Cheap Rates on Hotels, Airfare & Car Rentals...
Need Assistance?
Contact Us
  • Sign In for Member Deals!
x
Reset password

Please enter the email address you signed up with and we'll immediately email you a link to reset your password.

Remember your password?

Search Southold Hotels With a Pool

2 Adults

How many guests?

Close

Our Top 4 Hotels With Pools near Southold, New York, United States

Select a data range for live pricing & availability
3 of 5 Stars

81 Shore Road, Shelter Island, NY 11964, USA

Property Type Hotel
Property Highlights Beachfront Private Beach Outdoor Pool Restaurant Watersports
From Estimate (USD)$297

Select a date range for live pricing.

Check Rates & Availability
Check-In: Select a date range
Check-Out:Select a date range
Upvote
Downvote
2.67 Miles away from Southold center

209 Front Street, Greenport, NY 11944, USA

Property Type Hotel
Property Highlights Outdoor Pool Fitness Center Concierge Service
From Estimate (USD)$401

Select a date range for live pricing.

Check Rates & Availability
Check-In: Select a date range
Check-Out:Select a date range
Upvote
Downvote
4.20 Miles away from Southold center

11 Stearns Point Road, Shelter Island Heights, NY 11965, USA

Property Location With a stay at Shelter Island House in Shelter Island Heights, you'll be next to a golf course and minutes from Shelter Island Country Club and Crescent Beach. This hotel is within close proximity of PdJ Boards Stand Up Paddle Boarding and Shelter Island Tennis Club. Rooms Make yourself at home in one of the 11 air-conditioned...

From Estimate (USD)$115

Select a date range for live pricing.

Check Rates & Availability
Check-In: Select a date range
Check-Out:Select a date range
Upvote
Downvote
3.46 Miles away from Southold center
4 of 5 Stars

31 W. Water Street, Sag Harbor, NY 11963, USA

Just a short walk from Main Street in the historic village of Sag Harbor Barons Cove will be a perfect base for exploring the Hamptons the Peconic Bay and all of the beaches dining shopping and culture that Eastern Long Island offers. Currently undergoing an extensive renovation the finished resort will offer vacationers an ideal location...

From Estimate (USD)$219

Select a date range for live pricing.

Check Rates & Availability
Check-In: Select a date range
Check-Out:Select a date range
Upvote
Downvote
7.91 Miles away from Southold center

Top 4 hotels with a pool in/near Southold - Map View

x
The Pridwin Hotel
The Pridwin Hotel
$297
The Harborfront Inn
The Harborfront Inn
$401
Shelter Island House
Shelter Island House
$115
Barons Cove
Barons Cove
$219
x
Submit your feedback

Thank you! please answer the following question.

In order to help us service you better in the future, please take your time to rate the property.

Click Star
Click Star
Click Star
Click Star

x
Thank You!

We have received your feedback. Your feedback helps us provide you and the rest of our users with exceptional recommendations.

loading-spinnerLoading - Please Wait.
x Verification link sent