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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 16 Guest Houses in Southold with updated reviews, rates, and availability.

Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, highchair, cookware/dishes/utensils

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (272)
"Was a nice stay "
The price is AED 975
AED 1,114 total
includes taxes & fees
25 May - 26 May
Hampton's Vacation Inn
Aqua by American Beech - Superior King
Property grounds

Aqua by American Beech - Superior King

10.0 out of 10, Exceptional, (5)
"Had the best stay! Will be back "
The price is AED 768
AED 1,167 total
includes taxes & fees
13 May - 14 May
Aqua by American Beech - Superior King
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (69)
"Beautiful setting and big rooms close to ferry and town center. "
The price is AED 795
AED 908 total
includes taxes & fees
13 May - 14 May
House on Chase Creek
New and Modern Bridgehampton Accommodations
Outdoor pool, a heated pool

New and Modern Bridgehampton Accommodations

2.0 star property
10.0 out of 10, Exceptional, (7)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
The price is AED 863
AED 1,897 total
includes taxes & fees
22 May - 23 May
New and Modern Bridgehampton Accommodations
American Beech in Greenport NY - King Suite 1
Interior

American Beech in Greenport NY - King Suite 1

10.0 out of 10, Exceptional, (5)
"Perfect Great place"
The price is AED 731
AED 1,108 total
includes taxes & fees
13 May - 14 May
American Beech in Greenport NY - King Suite 1
American Beech - King Suite 2
Interior

American Beech - King Suite 2

10.0 out of 10, Exceptional, (2)
"Excellent one night stay."
The price is AED 1,062
AED 1,557 total
includes taxes & fees
19 May - 20 May
American Beech - King Suite 2
Aqua by American Beech - Deluxe King
Terrace/patio

Aqua by American Beech - Deluxe King

9.0 out of 10, Wonderful, (2)
"The property was lovely. The staff was super sweet and attentive. I would love to go back when theres better weather. Love the decor, sweet little touches and lovelt amenities "
The price is AED 841
AED 1,263 total
includes taxes & fees
13 May - 14 May
Aqua by American Beech - Deluxe King
American Beech in Greenport - Two-Bedroom Apartment 8
Interior

American Beech in Greenport - Two-Bedroom Apartment 8

The price is AED 1,429
AED 2,035 total
includes taxes & fees
13 May - 14 May
American Beech in Greenport - Two-Bedroom Apartment 8
American Beech - Deluxe King Suite 14
Interior

American Beech - Deluxe King Suite 14

10.0 out of 10, Exceptional, (2)
"Right in the heart of Greenport Villiage "
The price is AED 1,062
AED 1,549 total
includes taxes & fees
13 May - 14 May
American Beech - Deluxe King Suite 14
American Beech in Greenport - King Suite 3
Property grounds

American Beech in Greenport - King Suite 3

The price is AED 731
AED 1,108 total
includes taxes & fees
13 May - 14 May
American Beech in Greenport - King Suite 3
American Beech in Greenport - Deluxe King Suite 11
Interior

American Beech in Greenport - Deluxe King Suite 11

The price is AED 804
AED 1,204 total
includes taxes & fees
13 May - 14 May
American Beech in Greenport - Deluxe King Suite 11
American Beech in Greenport - Deluxe King Suite 12
Interior

American Beech in Greenport - Deluxe King Suite 12

The price is AED 804
AED 1,204 total
includes taxes & fees
13 May - 14 May
American Beech in Greenport - Deluxe King Suite 12
Victorian Seasons Stirling
Romantic House, 4 Bedrooms, Kitchen, Garden View | Terrace/patio

Victorian Seasons Stirling

3.5 star property
Victorian Seasons Stirling
Aqua by American Beech - Superior with 2 Queens
Outdoor dining

Aqua by American Beech - Superior with 2 Queens

Aqua by American Beech - Superior with 2 Queens
Aqua by American Beech - Deluxe with 2 Queen
Property grounds

Aqua by American Beech - Deluxe with 2 Queen

Aqua by American Beech - Deluxe with 2 Queen
The North Fork Loft
Interior

The North Fork Loft

The North Fork Loft
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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Other property types in Southold

North Fork 7 Bedroom Farmhouse Escape
Beach nearby

North Fork 7 Bedroom Farmhouse Escape

3.0 star property
9.4 out of 10, Exceptional, (3)
"Nice property, extremely helpful Owner. Great kitchen"
North Fork 7 Bedroom Farmhouse Escape
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (283)
"Love the ocean view from the balcony"
The price is AED 565
AED 725 total
includes taxes & fees
13 May - 14 May
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (214)
"Great place. "
The price is AED 769
AED 1,038 total
includes taxes & fees
26 May - 27 May
Cliffside Resort Condominiums
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.