Book Guest Houses in Southold, NY
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Guest Houses in Southold
Hampton's Vacation Inn
177 West Montauk Highway, Hampton Bays, NY
The guesthouse's outdoor tennis court, seasonal outdoor pool, and 3 beach bars are among the featured amenities. Families will appreciate the playground, picnic area, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
Pool
Pet friendly
House on Chase Creek
3 Locust Avenue, Shelter Island Heights, NY
The price is $211 per night
$211
includes taxes & fees
$185 per night
Nov 25 - Nov 26
Free self parking is available and the guesthouse's front desk is staffed around-the-clock. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.
Parking included
Free WiFi
Aqua by American Beech - Superior King
The price is $260 per night
$260
includes taxes & fees
$231 per night
Nov 24 - Nov 25
A garden is available at this guesthouse.
Breakfast included
Pet friendly
American Beech in Greenport NY - King Suite 1
The price is $260 per night
$260
includes taxes & fees
$231 per night
Nov 24 - Nov 25
A garden is available at this guesthouse.
Breakfast included
Pet friendly
American Beech in Greenport - King Suite 3
The price is $260 per night
$260
includes taxes & fees
$231 per night
Nov 24 - Nov 25
A garden is available at this guesthouse.
Breakfast included
Pet friendly
American Beech in Greenport - Two-Bedroom Apartment 8
The price is $429 per night
$429
includes taxes & fees
$382 per night
Nov 25 - Nov 26
Stay at this guesthouse in Greenport. Enjoy free breakfast, patios, and an in-room coffeemaker. Popular attractions Greenport Farmers' Market and Camera Obscura are located nearby.
American Beech in Greenport - Deluxe King Suite 11
The price is $285 per night
$285
includes taxes & fees
$253 per night
Nov 24 - Nov 25
Stay at this guesthouse in Greenport. Enjoy breakfast (surcharge), patios, and an in-room coffeemaker. Popular attractions Greenport Farmers' Market and Camera Obscura are located nearby.
Air conditioning
Breakfast available
Aqua by American Beech - Deluxe King
The price is $285 per night
$285
includes taxes & fees
$253 per night
Nov 24 - Nov 25
A garden is available at this guesthouse.
Breakfast included
Air conditioning
American Beech - King Suite 2
The price is $260 per night
$260
includes taxes & fees
$231 per night
Nov 24 - Nov 25
A garden is available at this guesthouse.
Breakfast included
Pet friendly
American Beech in Greenport - Deluxe King Suite 12
The price is $285 per night
$285
includes taxes & fees
$253 per night
Nov 24 - Nov 25
A garden is available at this guesthouse.
Breakfast included
Air conditioning
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.
Top hotels in Southold
The Shoals Suites and Slips
61600 Main Rd, Southold, NY
The price is $208 per night from Dec 8 to Dec 9
$208
includes taxes & fees
$185 per night
Dec 8 - Dec 9
9.4/10 Exceptional! (130 reviews)
Southold Guest Houses essential information
Accommodation | 16 Guest Houses |
|---|---|
Lowest Price | $76 |
Highest Price | $429 |
Popular accommodation | Hampton's Vacation Inn, House on Chase Creek, Aqua by American Beech - Superior King, American Beech in Greenport NY - King Suite 1, American Beech in Greenport - King Suite 3, American Beech in Greenport - Two-Bedroom Apartment 8, American Beech in Greenport - Deluxe King Suite 11, Aqua by American Beech - Deluxe King, American Beech - King Suite 2, American Beech in Greenport - Deluxe King Suite 12, American Beech - Deluxe King Suite 14, New and Modern Bridgehampton Accommodations |
Explore more Guest Houses
Popular accommodation searches
More places to stay in Southold
More ways to wander Southold
Most popular
Hotels
Cheap Hotels in YonkersCheap Hotels in UticaCheap Hotels in MiddletownCheap Hotels in Garden CityMontauk Beach Resorts & HotelsCheap Hotels in Niagara FallsCheap Hotels in SyracuseCheap Hotels in Lake GeorgeCheap Hotels in HiltonCheap Hotels in IthacaCheap Hotels in HudsonCheap Hotels in PoughkeepsieCheap Hotels in AlbanyCheap Hotels in MontaukCheap Hotels in Saratoga SpringsCheap Hotels in White PlainsCheap Hotels in BinghamtonCheap Hotels in Lake Placid
Cars
Packages