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Village of Southampton long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Featured long stay living spaces - Village of Southampton
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:26 Jan - 23 Feb
Image gallery for It’s All About the Beach ~ 3 minute walk to private sandy Bay Beach SRP#0270
9.89.8 out of 10, Exceptional, (86 reviews)
Exceptional
(86 reviews)
It’s All About the Beach ~ 3 minute walk to private sandy Bay Beach SRP#0270
Mattituck, NY
8% off
Price is NZ$14,040
NZ$14,040
for 28 nights, 1 cottage
NZ$501 per night
includes taxes & fees
Image gallery for 2 Bedroom Hamptons Waterfront Cottage Rental
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
2 Bedroom Hamptons Waterfront Cottage Rental
Hampton Bays, NY
8% off
Price is NZ$26,513
NZ$26,513
for 28 nights, 1 home
NZ$947 per night
includes taxes & fees
Image gallery for Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
1010 out of 10, Exceptional, (112 reviews)
Exceptional
(112 reviews)
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton
Wainscott, NY
8% off
Price is NZ$45,970
NZ$45,970
for 28 nights, 1 room
NZ$1,642 per night
includes taxes & fees
Image gallery for Charming East Hampton cottage w/pool, near Georgica beach
1010 out of 10, Exceptional, (91 reviews)
Exceptional
(91 reviews)
Charming East Hampton cottage w/pool, near Georgica beach
East Hampton, NY
12% off
Price is NZ$43,035
NZ$43,035
for 28 nights, 1 cottage
NZ$1,537 per night
includes taxes & fees
Image gallery for Fairy Tale Guest Cottage in Magic Garden by Pool
1010 out of 10, Exceptional, (76 reviews)
Exceptional
(76 reviews)
Fairy Tale Guest Cottage in Magic Garden by Pool
Bridgehampton, NY
8% off
Price is NZ$21,603
NZ$21,603
for 28 nights, 1 cottage
NZ$772 per night
includes taxes & fees
Image gallery for Serene & pristine waterfront retreat in Sag Harbor
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Serene & pristine waterfront retreat in Sag Harbor
Sag Harbor, NY
75% off
Price is NZ$9,479
NZ$9,479
for 28 nights, 1 home
NZ$339 per night
includes taxes & fees
Image gallery for Access to all the Hamptons has to offer
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Access to all the Hamptons has to offer
Southampton, NY
8% off
Price is NZ$20,314
NZ$20,314
for 28 nights, 1 home
NZ$725 per night
includes taxes & fees
Image gallery for Sag Harbor Charmer - 2 Bedroom Cottage; Walk to Town
9.69.6 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
Sag Harbor Charmer - 2 Bedroom Cottage; Walk to Town
Sag Harbor, NY
8% off
Price is NZ$32,867
NZ$32,867
for 28 nights, 1 cottage
NZ$1,174 per night
includes taxes & fees
Image gallery for 2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
9.09.0 out of 10, Wonderful, (18 reviews)
Wonderful
(18 reviews)
2-Acre Modern Estate in Southampton. Beach, winery, farm, pool, and hot tub
Riverhead, NY
8% off
Price is NZ$27,862
NZ$27,862
for 28 nights, 1 home
NZ$995 per night
includes taxes & fees
Image gallery for Westhampton Beach Town and Country
9.89.8 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)
Westhampton Beach Town and Country
Westhampton Beach, NY
8% off
Price is NZ$43,347
NZ$43,347
for 28 nights, 1 home
NZ$1,548 per night
includes taxes & fees
Image gallery for Out Door Theater Fire Pit Bocce court- WATCH VIDEO!!!
1010 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)
Out Door Theater Fire Pit Bocce court- WATCH VIDEO!!!
East Hampton, NY
8% off
Price is NZ$48,360
NZ$48,360
for 28 nights, 1 home
NZ$1,727 per night
includes taxes & fees
Image gallery for Luxury Home with Private Tennis, Basketball, Pool & Jacuzzi
9.89.8 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Luxury Home with Private Tennis, Basketball, Pool & Jacuzzi
Southampton, NY
8% off
Price is NZ$35,174
NZ$35,174
for 28 nights, 1 home
NZ$1,256 per night
includes taxes & fees
Image gallery for Architect Designed Home With Heated Pool Near Bridgehampton Village
1010 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Architect Designed Home With Heated Pool Near Bridgehampton Village
Bridgehampton, NY
8% off
Price is NZ$12,755
NZ$12,755
for 28 nights, 1 home
NZ$456 per night
includes taxes & fees
Image gallery for Large 6 bedroom/5 bath secluded property with large heated pool on over an acre
1010 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Large 6 bedroom/5 bath secluded property with large heated pool on over an acre
Hampton Bays, NY
8% off
Price is NZ$27,429
NZ$27,429
for 28 nights, 1 home
NZ$980 per night
includes taxes & fees
Image gallery for Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
1010 out of 10, Exceptional, (101 reviews)
Exceptional
(101 reviews)
Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
Westhampton Beach, NY
17% off
Price is NZ$26,728
NZ$26,728
for 28 nights, 1 home
NZ$955 per night
includes taxes & fees
Image gallery for A Quiet Place in the Hamptons
9.89.8 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)
A Quiet Place in the Hamptons
East Quogue, NY
8% off
Price is NZ$58,245
NZ$58,245
for 28 nights, 1 home
NZ$2,080 per night
includes taxes & fees
Image gallery for Walk to the Village! Charming modern farmhouse.
9.89.8 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
Walk to the Village! Charming modern farmhouse.
Southampton, NY
26% off
Price is NZ$33,596
NZ$33,596
for 28 nights, 1 home
NZ$1,200 per night
includes taxes & fees
Image gallery for Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong
9.89.8 out of 10, Exceptional, (70 reviews)
Exceptional
(70 reviews)
Southamp, DogsStayFREE! CozyFireplace, Waterview, Kayaks, PingPong
Southampton, NY
8% off
Price is NZ$18,043
NZ$18,043
for 28 nights, 1 home
NZ$644 per night
includes taxes & fees
Image gallery for Unique Modern Barn House in Sag Harbor
1010 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Unique Modern Barn House in Sag Harbor
Sag Harbor, NY
8% off
Price is NZ$41,497
NZ$41,497
for 28 nights, 1 home
NZ$1,482 per night
includes taxes & fees
Image gallery for WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
1010 out of 10, Exceptional, (192 reviews)
Exceptional
(192 reviews)
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Westhampton Beach, NY
8% off
Price is NZ$18,055
NZ$18,055
for 28 nights, 1 home
NZ$645 per night
includes taxes & fees
Image gallery for Historic Luxury Seaside Getaway
1010 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)
Historic Luxury Seaside Getaway
New Suffolk, NY
16% off
Price is NZ$39,454
NZ$39,454
for 28 nights, 1 home
NZ$1,409 per night
includes taxes & fees
Image gallery for Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!
East Hampton, NY
5% off
Price is NZ$64,131
NZ$64,131
for 28 nights, 1 home
NZ$2,290 per night
includes taxes & fees
Image gallery for Newly Renovated Southampton Getaway House
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Newly Renovated Southampton Getaway House
Southampton, NY
8% off
Price is NZ$69,022
NZ$69,022
for 28 nights, 1 home
NZ$2,465 per night
includes taxes & fees
Image gallery for Spring is here! Message me for your 20% off discount offer per night!
9.69.6 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Spring is here! Message me for your 20% off discount offer per night!
Quogue, NY
8% off
Price is NZ$41,261
NZ$41,261
for 28 nights, 1 home
NZ$1,474 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value