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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

Houseboats 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, (226)
"Food!"
United States
Ryan
The price is AED 620
AED 708 total
includes taxes & fees
14 Dec - 15 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
Exterior
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 AED 1,307
AED 1,691 total
includes taxes & fees
1 Jan - 2 January 2026
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
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 AED 1,192
AED 1,542 total
includes taxes & fees
1 Jan - 2 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 AED 1,192
AED 1,542 total
includes taxes & fees
1 Jan - 2 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 AED 1,307
AED 1,691 total
includes taxes & fees
1 Jan - 2 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, (63)
"Good clean property with great staff "
United States
David
The price is AED 361
AED 416 total
includes taxes & fees
3 Jan - 4 January 2026
Spark by Hilton Guilford
Terrace/patio
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (391)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is AED 432
AED 497 total
includes taxes & fees
11 Dec - 12 Dec
The Bentley Hotel Southampton
Free self parking
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 AED 286
AED 329 total
includes taxes & fees
8 Dec - 9 Dec
Clinton Motel
Exterior
House on Chase Creek

Guesthouse in The Heights

2.5 star property
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is AED 382
AED 437 total
includes taxes & fees
6 Jan - 7 January 2026
House on Chase Creek
Exterior
Hamlet Inn

Motel in Southampton

2.0 star property
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AED 327
AED 423 total
includes taxes & fees
8 Dec - 9 Dec
Hamlet Inn
Property entrance
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (541)
"Awesome stay!!! Great Location "
United States
Bryan
The price is AED 482
AED 730 total
includes taxes & fees
29 Dec - 30 Dec
The Harbor Front 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, (1001)
"A welcoming place with some nice touches."
United States
Leslie
Pier Blue Inn Old Saybrook - Essex
Property entrance
The Niantic Inn

The Niantic Inn

2.5 star property
9.2 out of 10, Wonderful, (126)
"Easy parking. Walkable dining and to boardwalk. Quaint shopping."
United States
Kerry
The price is AED 324
AED 373 total
includes taxes & fees
15 Dec - 16 Dec
The Niantic Inn
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 AED 246
AED 283 total
includes taxes & fees
4 Jan - 5 January 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior detail
The Stern at Soundview · Beach+Ocean+Sunrise

Apartment in Old Lyme

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is AED 279
AED 710 total
includes taxes & fees
2 Jan - 3 January 2026
The Stern at Soundview · Beach+Ocean+Sunrise
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
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.8 out of 10, Good, (1002)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is AED 372
AED 427 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn Old Saybrook - Westbrook
Exterior
Liberty Inn

Liberty Inn

2.0 star property
7.4 out of 10, Good, (640)
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is AED 274
AED 315 total
includes taxes & fees
6 Jan - 7 January 2026
Liberty Inn
Exterior
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (973)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
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

The Sagaponack

The Sagaponack

10/10 Excellent
"Everything was amazing! Friendly service! "
Kim 3-night trip
Posted 3 days ago
The Sagaponack