Holiday lettings in The Hamptons - Wimdu base64Hash Holiday lettings in The Hamptons - Wimdu

Holiday lettings in The Hamptons

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Choose from 2,617 holiday lettings and homes for your trip!

Best-rated holiday lettings in The Hamptons

Discover holiday rentals with top-notch guest ratings

House Shinnecock Hills
from £1,678 per night
House ∙ 13 guests ∙ 6 bedrooms

House with barbecue, jacuzzi & heated pool

4.9
Outstanding(36 ratings)
Shinnecock Hills, Southampton, New York, United States
View deal
House Hampton Bays
from £418 per night
House ∙ 10 guests ∙ 4 bedrooms

House with barbecue, garden & terrace

5.0
Outstanding(16 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Sagaponack
from £187 per night
House ∙ 3 guests ∙ 1 bedroom

House with terrace, BBQ & private pool

5.0
Outstanding(16 ratings)
Sagaponack, Southampton, New York, United States
View deal

Pet-friendly rentals in The Hamptons

Explore best dog-friendly accommodation offers and enjoy holidays with your pet

House Westhampton
from £517 per night
House ∙ 14 guests ∙ 6 bedrooms

Holiday home with garden, terrace & private pool | Good for workation

4.8
Outstanding(129 ratings)
Westhampton, Southampton, New York, United States
Pet-friendly
View deal
House North Sea
from £500 per night
House ∙ 12 guests ∙ 5 bedrooms

Family-friendly lovely house with garden, private pool & barbeque | Suitable for remote work | Pets are welcome

4.9
Outstanding(37 ratings)
North Sea, Southampton, New York, United States
Pet-friendly
View deal
House Springs
from £765 per night
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly holiday home with terrace, private pool & garden | Perfect for remote work | Pets allowed

4.9
Outstanding(23 ratings)
Springs, East Hampton, New York, United States
Pet-friendly
View deal
See all pet-friendly offers

Holiday cottages with pool in The Hamptons

Discover best holiday homes and cottages with pool in The Hamptons

House Southampton
from £1,760 per night
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly house with terrace, sauna & barbeque | Nature view | Suitable for remote work

5.0
Outstanding(32 ratings)
Southampton, Suffolk County, New York, United States
Pool
View deal
House Hampton Bays
from £313 per night
House ∙ 4 guests ∙ 1 bedroom

Holiday home with pool & garden

5.0
Outstanding(1 rating)
Hampton Bays, Southampton, New York, United States
Pool
View deal
House Hampton Bays
from £661 per night
House ∙ 13 guests ∙ 5 bedrooms

Child-friendly beautiful house with private pool, garden & jacuzzi

4.9
Outstanding(93 ratings)
Hampton Bays, Southampton, New York, United States
Pool
View deal
See all offers with pool

Best holiday rental offers in The Hamptons

House Hampton Bays
from £339 per night
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented ample holiday home with BBQ, terrace & garden | Nature view

4.9
Outstanding(16 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Westhampton
from £569 per night
House ∙ 12 guests ∙ 5 bedrooms

House with private pool, jacuzzi & terrace | Perfect for remote work

5.0
Outstanding(26 ratings)
Westhampton, Southampton, New York, United States
View deal
House Hampton Bays
from £501 per night
House ∙ 6 guests ∙ 4 bedrooms

Fully equipped wonderful house with terrace & barbeque | Suitable for remote work

5.0
Outstanding(70 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Hampton Bays
from £792 per night
House ∙ 22 guests ∙ 7 bedrooms

Holiday home with terrace, private pool & jacuzzi

4.9
Outstanding(36 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Hampton Bays
from £259 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with terrace, hot tub & BBQ

5.0
Outstanding(11 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Northwest Harbor
from £364 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with pool & barbeque

4.4
Very good(3 ratings)
Northwest Harbor, East Hampton, New York, United States
View deal
House Hampton Bays
from £291 per night
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue, garden & private pool | Perfect for remote work

5.0
Outstanding(4 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Hampton Bays
from £278 per night
House ∙ 4 guests ∙ 1 bedroom

Fully equipped holiday home with barbecue, pool & terrace

5.0
Outstanding(3 ratings)
Hampton Bays, Southampton, New York, United States
View deal
Accommodation Hampton Bays
from £193 per night
Accommodation ∙ 6 guests ∙ 1 bedroom

Letting with BBQ, garden & pool | Garden view

4.5
Excellent(388 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House East Quogue
from £258 per night
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue & private pool | City view

East Quogue, Southampton, New York, United States
View deal
House Hampton Bays
from £495 per night
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly beautiful holiday home with garden, private pool & terrace | Suitable for remote work

5.0
Outstanding(7 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Springs
from £422 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly charming holiday home with terrace, barbeque & garden | Nature view | Pets are welcome

4.9
Outstanding(24 ratings)
Springs, East Hampton, New York, United States
View deal
House East Quogue
from £286 per night
House ∙ 6 guests ∙ 4 bedrooms

Lovely holiday home with barbecue, terrace & private pool | Pet-friendly

5.0
Outstanding(2 ratings)
East Quogue, Southampton, New York, United States
View deal
House Northwest Harbor
from £192 per night
House ∙ 7 guests ∙ 3 bedrooms

Child-friendly house with BBQ, garden & terrace | Nature view | Pets allowed

5.0
Outstanding(63 ratings)
Northwest Harbor, East Hampton, New York, United States
View deal
House Hampton Bays
from £177 per night
House ∙ 8 guests ∙ 4 bedrooms

House with garden, private pool & terrace | Suitable for remote work

5.0
Outstanding(2 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Hampton Bays
from £436 per night
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly lovely house with private pool, terrace & hot tub | Suitable for remote work

4.8
Outstanding(20 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House East Quogue
from £651 per night
House ∙ 8 guests ∙ 4 bedrooms

House with hot tub, terrace & barbeque

4.4
Very good(23 ratings)
East Quogue, Southampton, New York, United States
View deal
House Hampton Bays
from £591 per night
House ∙ 6 guests ∙ 4 bedrooms

House with barbeque, garden & hot tub

5.0
Outstanding(137 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Hampton Bays
from £197 per night
House ∙ 7 guests ∙ 3 bedrooms

House with terrace, garden & barbeque | Nature view

4.7
Excellent(38 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Hampton Bays
from £465 per night
House ∙ 10 guests ∙ 3 bedrooms

Children-friendly house with terrace, barbeque & garden | Perfect for remote work | Pets allowed

5.0
Outstanding(1 rating)
Hampton Bays, Southampton, New York, United States
View deal
House Hampton Bays
from £517 per night
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped house with private pool, BBQ & garden | Pets are welcome

5.0
Outstanding(64 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Shinnecock Hills
from £328 per night
House ∙ 12 guests ∙ 6 bedrooms

Child-friendly nice house with jacuzzi, BBQ & private pool | Pets are welcome

5.0
Outstanding(2 ratings)
Shinnecock Hills, Southampton, New York, United States
View deal
House Hampton Bays
from £1,041 per night
House ∙ 7 guests ∙ 4 bedrooms

House with private pool, garden & terrace | City view

4.8
Outstanding(27 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House North Sea
from £546 per night
House ∙ 7 guests ∙ 4 bedrooms

Holiday home with garden, terrace & barbeque | Lake view

4.9
Outstanding(32 ratings)
North Sea, Southampton, New York, United States
View deal
House East Hampton North
from £1,367 per night
House ∙ 16 guests ∙ 8 bedrooms

House with terrace, garden & heated pool

5.0
Outstanding(3 ratings)
East Hampton North, East Hampton, New York, United States
View deal
House Hampton Bays
from £659 per night
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly house with garden, private pool & terrace | City view | Pets allowed

5.0
Outstanding(35 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Hampton Bays
from £214 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented house with terrace, garden & barbeque | Nature view

5.0
Outstanding(21 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Hampton Bays
from £396 per night
House ∙ 7 guests ∙ 3 bedrooms

Children-friendly big holiday home with terrace, garden & barbeque | Nature view | Perfect for remote work | Pets are welcome

5.0
Outstanding(52 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House Hampton Bays
from £392 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented lovely house with private pool, garden & terrace | City view | Suitable for remote work

5.0
Outstanding(3 ratings)
Hampton Bays, Southampton, New York, United States
View deal
House East Quogue
from £293 per night
House ∙ 5 guests ∙ 2 bedrooms

Holiday home with terrace, garden & BBQ | Suitable for remote work

5.0
Outstanding(43 ratings)
East Quogue, Southampton, New York, United States
View deal
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Price and Availability Index for The Hamptons

Click on any bar to see price and availability information

Holiday Letting Price Information in The Hamptons

The graph above shows the average prices of holiday rentals in The Hamptons throughout the year. The most expensive month is july, with an average accommodation price of £1,132. However, prices of holiday houses and apartments are most competitive in october (10/10 – 17/10).

Rental availability information in The Hamptons

This graph shows the availability rate in The Hamptons over the next year. During one week in May (01/05 – 08/05), 92% of the holiday lettings in The Hamptons have already been booked. The quietest time of year in The Hamptons is September (19/09 – 26/09), when 86 of the holiday lettings are available.

Apartment, Holiday Rentals & Accommodations in The Hamptons

And we love our apartments

Family-oriented ample holiday home with BBQ, terrace & garden | Nature view
House with private pool, jacuzzi & terrace | Perfect for remote work
Fully equipped wonderful house with terrace & barbeque | Suitable for remote work
Holiday home with terrace, private pool & jacuzzi
Holiday home with terrace, hot tub & BBQ
Show more in The Hamptons

Features of The Hamptons holiday rentals

💳 Discounts up to 8%
⭐ Popular amenities Kitchen, Pool and Internet
🏊  Holiday rentals with a pool 1,885 rentals
🌙 Minimum price starting at £180
🐾 Pet friendly holiday homes 1,125 rentals
🏡 Rentals available 2,617 rentals

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