront Southampton Retreat on Fish Cove w/ Private Dock, Stylish Living Spaces
Family-friendly, Waterfront Southampton Retreat on Fish Cove w/ Private Dock, Stylish Living Spaces
2 Helens Lane, Southampton, NY

Family-friendly, Waterfront Southampton Retreat on Fish Cove w/ Private Dock, Stylish Living Spaces: Holiday home with parking and bike hire on site.

No reviews
Family-friendly, Waterfront Southampton Retreat on Fish Cove w/ Private Dock, Stylish Living Spaces
6BR Private Home In Sag Harbor / Southampton With Pool & Jacuzzi
6BR Private Home In Sag Harbor / Southampton With Pool & Jacuzzi
55 Glenview Dr, B, Southampton, NY

6BR Private Home In Sag Harbor / Southampton With Pool & Jacuzzi: Romantic holiday home with a hot tub and parking. Located near theme parks.

No reviews
6BR Private Home In Sag Harbor / Southampton With Pool & Jacuzzi
Cottage-chic Bayfront Home Overlooking Peconic Bay, Beach Access, Outdoor Entertaining
Cottage-chic Bayfront Home Overlooking Peconic Bay, Beach Access, Outdoor Entertaining
37 E Shore Road, Southampton, NY

Cottage-chic Bayfront Home Overlooking Peconic Bay, Beach Access, Outdoor Entertaining: Pet-friendly holiday home with parking and TVs.

No reviews
Cottage-chic Bayfront Home Overlooking Peconic Bay, Beach Access, Outdoor Entertaining
NEW Listing: Delightful Living, 2-story Traditional Home, Private Acre, Lots of Charm, Close to Southampton Village!
NEW Listing: Delightful Living, 2-story Traditional Home, Private Acre, Lots of Charm, Close to Southampton Village!
209 Bishops Lane, Southampton, NY

NEW Listing: Delightful Living, 2-story Traditional Home, Private Acre, Lots of Charm, Close to Southampton Village!: Pet-friendly holiday home with parking ...

No reviews
NEW Listing: Delightful Living, 2-story Traditional Home, Private Acre, Lots of Charm, Close to Southampton Village!
Southampton Village 3br, Walk To Town, Bike To Beach ?
Southampton Village 3br, Walk To Town, Bike To Beach ?
93 North Main Street, Southampton, NY

South of the Highway in Southampton Village 3BR Walk To Town, Bike To Beach ?: Family holiday home with parking and a garden. Located by the sea.

No reviews
Southampton Village 3br, Walk To Town, Bike To Beach ?
The Cleanest Rental in the Hamptons. Quiet Street. 3 mi to Ocean. Heated Pool
The Cleanest Rental in the Hamptons. Quiet Street. 3 mi to Ocean. Heated Pool
8 Powers Dr, Southampton, NY

The Cleanest Rental in the Hamptons. Quiet Street. 3 mi to Ocean. Heated Pool: Romantic resort with private pools and a water park. Located in the city ...

No reviews
The Cleanest Rental in the Hamptons. Quiet Street. 3 mi to Ocean. Heated Pool

Holiday Accommodation Southampton

You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Southampton are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Southampton itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.

Southampton holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.

If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Southampton, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.

Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Southampton with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.

Top Trending Hotels in Southampton

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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