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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Villas in Southold

No exact matches found, but these alternatives could be just right

Recommended hotels in Southold

Front of property
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (225)
"Great quick stay"
United States
Jasmine T
The price is SAR 620
SAR 708 total
includes taxes & fees
21 Dec - 22 Dec
The Shoals Suites and Slips
Exterior
Vine & Sand

Bed & Breakfast in Southold

3.0 star property
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Terrace/patio
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Bed & Breakfast in Southold

10.0 out of 10, Exceptional, (1)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
The price is SAR 1,336
SAR 1,745 total
includes taxes & fees
4 Jan - 5 January 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Terrace/patio
Beautifully farmhouse

Vacation Home in Southold

10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveler
Beautifully farmhouse
Exterior
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Bed & Breakfast in Southold

10.0 out of 10, Exceptional, (1)
"Great experience. Wonderful hosts. "
United States
Mark L.
The price is SAR 1,218
SAR 1,593 total
includes taxes & fees
4 Jan - 5 January 2026
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Exterior
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Bed & Breakfast in Southold

The price is SAR 1,218
SAR 1,593 total
includes taxes & fees
4 Jan - 5 January 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Exterior
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Bed & Breakfast in Southold

The price is SAR 1,336
SAR 1,745 total
includes taxes & fees
4 Jan - 5 January 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Front of property
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 star property
8.8 out of 10, Excellent, (62)
"Good clean property with great staff "
United States
David
The price is SAR 351
SAR 404 total
includes taxes & fees
12 Dec - 13 Dec
Spark by Hilton Guilford
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (540)
"Awesome stay!!! Great Location "
United States
Bryan
The price is SAR 392
SAR 631 total
includes taxes & fees
29 Dec - 30 Dec
The Harbor Front Inn
Property grounds
Hamlet Inn

Motel in Southampton

2.0 star property
8.6 out of 10, Excellent, (439)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is SAR 385
SAR 498 total
includes taxes & fees
18 Dec - 19 Dec
Hamlet Inn
Exterior
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2.0 star property
8.0 out of 10, Very Good, (1000)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (390)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is SAR 414
SAR 477 total
includes taxes & fees
22 Dec - 23 Dec
The Bentley Hotel Southampton
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Motel in Old Saybrook

2.0 star property
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is SAR 252
SAR 289 total
includes taxes & fees
10 Dec - 11 Dec
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior
Clinton Motel

Motel in Clinton

2.5 star property
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is SAR 293
SAR 337 total
includes taxes & fees
7 Dec - 8 Dec
Clinton Motel
Front of property
The Captain Stannard

Bed & Breakfast in Westbrook Center

3.0 star property
9.8 out of 10, Exceptional, (257)
"Amazing stay! Everything was perfect and it is clear that the owners love their jobs and their inn. Can't wait to go back! "
United States
Julie
The price is SAR 588
SAR 653 total
includes taxes & fees
10 Dec - 11 Dec
The Captain Stannard
Exterior
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.8 out of 10, Good, (1001)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is SAR 380
SAR 437 total
includes taxes & fees
15 Dec - 16 Dec
Quality Inn Old Saybrook - Westbrook
Interior
The Bridge at Soundview · Beach+OceanView+Sunrise

Apartment in Old Lyme

2.0 star property
10.0 out of 10, Exceptional, (1)
"The space was much larger than expected and was perfect for a group of 4 adults and 3 kids under 3! We had a great time, being a 5 minute walk from the beach and having a comfortable space to come back to. We'll definitely be coming back."
United States
Emotional J.
The price is SAR 479
SAR 1,830 total
includes taxes & fees
5 Dec - 6 Dec
The Bridge at Soundview · Beach+OceanView+Sunrise
Property entrance
The Niantic Inn

The Niantic Inn

2.5 star property
9.2 out of 10, Wonderful, (125)
"Great location. Nice and clean room and property"
United States
Eric
The price is SAR 368
SAR 423 total
includes taxes & fees
15 Dec - 16 Dec
The Niantic Inn
Terrace/patio
Shorewood Inn

Motel in Riverhead

2.5 star property
8.4 out of 10, Very Good, (707)
"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "
United States
Shelly
Shorewood Inn
Exterior
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

2.5 star property
8.6 out of 10, Excellent, (1002)
"It was a nice hotel and it was clean "
United States
Shaquan
The price is SAR 342
SAR 390 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
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 Southold Hotel Reviews

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Staff was courteous and the room was spotless. Food service is very good as well. "
Efrem 1-night trip
Posted 3 days ago
Hilton Garden Inn Riverhead

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