A beach with a wooden fence, a lifeguard tower, and a house with a balcony overlooking the ocean.

Search Southampton Cottage Rentals from CA $473

  • 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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Southampton cottages

A residential area with houses, a driveway, and a body of water in the background.

1. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...
United States
Anonymous traveller
The price is CA $119
CA $643 total
includes taxes & fees
Sep 9 - Sep 10
Seabreeze #3 Cozy Cottage steps to the beach
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $414
CA $473 total
includes taxes & fees
Sep 14 - Sep 15
North Fork Resort
A single-story house with a gabled roof, a front porch, and a well-maintained garden.

3. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.0 out of 10, Wonderful, (7 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $192
CA $726 total
includes taxes & fees
Sep 27 - Sep 28
Seabreeze 4 Charming Cottage footsteps to beach
An aerial view of J&S Reeves Cottages with a dock and boats, surrounded by greenery and houses.

4. 6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Riverhead
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay. Very quiet and relaxing. Excellent location to many wineries. Would definitely stay again."
United States
Donna M.
The price is CA $704
CA $1,020 total
includes taxes & fees
Sep 14 - Sep 15
6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A deck with a gray sofa, a wooden chair, and a metal fire pit.

5. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is CA $793
CA $1,395 total
includes taxes & fees
Sep 14 - Sep 15
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A grassy deck with a view of a lake, boats, and a cottage.

6. 2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.6 out of 10, Exceptional, (5 reviews)
"Great rental experience. Owners friendly and available"
United States
Patricia and Michael F.
The price is CA $788
CA $1,101 total
includes taxes & fees
Sep 19 - Sep 20
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
An aerial view of J&S Reeves Cottages, featuring a dock, boats, and a lake.

7. 4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.8 out of 10, Exceptional, (19 reviews)
"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."
United States
Richard C.
The price is CA $939
CA $1,293 total
includes taxes & fees
Sep 20 - Sep 21
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
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 Southampton Hotel Reviews

Capri

Capri

10/10 Excellent
"Great hotel “Capri” with welcoming and friendly staff. We truly enjoyed our stay and had a wonderful time. Thank you so much for your warm hospitality and excellent service!"
Yuliana 1-night trip
Posted 5 hours ago
Capri

Find out more about Southampton

Southampton Cottages information

Number of reviews
53
Accommodation
8 Cottages
Lowest Price
CA $473
Highest Price
CA $473

Frequently asked questions

How much do cottages in Southampton cost?
Rates for cottages in Southampton range between CA $473 and CA $473 per night. Whatever your budget, you're sure to find the perfect place to touch base with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southampton?
Stay in touch with nature in one of the 8 cottages located in Southampton. To help you choose an ideal property, use our filters to search for must-have amenities or perks.
Are there any family-friendly cottages in Southampton?
Throw your bags down at Villa Gavin and make your family trip to Southampton the best one yet. This family-friendly cottage has a 3.5-star rating and conveniences including laundry facilities and a fireplace. After checking in and chilling out together in your new digs, it's time to head out and start sightseeing. The Hamptons Beaches and Ponquogue Beach are among the family-friendly attractions in Southampton.
Why book your cottage in Southampton with Expedia?
We think that a vacation should be a walk in the park, so if you're in search of cottages in Southampton at an affordable rate, Expedia has got you covered. Save those pennies and select a wallet-friendly option far from the downtown buzz, or book a luxury cottage to treat your loved ones.
How can I find cheap cottages in Southampton?
Expedia can help you look for cheap cottages in Southampton. To discover your special stay in just a few keystrokes, simply use the filter tool to tailor your search results by star rating, budget and amenities.
What is there to do in Southampton near my cottage?
The ideal travel accessory is a well-planned to-do list. Shinnecock Hills Golf Course is an excellent place to start your adventures in Southampton.

Explore a world of travel with Expedia