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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

Cabin Rentals 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, (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
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
Frette Italian sheets, premium bedding, down comforters
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
Property grounds
Mill House Inn

Bed & Breakfast in Pantigo Road Historic District

5.0 star property
9.0 out of 10, Wonderful, (73)
"We stayed at the Inn for our anniversary last weekend. We are devotees of bed and breakfast hotels and loved this one. We arrived to find a huge, and I mean, huge, bouquet of the most beautiful white roses waiting for us in the suite that they upgraded us to. Totally unexpected. These folks could not do enough for us. Breakfast was extremely nice, cooked to order with quality ingredients. Bed was extremely warm and comfortable. The management, the staff, can't say anything negative about...
United States
margaret
The price is SAR 1,126
SAR 1,415 total
includes taxes & fees
11 Dec - 12 Dec
Mill House Inn
Aerial view
East Hampton Art House Bed & Breakfast

Bed & Breakfast in Clearwater Beach

4.0 star property
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
The price is SAR 1,475
SAR 1,685 total
includes taxes & fees
18 Dec - 19 Dec
East Hampton Art House Bed & Breakfast
Exterior detail
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
Garden
The Maidstone

The Maidstone

4.0 star property
8.0 out of 10, Very Good, (150)
"We had a wonderful stay "
United States
Sabrina
The price is SAR 976
SAR 1,115 total
includes taxes & fees
2 Jan - 3 January 2026
The Maidstone
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
Property entrance
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
Front of property
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
Property entrance
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
Property grounds
Bridgehampton Inn

Inn in Bridgehampton

3.5 star property
9.4 out of 10, Exceptional, (218)
"Great place!!!"
United States
Leslie
The price is SAR 1,122
SAR 1,282 total
includes taxes & fees
16 Dec - 17 Dec
Bridgehampton Inn
Property entrance
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (570)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is SAR 726
SAR 830 total
includes taxes & fees
18 Dec - 19 Dec
Sag Harbor Inn
Exterior
The Rams Head Inn

Inn in Shelter Island Heights

4.0 star property
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn
Exterior
Head of Pond House

Bed & Breakfast in Water Mill

3.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
The price is SAR 1,841
SAR 2,103 total
includes taxes & fees
4 Jan - 5 January 2026
Head of Pond House
Porch
Harpoon House

Bed & Breakfast in Southampton

3.0 star property
8.4 out of 10, Very Good, (148)
"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "
United States
Karissa
Harpoon House
Property entrance
Southampton Inn

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (548)
"Such a great location!"
United States
Elizabeth
The price is SAR 751
SAR 919 total
includes taxes & fees
5 Dec - 6 Dec
Southampton Inn
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 SAR 694
SAR 793 total
includes taxes & fees
9 Dec - 10 Dec
House on Chase Creek
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Lovely rooms and loved the fireplace. Great stay. Awesome few days away from real life!"
Andrew 2-night trip
Posted 3 days ago
Saybrook Point Resort & Marina