Holiday Homes in Town of Southampton

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Town of Southampton holiday homes

Apartment, Multiple Beds (Sage and Madison House - Hatfield Sui) | 2 bedrooms

Sage and Madison House - Hatfield Suite - 3rd Floor

Sage and Madison House - Hatfield Suite - 3rd Floor
3.5 star property
Sag Harbor
Sage and Madison House - Hatfield Suite - 3rd Floor
House | Outdoor spa tub

Casa Newmark Holiday home 7 BestStayz.1

Casa Newmark Holiday home 7 BestStayz.1
5.0 star property
Sagaponack
Casa Newmark Holiday home 7 BestStayz.1
House, Multiple Beds (Bungalow 5 - 1BR, Water View) | Property grounds

Bungalow 5 - 1br, Water View

Bungalow 5 - 1br, Water View
3.0 star property
Westhampton Beach
Bungalow 5 - 1br, Water View
House, Multiple Beds (Bungalow 3 - 1BR, Waterfront) | Beach

Bungalow 3 - 1br, Waterfront

Bungalow 3 - 1br, Waterfront
3.0 star property
Westhampton Beach
Bungalow 3 - 1br, Waterfront
House, Multiple Beds (Shinnecock Sanctuary) | Private kitchen

Shinnecock Sanctuary

Shinnecock Sanctuary
4.0 star property
Southampton
Shinnecock Sanctuary
House, Multiple Beds (Bungalow 4 - 1BR, Waterfront) | Balcony

Bungalow 4 - 1br, Waterfront

Bungalow 4 - 1br, Waterfront
3.0 star property
Westhampton Beach
Bungalow 4 - 1br, Waterfront
Balcony

Bungalow 8 - 1br, Waterfront

Bungalow 8 - 1br, Waterfront
3.0 star property
Westhampton Beach
Bungalow 8 - 1br, Waterfront
House, Multiple Beds (Sugar Loaf Serenity) | Living room

Sugar Loaf Serenity

Sugar Loaf Serenity
4.0 star property
Southampton
Sugar Loaf Serenity
House, Multiple Beds (Bungalow 6 - 1BR, Water View) | Balcony

Bungalow 6 - 1br, Water View

Bungalow 6 - 1br, Water View
3.0 star property
Westhampton Beach
Bungalow 6 - 1br, Water View
House, Multiple Beds (Southampton Village Traditional) | Dining

Southampton Village Traditional

Southampton Village Traditional
3.0 star property
Southampton
Southampton Village Traditional
Living area

Sweet Retreat Luxury Southampton 4BR Pool & Jacuzzi

Sweet Retreat Luxury Southampton 4BR Pool & Jacuzzi
4.0 star property
Southampton
Sweet Retreat Luxury Southampton 4BR Pool & Jacuzzi
House, Multiple Beds (Bungalow 2 - 1BR, Water View) | Property grounds

Bungalow 2 - 1br, Water View

Bungalow 2 - 1br, Water View
3.0 star property
Westhampton Beach
Bungalow 2 - 1br, Water View
House, Multiple Beds (Escape on Big Fresh Pond) | Property grounds

Escape on Big Fresh Pond

Escape on Big Fresh Pond
3.5 star property
Southampton
Escape on Big Fresh Pond
House, Multiple Beds (Hampton Bay Village Beauty) | Private kitchen | Coffee/tea maker

Hampton Bay Village Beauty

Hampton Bay Village Beauty
3.5 star property
Hampton Bays
Hampton Bay Village Beauty
Private kitchen

Sprawling Southampton Home w Pool/jacuzzi Near Beach & Town

Sprawling Southampton Home w Pool/jacuzzi Near Beach & Town
3.5 star property
Southampton
Sprawling Southampton Home w Pool/jacuzzi Near Beach & Town
House, Multiple Beds (North Sea Bungalow) | Private kitchen | Fridge, microwave, dishwasher, coffee/tea maker

North Sea Bungalow

North Sea Bungalow
3.5 star property
Southampton
North Sea Bungalow
Property grounds

Private Home In Sag Harbor / Southampton With Pool & Jacuzzi

Private Home In Sag Harbor / Southampton With Pool & Jacuzzi
4.0 star property
Southampton
Private Home In Sag Harbor / Southampton With Pool & Jacuzzi
House, Multiple Beds (Sag Harbor Village Sensation) | Private kitchen

Sag Harbor Village Sensation

Sag Harbor Village Sensation
3.0 star property
Sag Harbor
Sag Harbor Village Sensation
House, Multiple Beds (East Quogue Quintessential) | Exterior

East Quogue Quintessential

East Quogue Quintessential
3.0 star property
East Quogue
East Quogue Quintessential
House, Multiple Beds (Bridgehampton Beauty) | Dining

Bridgehampton Beauty

Bridgehampton Beauty
3.5 star property
Bridgehampton
Bridgehampton Beauty
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Town of Southampton Hotel Reviews

Harpoon House

Harpoon House

8/10 Good
"Very clean"
Carol 1-night trip
Posted 16 hours ago
Harpoon House

Find out more about Town of Southampton

Town of Southampton Holiday Homes information

Number of reviews
Accommodation
70 Holiday Homes
Lowest Price
Highest Price