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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Southampton cottages

A single-story house with a gabled roof, a front porch, and a well-maintained garden.

1. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $107
CA $639 total
includes taxes & fees
Oct 25 - Oct 26
Walk to Beach | Seabreeze Cottage #4
A residential area with houses, a driveway, and a body of water in the background.

2. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...
United States
Lydia
The price is CA $107
CA $639 total
includes taxes & fees
Oct 25 - Oct 26
Steps to the beach | Seabreeze Cottage #3
Exterior

3. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage
Hampton Bays
The price is CA $395
CA $516 total
includes taxes & fees
Oct 19 - Oct 20
Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (67 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is CA $414
CA $473 total
includes taxes & fees
Oct 26 - Oct 27
North Fork Resort
Terrace/patio

5. 5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic experience. Cabin was clean and quiet. Beautiful mornings on the water."
United States
Leah O.
The price is CA $928
CA $1,285 total
includes taxes & fees
Oct 19 - Oct 20
5th 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.

6. 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 $694
CA $1,255 total
includes taxes & fees
Nov 3 - Nov 4
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A sign for J&S Reeves Cottages with a view of a house and trees.

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 $956
CA $1,317 total
includes taxes & fees
Oct 19 - Oct 20
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A sign for J&S Reeves Cottages with a view of a house and trees.

8. 3rd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

3rd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
8.6 out of 10, Excellent, (7 reviews)
"We loved everything about our stay at the cottage. Such beautiful property and surroundings. If you’re looking to spend some quality time with family in a quiet setting with beautiful surroundings , look no further. Thanks Sandy. We will be Back."
United States
Wendy B.
The price is CA $1,057
CA $1,434 total
includes taxes & fees
Oct 19 - Oct 20
3rd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A lakeside cottage with a covered porch, a sign for J&S Reeves Cottages, and a grassy lawn with lounge chairs.

9. 1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.0 out of 10, Wonderful, (7 reviews)
"Nice scenery. Spartan kitchen furnishings and bathroom toiletries. Paid booking (including all ocuppants and pets) and was invoiced by vrbo. Received addtional invoice from the owner adding 250 dolars pet fee (125x2 pets) which was not listed on the property description that only mentions "pet friendly"."
United States
Simon C.
The price is CA $1,057
CA $1,434 total
includes taxes & fees
Oct 19 - Oct 20
1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A waterfront property with a grassy lawn, a dock with boats, and a patio area with outdoor furniture.

10. 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 $1,057
CA $1,434 total
includes taxes & fees
Oct 19 - Oct 20
2nd 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.
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Top Southampton Hotel Reviews

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Lots of parking, rooms were clean and smelt nice"
miranda 1-night trip
Posted 2 days ago
The Atlantic Hotel

Find out more about Southampton

Southampton Cottages information

Number of reviews
53
Accommodation
8 Cottages
Lowest Price
CA $473
Highest Price
CA $1,434

Frequently asked questions

How much do cottages in Southampton cost?
Rates for cottages in Southampton range between CA $473 and CA $1,434 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.

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