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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Sagaponack holiday rentals

Flat-screen TV

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is ฿5,986
฿6,839 total
includes taxes & fees
27 Apr - 28 Apr
North Fork Cottages & RV Resort
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,327 reviews)
"Great property "
United States
brian
The price is ฿4,879
฿6,207 total
includes taxes & fees
4 May - 5 May
Montauk Manor
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (251 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is ฿4,635
฿6,694 total
includes taxes & fees
29 Apr - 30 Apr
Cliffside Resort Condominiums
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (311 reviews)
"Amazing stay! Place was perfect and staff was so friendly."
United States
Heather
The price is ฿4,783
฿6,342 total
includes taxes & fees
28 Apr - 29 Apr
Windward Shores Ocean Resort
Apartment | Iron/ironing board, free WiFi

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (423 reviews)
"Great spot- walkable and nice accommodations! "
United States
Lesley
The price is ฿3,978
฿4,895 total
includes taxes & fees
29 Apr - 30 Apr
Montauk Oceanside Suites
Apartment | Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (280 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is ฿5,395
฿7,914 total
includes taxes & fees
11 May - 12 May
The Surf Club
Apartment | Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (236 reviews)
"Great place to stay for small family "
United States
DongHo
The price is ฿5,013
฿6,776 total
includes taxes & fees
17 May - 18 May
Driftwood Resort
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is ฿17,670
฿23,865 total
includes taxes & fees
26 Apr - 27 Apr
Offshore Residences
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.
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Top Sagaponack Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Beautiful hotel, steps from everything in Greenport. My room had a lovely view of the harbor where you can watch the Shelter Island ferries come and go all day. The room was beautifully decorated and the shower was amazing. Would have preferred to park in the lot but that was an up charge. Street parking in the off season is doable. Will stay again!"
Kasey 1-night trip
Posted 7 hours ago
The Harbor Front Inn

Find out more about Sagaponack

Search for holiday rentals in Sagaponack on Expedia! You can easily find your home rentals, villas, holiday apartments in Sagaponack using one of the methods below:

  • View our selection of featured holiday rentals in Sagaponack
  • Use the map to find apartments and other holiday homes in the Sagaponack neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sagaponack while they last

Look no further and take a look at our great range of rental properties in Sagaponack!

Frequently asked questions

Can I find holiday rentals in Sagaponack?

Yes, there are holiday rentals in Sagaponack close to Madoo Conservancy, or you can select a more secluded option if you're looking for a relaxing stay. Sagaponack is known for its wineries and gardens. Make sure you have time to check out the beaches and shopping during your trip.

How many holiday rentals will I find in Sagaponack?

With 38 Expedia holiday rentals, you're guaranteed to find just the right place for your Sagaponack stay.

What can I see and do in Sagaponack?

The Hamptons Beaches and Madoo Conservancy are a couple of lovely local spots to get outside and enjoy nature. While here, Wolffer Estates Vineyard and SagPond Vineyards are other places worth a visit.

What are holiday rentals like in Sagaponack?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sagaponack. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a small group gathering.