Compare Southold Guest House Rentals
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Featured Guest Houses in Southold
Hampton's Vacation Inn
177 West Montauk Highway Hampton Bays NY
$295 nightly
The price is $337 total per night
$337 total
Nov 12 - Nov 13
Total with taxes and fees
Guests of Hampton's Vacation Inn enjoy free WiFi in public areas, an outdoor tennis court, and a seasonal outdoor pool. A stay here includes free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include express check-out, a picnic area, and barbecue grills.
Pool
Pet friendly
House on Chase Creek
3 Locust Avenue Shelter Island Heights NY
$185 nightly
The price is $211 total per night
$211 total
Nov 12 - Nov 13
Total with taxes and fees
Guests staying at House on Chase Creek enjoy free WiFi in public areas, a terrace, and a garden. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations.
Parking included
Free WiFi
Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops
Southampton NY
$814 nightly
The price is $930 total per night
$930 total
Nov 12 - Nov 13
Total with taxes and fees
Guests staying at this guesthouse can enjoy an outdoor pool, a garden, and barbecue grills.
Pool
Free WiFi
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.
Hotel Options in Southold
The Shoals Suites and Slips
61600 Main Rd Southold NY
$210 nightly
The price is $237 total per night from Nov 24 to Nov 25
$237 total
Nov 24 - Nov 25
Total with taxes and fees
9.4/10 Exceptional! (350 reviews)
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
$86 nightly
The price is $99 total per night from Dec 1 to Dec 2
$99 total
Dec 1 - Dec 2
Total with taxes and fees
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
$148 nightly
The price is $170 total per night from Nov 22 to Nov 23
$170 total
Nov 22 - Nov 23
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
Southold Guest Houses essential information
Accommodation | 4 Guest Houses |
|---|---|
Lowest Price | $99 |
Highest Price | $930 |
Popular accommodation | Hampton's Vacation Inn, House on Chase Creek, Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops, Victorian Seasons Stirling, The North Fork Loft |