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Next weekend

28 Rab. I - 30 Rab. I

In two weeks

4 Rab. II - 6 Rab. II

In one month

18 Rab. II - 20 Rab. II

In two months

16 Jum. I - 18 Jum. I

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

"Love the location "

SAR 872 total

includes taxes & fees

26 Mar - 27 Mar

Cozy Pad 2BR Beachside Home | TennisPoolFreePKG Unit 721 | Terrace/patio

SAR 2,027 total

includes taxes & fees

7 Apr - 8 Apr

"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!"

"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."

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Other property types in Southold

"We were in town for a wedding with small children in tow- the house was perfectly located for us to get to wedding events in under 10 minutes but do be aware that it’s on a busy road. The house is set back so there wasn’t too much traffic noise, especially with the window AC units going. You could walk to the beach, but be aware that it’s down the busy road as someone else mentioned. It wasn’t luxurious, but everything was clean and comfortable. I appreciated that towels and linens were provided...

"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "

SAR 646 total

includes taxes & fees

24 Mar - 25 Mar

"Stove it’s not efficient and refrigerator blocked with the corner of wall"

SAR 906 total

includes taxes & fees

6 Apr - 7 Apr

Recent reviews of Southold hotels

5/5 Excellent

"Cozy and clean hotel. The staff were very nice. We really enjoyed our stay. There is a good breakfast/lunch restaurant across the street. "

A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex

Posted 2 days ago

5/5 Excellent

"This is a beautiful property with a great location, delicious dining and fun and relaxing entertainment. We stayed on a Thursday night, enjoyed lunch and dinner at Fresh Salt, and then music in the ChooChoo lounge. We love the history of the place, and enjoyed walking the causeway, even in foggy and cool weather on the first day of spring. Our daughter and son-in-law enjoyed the spa, the pool both outdoor and inside. We would stay here again, very friendly and relaxing. Every staff member we met was friendly made us feel welcome. "

A verified traveler stayed at Saybrook Point Resort & Marina

Posted 3 days ago

5/5 Excellent

"The staff at Baron's was extremely accomodating - from dog friednly room options to placing a crib in our room before arrival for our newborn. Every request was met swiftly and executed well. Highly recommend. Easy to walk to downtown Sag if you don't want to deal with parking, and vast array of amenities on site were lovely. "

A verified traveler stayed at Baron's Cove

Posted 6 days ago

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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. Available July 21-28, 2023 - Family-friendly resort. 14.9 mi (24 km) from Southold. Enjoy the sauna, 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. Amenities include a sauna, a fitness center, and beach sun loungers. 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.

Search Resorts in Southold

Plan, book, stay with confidence

Check prices for these dates

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

Water's Edge Resort & Spa

Ocean Colony Beach and Tennis Club

Available July 21-28, 2023

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

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

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

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

Other property types in Southold

North Fork 7 Bedroom Farmhouse Escape

Windward Shores Ocean Resort

Cliffside Resort Condominiums

Recent reviews of Southold hotels

Pier Blue Inn Old Saybrook - Essex

Saybrook Point Resort & Marina

Water's Edge Resort & Spa

Hyatt Place Long Island East End

Baron's Cove

Budget Host East End Hotel in Riverhead

The Harbor Front Inn

The Shoals Suites and Slips

Residence Inn by Marriott New York Long Island East End

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Frequently asked questions