Search Resorts in Southold

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 9 Resorts in Southold with updated reviews, rates, and availability.

Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1003)
"The check in was not great as they pre authorized by credit card twice then told me the transactions failed despite my showing them the text that said it was cleared. I was on the phone with my Amex to prove to them that the charges went through and they refused me saying loudly that the transaction failed twice. I was displeased with the front desk all together. "
The price is AED 625
AED 782 total
includes taxes & fees
9 Mar - 10 Mar
Water's Edge Resort & Spa
Ocean Colony Beach and Tennis Club
Terrace/patio

Ocean Colony Beach and Tennis Club

2.0 star property
Ocean Colony Beach and Tennis Club
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Available July 21-28, 2023
Pool

Available July 21-28, 2023

8.8 out of 10, Excellent, (3)
"This rental was absolutely perfect. Room was exactly as described and very clean and well maintained. Very short walk to beach and pool. Water’s Edge staff was extremely courteous and attentive. The grounds are gorgeous and well maintained. The pool and beach combo was perfect for a family with kids. The owner of this rental was very easy to communicate with and responded quickly. We have zero complaints. We will absolutely be back again!"
Available July 21-28, 2023
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

8.0 out of 10, Very Good, (1)
"Comfortable space for a small family. We liked the flexibility of having a small beach on property and our own kitchen. The owner was easy to contact too."
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
Pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

10.0 out of 10, Exceptional, (1)
"Had a great stay for a long weekend getaway! The unit was in great shape, and we really enjoyed ourselves!"
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort & Spa (May 17, 2024 - May 24, 2024)
Pool

Water's Edge Resort & Spa (May 17, 2024 - May 24, 2024)

Water's Edge Resort & Spa (May 17, 2024 - May 24, 2024)
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Pool

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
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.
Don't see what you're looking for?
See all available properties in Southold
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Southold

Windward Shores Ocean Resort
Property grounds

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (273)
"I loved the private beach. The area was quite and the rooms were very nice. A car is needed or UBER which cost 50.00 to go to Montauk. "
The price is AED 484
AED 632 total
includes taxes & fees
20 Mar - 21 Mar
Windward Shores Ocean Resort
Stunning Hampton Holiday Family Fantasy for your Team
Safety gates, privet-enclosed, private pool, spa, and pool house.

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (66)
"Great home"
Stunning Hampton Holiday Family Fantasy for your Team
10 Bedroom Hampton House with a regulation size Pickleball
Pool

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball
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.

Frequently asked questions

What can I expect from a resort vacation in Southold?
You deserve some time off, and a resort is the perfect place to find all the services and amenities you need for a relaxing time in Southold. One of the comfortable resort hotels in the surrounding area could be just what you’re searching for, whether you want an amazing pool, blissful spa treatments, or nightly entertainment options.
What's a favorite resort for my stay in Southold?
Here are our top-rated resorts near Southold: Water’s Edge Resort & Spa - Beach resort. 15 mi (24.1 km) from Southold. Features 3 restaurants, a private beach, and a full-service spa. Highly rated for its great beach location. Ocean Colony Beach and Tennis Club - Beach resort, 5-minute walk from The Hamptons Beaches. 20.2 mi (32.5 km) from Southold. Has a seasonal outdoor pool, a garden, and free self parking. Water’s Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6 - Beach resort. 14.9 mi (24 km) from Southold. Enjoy the sauna, fitness center, and beach sun loungers. Available July 21-28, 2023 - Family-friendly resort. 14.9 mi (24 km) from Southold. Amenities include a sauna, a fitness center, and concierge services. Water’s Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6 - Beach resort. 14.9 mi (24 km) from Southold. Access to a sauna, a fitness center, and beach sun loungers.
What can I do in Southold?
Sparkling Pointe, The Old Field Vineyards, and Corey Creek Winery are a few of the interesting sights to visit. Sannino’s Bella Vita Vineyard and Mattebella Vineyards are a few additional attractions in the area that you might like.
What's the seasonal weather like in Southold?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.
What's the best way to get to and around Southold?
Fly into East Hampton, NY (HTO), which is located 11.8 mi (18.9 km) from the heart of the city. You can also search for flights into Westhampton, NY (FOK-Francis S. Gabreski), which is 19 mi (30.6 km) away. If you want to venture outside of the area, hop aboard a train at Southold Station.