Over 1,000 homes

Home in Southampton
Bright, Open, and Elegant Southampton Retreat
6 beds
Dec. 5 – 12
$579 CAD per night
Superhost
Home in Water Mill
Designer's Own, w Pool, 5 min. to Ocean & Village
5 beds
Oct. 14 – 19
$696 CAD per night
Superhost
Home in East Hampton
Light-filled, modern home near Bay & Ocean
5 beds
Oct. 16 – 21
$696 CAD per night, originally $833 CAD
Home in Water Mill
Astounding Watermill 5 Bedroom home with Pool
6 beds
Oct. 9 – 14
$454 CAD per night, originally $742 CAD
Superhost
Home in East Hampton
Beautiful and cozy East Hampton Getaway
2 beds
Oct. 12 – 18
$280 CAD per night
Home in Southampton
Dream Home with a wonderful heated pool in SH
7 beds
Oct. 11 – 17
$613 CAD per night
Superhost
Cottage in Southampton
Secluded Southampton Cottage - w/ Pool & Spa
4 beds
Oct. 24 – 29
$580 CAD per night, originally $1,480 CAD
Superhost
Home in Southampton
Serene 3 Bed 2.5 Bath House w/Heated SaltwaterPool
4 beds
Oct. 16 – 21
$391 CAD per night, originally $1,488 CAD
Superhost
Home in East Hampton
Marvelous 4 Bed East Hampton home w Heated Pool
4 beds
Oct. 10 – 15
$532 CAD per night, originally $1,238 CAD
Superhost
Home in East Hampton
Designer East Hampton Farmhouse
4 beds
Oct. 11 – 16
$1,108 CAD per night, originally $1,766 CAD
Superhost
Home in Water Mill
Modern Wonder, 3 Bedrooms 4 Bathroom Home
5 beds
Oct. 10 – 15
$461 CAD per night, originally $911 CAD
Superhost
Home in East Hampton
Mid-Century Hamptons Luxury — 2 min to town!
5 beds
Oct. 31 – Nov. 5
$1,111 CAD per night
Superhost
Guest suite in Hampton Bays
CHARMING OCEAN BUNGALOW
1 queen bed
Oct. 23 – 28
$194 CAD per night
Superhost
Home in East Hampton
Silver House: 3BR Home with Private Beach Access
4 beds
Oct. 25 – 30
$632 CAD per night
Superhost
Cottage in East Hampton
Carriage House - Cottage in East Hampton Village
3 beds
Nov. 28 – Dec. 5
$323 CAD per night, originally $352 CAD
Superhost
Guesthouse in Hampton Bays
WELCOME TO THE LOVE SHACK BY THE SEA
1 king bed
Oct. 23 – 28
$313 CAD per night, originally $395 CAD
Superhost
Home in Southampton
PICTURE PERFECT SOUTHAMPTON HOME-
3 beds
Oct. 7 – 12
$454 CAD per night, originally $865 CAD
Superhost
Home in East Hampton
HOT TUB OPEN ALL YR*BOOK NOW SPCL!!!!! *BRAND NEW
6 beds
Oct. 9 – 14
$1,250 CAD per night
Superhost
Guesthouse in Southampton
Tiny Home in Prime Spot in Southampton Village
2 beds
Oct. 21 – 26
$489 CAD per night
Plus
Home in Water Mill
Pristine 5 bedroom Home - South of the Highway
5 beds
Oct. 14 – 19
$790 CAD per night, originally $2,113 CAD
Superhost
Home in Southampton
Southampton Village Newly Built Gem
5 beds
Oct. 9 – 14
$1,093 CAD per night, originally $1,505 CAD
Superhost
Cottage in Southampton
Charming Southampton Beach Cottage 3 bedroom
3 beds
Oct. 9 – 14
$364 CAD per night, originally $597 CAD
Home in Riverhead
Sound Escape
2 beds
Oct. 18 – 23
$426 CAD per night
Superhost
Home in East Hampton
Luxury 4-bedroom in East Hampton [w/private beach]
7 beds
Nov. 11 – 18
$626 CAD per night