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Best price vacation rentals in Southampton, NY, USA • 150 Listings
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Southampton, NY, USA Vacation Rentals | 

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United States New York Fire Island vacation rental compare prices direct by owner 240278
Verified Host
5.0 (78)
Oceanfront Heaven! - 5 BR
Up to 12 guests
True Direct PriceTrue Direct Price
Verified Host$1,250
Airbnb$1,250
Vrbo$1,340
Average Nightly Rate
United States New York Ocean Bay Park vacation rental compare prices direct by owner 32593838
Verified Host
5.0 (61)
Windows on the Sea ★ Modern Pool & Beach Retreat ★
Up to 12 guests
True Direct PriceTrue Direct Price
Verified Host$800
Airbnb$800
Vrbo$1,666
Average Nightly Rate
United States Connecticut Milford vacation rental compare prices direct by owner 27242009
Verified Host
0.0 (0)
Whales Tale Fantastic BEACH Home Winter Summer 25
Up to 8 guests
Verified Host$750
Airbnb$750
Average Nightly Rate
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United States New York Greenport vacation rental compare prices direct by owner 195332
5.0 (78)
Greenport Victorian Captains House
Up to 8 guests
Vrbo$960
Airbnb$1,250
Average Nightly Rate
United States Connecticut Clinton vacation rental compare prices direct by owner 203239
5.0 (34)
The Perfect Family Beachfront Cottage The Viola Cottage
Up to 7 guests
Vrbo$370
Average Nightly Rate
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United States New York East Quogue vacation rental compare prices direct by owner 241884
Property Manager
5.0 (3)
Luxe Waterfront East Quogue Home w/ Beach On-Site!
Up to 8 guests
Airbnb$928
Vrbo$934
Booking.com$1,000
Average Nightly Rate
United States New York Sag Harbor vacation rental compare prices direct by owner 493594
5.0 (25)
LUXURY 2.4 ACRS- 5BR, Tennis Court, Pool, Hot Tub
Up to 10 guests
Airbnb$1,100
Vrbo$1,200
Average Nightly Rate

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United States Connecticut Waterford vacation rental compare prices direct by owner 2765510
Property Manager
5.0 (57)
Deluxe Waterford Home w/ Views, Outdoor Bar & More
Up to 9 guests
Vrbo$485
Airbnb$635
Booking.com$677
Average Nightly Rate
United States New York Southold vacation rental compare prices direct by owner 6654956
Property Manager
5.0 (2)
2BR The Hamptons | Patio | Garage Parking | W/D
Up to 4 guests
Airbnb$173
Vrbo$176
Booking.com$253
Average Nightly Rate

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United States New York Riverhead vacation rental compare prices direct by owner 10432541
5.0 (21)
Northfork coastal oasis - 2 mins walk to beach
Up to 6 guests
Airbnb$450
Average Nightly Rate
United States New York Calverton vacation rental compare prices direct by owner 11411370
5.0 (1)
Sea Breeze: Hot Tub, Steps to Beach, Near Vineyard
Up to 7 guests
Vrbo$388
Airbnb$697
Average Nightly Rate
United States New York Montauk vacation rental compare prices direct by owner 15379483
Property Manager
5.0 (4)
Fantastic waterfront home with pond access
Up to 6 guests
Vrbo$524
Airbnb$618
Booking.com$830
Average Nightly Rate
United States New York East Hampton vacation rental compare prices direct by owner 19645371
5.0 (26)
Newly renovated kitchen/baths, Clean, Cozy, Bright
Up to 8 guests
Vrbo$785
Airbnb$800
Average Nightly Rate
United States Connecticut Madison vacation rental compare prices direct by owner 19724633
5.0 (59)
Spacious Newly Furnished 4 BR Near Beach and Town
Up to 10 guests
Vrbo$610
Airbnb$875
Booking.com$770
Average Nightly Rate
United States New York Southampton vacation rental compare prices direct by owner 23679714
Property Manager
5.0 (2)
Modern 2BR The Hamptons | Fireplace | Patio
Up to 4 guests
Vrbo$290
Airbnb$485
Booking.com$298
Average Nightly Rate
United States New York Southold vacation rental compare prices direct by owner 24148680
Property Manager
5.0 (1)
Charming 1BR Bayview The Hamptons Dog Friendly
Up to 4 guests
Vrbo$191
Airbnb$225
Booking.com$242
Average Nightly Rate
United States New York Westhampton Beach vacation rental compare prices direct by owner 26594827
Property Manager
5.0 (1)
Stunning Westhampton Beach Home w/ Private Pool
Up to 11 guests
Airbnb$771
Vrbo$785
Booking.com$1,000
Average Nightly Rate
United States Connecticut Niantic vacation rental compare prices direct by owner 26602122
Property Manager
5.0 (78)
Coastal Getaway w/ Porch, 2 Mi to Niantic Beach!
Up to 4 guests
Vrbo$170
Airbnb$343
Booking.com$404
Average Nightly Rate
United States New York Mattituck vacation rental compare prices direct by owner 26613918
Property Manager
5.0 (8)
Mattituck Home w/ Fireplaces - Near Wineries
Up to 6 guests
Vrbo$464
Airbnb$599
Booking.com$514
Average Nightly Rate
United States New York Cutchogue vacation rental compare prices direct by owner 27456956
Property Manager
5.0 (1)
The Endless Summer Cottage
Up to 6 guests
Vrbo$194
Booking.com$202
Average Nightly Rate
United States New York Westhampton Beach vacation rental compare prices direct by owner 27737702
Property Manager
5.0 (1)
Beachfront ocean-view 5BR - rooftop & beach access
Up to 12 guests
Vrbo$1,287
Airbnb$1,557
Average Nightly Rate
United States Connecticut Bridgeport vacation rental compare prices direct by owner 27797890
5.0 (5)
Cozy Haven Near Bridgeport Yale for Solo Explorers
Up to 1 guest
Booking.com$59
Airbnb$60
Average Nightly Rate
United States New York Greenport vacation rental compare prices direct by owner 28047200
Property Manager
5.0 (1)
3BR private home w/ pool, sauna, gym, & work desks
Up to 10 guests
Vrbo$342
Airbnb$563
Booking.com$672
Average Nightly Rate
United States New York Mastic Beach vacation rental compare prices direct by owner 28642348
5.0 (3)
Savvy Beach Stay
Up to 10 guests
Booking.com$1,100
Airbnb$1,250
Vrbo$1,132
Average Nightly Rate
United States New York Greenport vacation rental compare prices direct by owner 28738316
Property Manager
5.0 (2)
Modern on 9th
Up to 6 guests
Vrbo$407
Booking.com$465
Average Nightly Rate
  1. United States
  2. New York
  3. Southampton Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Southampton, NY, USA

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