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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Residences in Southold

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

Recommended hotels in Southold

Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (224)
"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
Interior entrance
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
Interior
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
The price is SAR 2,252
SAR 4,409 total
includes taxes & fees
11 Dec - 12 Dec
Beautifully farmhouse
Interior
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
Interior
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
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett

The Roundtree, Amagansett

4.5 star property
10.0 out of 10, Exceptional, (91)
"Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch."
United States
adam
The price is SAR 2,231
SAR 2,676 total
includes taxes & fees
1 Jan - 2 January 2026
The Roundtree, Amagansett
Exterior
Journey East Hampton

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (159)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
The price is SAR 696
SAR 875 total
includes taxes & fees
9 Dec - 10 Dec
Journey East Hampton
Living area
4-bedroom 3-bathroom house in fabulous East Hampton with AC, WiFi

Vacation Home in East Hampton

The price is SAR 3,941
SAR 6,369 total
includes taxes & fees
31 Dec - 1 January 2026
4-bedroom 3-bathroom house in fabulous East Hampton with AC, WiFi
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Vacation Home in East Hampton

9.0 out of 10, Wonderful, (4)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is SAR 282
SAR 3,307 total
includes taxes & fees
15 Dec - 16 Dec
Blackberry: Private home with jacuzzi year-round
Garden
The Huntting Inn

Bed & Breakfast in Egypt Lane Historic District

3.5 star property
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is SAR 1,435
SAR 1,677 total
includes taxes & fees
18 Dec - 19 Dec
The Huntting Inn
Garden
The 1770 House Restaurant & Inn

Inn in East Hampton

4.0 star property
9.8 out of 10, Exceptional, (160)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is SAR 996
SAR 1,362 total
includes taxes & fees
11 Dec - 12 Dec
The 1770 House Restaurant & Inn
Fridge, microwave, oven, stovetop
Gorgeous 5-Bedroom House in East Hampton

Vacation Home in East Hampton

The price is SAR 8,258
SAR 16,108 total
includes taxes & fees
10 Dec - 11 Dec
Gorgeous 5-Bedroom House in East Hampton
Fridge, oven, stovetop, dishwasher
Upscale Hamptons Home: 1 Mi to Sammys Beach!

Vacation Home in East Hampton

9.4 out of 10, Exceptional, (3)
"Wonderful property. Lisette was a fantastic host and her home updated and modern. "
United States
Joanna D.
The price is SAR 2,628
SAR 4,653 total
includes taxes & fees
31 Dec - 1 January 2026
Upscale Hamptons Home: 1 Mi to Sammys Beach!
Exterior
Wainscott Woods Retreat

Wainscott Woods Retreat

2.5 star property
7.0 out of 10, Good, (9)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is SAR 1,124
SAR 1,284 total
includes taxes & fees
9 Dec - 10 Dec
Wainscott Woods Retreat
Outdoor pool, a heated pool
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Farmstay in Wainscott

10.0 out of 10, Exceptional, (112)
"We had a great stay at the house - it's perfect for a family and the kids love the pool ! Would definitely stay again and perfect for long term rental as well."
United States
Amy P.
The price is SAR 2,702
SAR 5,968 total
includes taxes & fees
6 Dec - 7 Dec
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Exterior
The Sagaponack

Bed & Breakfast in Wainscott

3.0 star property
8.8 out of 10, Excellent, (210)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is SAR 525
SAR 750 total
includes taxes & fees
22 Dec - 23 Dec
The Sagaponack
Outdoor pool
Topping Rose House

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (136)
"Great rooms, staff and food"
United Kingdom
Alexandra
The price is SAR 1,970
SAR 2,264 total
includes taxes & fees
17 Dec - 18 Dec
Topping Rose House
Standard Studio, 1 King Bed, Non Smoking | Premium bedding, free WiFi, bed sheets
The Niantic Inn

The Niantic Inn

2.5 star property
9.0 out of 10, Wonderful, (124)
"Great location. Nice and clean room and property"
United States
Eric
The price is SAR 351
SAR 404 total
includes taxes & fees
17 Dec - 18 Dec
The Niantic Inn
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