Southold Guest Houses

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Guest Houses in Southold

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

$266 nightly

$303 total

Jun 30 - Jul 1

Total with taxes and fees

Located in Hampton Bays, Hampton's Vacation Inn is within a 10-minute drive of Shinnecock Hills Golf Course and Shinnecock Nation Cultural Center and Museum.

Pool

Pet friendly

House on Chase Creek

3 Locust Avenue Shelter Island Heights NY

$276 nightly

$315 total

Jun 17 - Jun 18

Total with taxes and fees

With a stay at House on Chase Creek in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Shelter Island Country Club and Sylvester Manor.

Parking included

Free WiFi

New and Modern Bridgehampton Accommodations

Bridgehampton NY

$487 nightly

$556 total

Jun 17 - Jun 18

Total with taxes and fees

With a stay at this guesthouse in Bridgehampton, you'll be by the sea, within a 10-minute drive of The Hamptons Beaches and South Fork Natural History Museum and Nature Center.

Pet friendly

Free WiFi

Victorian Seasons Stirling

857 NY-25 Greenport NY

Located in Greenport, Victorian Seasons Stirling is within a 15-minute walk of Kontokosta Winery and Greenport Farmers' Market.

Parking included

Free WiFi

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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.