A man carrying a woman in front of a pool with two American flags, surrounded by greenery and a monument.

Cottages 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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Town of Southampton cottages

1. Modern Hampton Bays Cottage Near Beaches & Town 2 Bedroom Cottage

Modern Hampton Bays Cottage Near Beaches & Town 2 Bedroom Cottage
3.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
"Our stay at Sylvia’s place was 10 out of 10. This property was properly advertised and the hosts response time was remarkable! This two bedroom was packed with great amenities. We were able to enjoy outside seating on the patio which was well lit at night. Very quiet safe neighborhood in great distance of supermarkets shops and our favorite restaurants. Two days was not enough, I have a feeling we will be back. Very peaceful private location. Do not hesitate… book now!"
United States
Krystal
Modern Hampton Bays Cottage Near Beaches & Town 2 Bedroom Cottage

2. Waterfront Home w/ Large Deck + Private Pool!

Waterfront Home w/ Large Deck + Private Pool!
3.0 star property
Westhampton Beach
Waterfront Home w/ Large Deck + Private Pool!

3. Charming Hampton Bays Home 5 Mi to Coopers Beach

Charming Hampton Bays Home 5 Mi to Coopers Beach
3.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
"Nice little shack In Hampton bays Did the job Would rent again"
United States
Samuel
Charming Hampton Bays Home 5 Mi to Coopers Beach

4. Hamptons Vacation Rental w/ Saltwater Pool

Hamptons Vacation Rental w/ Saltwater Pool
3.0 star property
Hampton Bays
Hamptons Vacation Rental w/ Saltwater Pool

5. Hamptons Bay Home on Shinnecock Bay w/ Yard!

Hamptons Bay Home on Shinnecock Bay w/ Yard!
3.0 star property
Hampton Bays
Hamptons Bay Home on Shinnecock Bay w/ Yard!

6. Waterfront Westhampton Haven: Private Beach

Waterfront Westhampton Haven: Private Beach
3.0 star property
Westhampton Beach
Waterfront Westhampton Haven: Private Beach

7. Bayfront East Quogue Retreat w/ Private Boat Dock

Bayfront East Quogue Retreat w/ Private Boat Dock
3.0 star property
East Quogue
Bayfront East Quogue Retreat w/ Private Boat Dock

8. Unique Southampton Getaway w/ Rooftop Deck!

Unique Southampton Getaway w/ Rooftop Deck!
3.0 star property
Southampton
Unique Southampton Getaway w/ Rooftop Deck!

9. Hampton Bays Retreat: Walk to Squires Beach!

Hampton Bays Retreat: Walk to Squires Beach!
3.0 star property
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"Getting in and out of the property was very difficult. All the codes for the front door did not work and we were on the phone for an hour trying to get in. We had to go through the rental company as the owner didn’t answer any of our calls or texts. Also, locking the front door was very problematic. None of the shampoo, conditioner, or soap dispensers worked. The sheets were so itchy and horrible that we had to switch from the queen bed to the twin beds. Overall, the beds didn’t feel very clean...
United States
Anonymous traveller
Hampton Bays Retreat: Walk to Squires Beach!

10. Villa Gavin

Villa Gavin
3.5 star property
Southampton
Villa Gavin

11. Hamptons Home Near Beaches w/ Pool & Water Views!

Hamptons Home Near Beaches w/ Pool & Water Views!
3.0 star property
Southampton
Hamptons Home Near Beaches w/ Pool & Water Views!

12. Westhampton Beach Home w/ Deck + Ocean Views!

Westhampton Beach Home w/ Deck + Ocean Views!
3.0 star property
Westhampton Beach
Westhampton Beach Home w/ Deck + Ocean Views!

13. Summerset Villa by Rove - Family Home With Pool & Hot Tub

Summerset Villa by Rove - Family Home With Pool & Hot Tub
3.0 star property
Bridgehampton
Summerset Villa by Rove - Family Home With Pool & Hot Tub

14. Dunecrest by Rovetravel - Family Oceanfront With Heated Pool

Dunecrest by Rovetravel - Family Oceanfront With Heated Pool
3.0 star property
Westhampton Beach
Dunecrest by Rovetravel - Family Oceanfront With Heated Pool

15. Pet-friendly Southampton Paradise With Pool!

Pet-friendly Southampton Paradise With Pool!
3.0 star property
Southampton
Pet-friendly Southampton Paradise With Pool!

16. Luxe Waterfront East Quogue Home w/ Beach On-site!

Luxe Waterfront East Quogue Home w/ Beach On-site!
3.0 star property
East Quogue
Luxe Waterfront East Quogue Home w/ Beach On-site!

17. Oceanstone by Rove Villa w Pool & Beach Access

Oceanstone by Rove Villa w Pool & Beach Access
3.0 star property
Southampton
Oceanstone by Rove Villa w Pool & Beach Access

18. Summit Vista by Rove 4BR Home W/patio & Pool

Summit Vista by Rove 4BR Home W/patio & Pool
3.0 star property
Westhampton
Summit Vista by Rove 4BR Home W/patio & Pool

19. Joels Lane by Rove 5BR w Heated Pool, Sauna, Gym

Joels Lane by Rove 5BR w Heated Pool, Sauna, Gym
3.0 star property
Sag Harbor
Joels Lane by Rove 5BR w Heated Pool, Sauna, Gym

20. Meadowood Manor by Rovetravel 6BR Outdoor Spaces

Meadowood Manor by Rovetravel 6BR Outdoor Spaces
3.0 star property
Sag Harbor
Meadowood Manor by Rovetravel 6BR Outdoor Spaces
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Town of Southampton Hotel Reviews

Find out more about Town of Southampton

Town of Southampton Cottages information

Number of reviews
2
Accommodation
39 Cottages
Lowest Price
Highest Price