A sunset over a coastal landscape with grasses and a distant shoreline.

Sagaponack Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Sagaponack holiday rentals

A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

1. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is HK$1,922
HK$4,203 total
includes taxes & fees
24 Sept - 25 Sept
Charming Accommodations in the Hamptons
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

2. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is HK$2,609
HK$4,872 total
includes taxes & fees
1 Oct - 2 Oct
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

3. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is HK$1,517
HK$2,334 total
includes taxes & fees
25 Sept - 26 Sept
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

4. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (323 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is HK$933
HK$1,279 total
includes taxes & fees
18 Oct - 19 Oct
Windward Shores Ocean Resort
A dining area with a round table, six chairs, and a chandelier.

5. Year round Jacuzzi - Blackberry Home

Year round Jacuzzi - Blackberry Home
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is HK$886
HK$10,366 total
includes taxes & fees
27 Sept - 28 Sept
Year round Jacuzzi - Blackberry Home
A campsite with several tents and a picnic table.

6. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is HK$1,518
HK$2,334 total
includes taxes & fees
24 Sept - 25 Sept
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
A small cabin with a porch, surrounded by trees and a fenced area.

7. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
6.0 out of 10, (1 review)
"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...
United States
Emily t.
The price is HK$1,922
HK$4,302 total
includes taxes & fees
24 Sept - 25 Sept
Lovely studio with AC in charming Sag Harbor
A spacious living room with a large sofa, a round coffee table, and a television. A kitchen with a refrigerator and cabinets is visible in the background.

8. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...
United States
Anonymous traveller
The price is HK$510
HK$3,438 total
includes taxes & fees
29 Sept - 30 Sept
Steps to the beach | Seabreeze Cottage #3
A rectangular swimming pool with a pebble border and a fire feature in the center.

9. Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids

Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids
East Hampton North
The price is HK$1,881
HK$7,437 total
includes taxes & fees
8 Oct - 9 Oct
Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids
A modern house with a deck, outdoor seating, and a fire pit.

10. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (57 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is HK$2,351
HK$2,686 total
includes taxes & fees
18 Oct - 19 Oct
North Fork Resort
A spacious hallway with high ceilings, arched columns, and chandeliers.

11. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,406 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is HK$1,012
HK$1,310 total
includes taxes & fees
21 Oct - 22 Oct
Montauk Manor
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

12. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is HK$4,448
HK$8,739 total
includes taxes & fees
24 Sept - 25 Sept
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A spacious living area with a large bed, a dining table, and a kitchen in the background.

13. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is HK$1,271
HK$3,297 total
includes taxes & fees
28 Sept - 29 Sept
Unit 1021: Studio | 2nd Floor-Pool View | Starfish
A kitchen with a central island, white cabinetry, and a brick accent wall.

14. !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
Wainscott
10.0 out of 10, Exceptional, (33 reviews)
"Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend! "
United States
Leigh E.
The price is HK$8,464
HK$17,547 total
includes taxes & fees
6 Oct - 7 Oct
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

15. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (251 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is HK$1,283
HK$1,722 total
includes taxes & fees
5 Oct - 6 Oct
Driftwood Resort
A compact laundry room with a washing machine, a dryer, and a small sink area.

16. Lovely & Spacious Sag Harbor escape with heated pool

Lovely & Spacious Sag Harbor escape with heated pool
Sag Harbor
The price is HK$12,001
HK$17,448 total
includes taxes & fees
24 Sept - 25 Sept
Lovely & Spacious Sag Harbor escape with heated pool
A modern building with large windows overlooking a beach.

17. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (20 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is HK$1,106
HK$9,677 total
includes taxes & fees
27 Sept - 28 Sept
Beachfront Jacuzzi All Year - Black Swan Home
A covered patio with a table and chairs, large windows, and a view of greenery.

18. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.6 out of 10, Exceptional, (10 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is HK$2,745
HK$4,606 total
includes taxes & fees
27 Sept - 28 Sept
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

19. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (452 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is HK$926
HK$1,144 total
includes taxes & fees
20 Oct - 21 Oct
Montauk Oceanside Suites
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 Hampton Maid

The Hampton Maid

8/10 Good
"Very clean, quite and good environment."
Nadiatul 1-night trip
Posted 7 hours ago
The Hampton Maid

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.

What are some of the best holiday rentals that Sagaponack has to offer?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : This holiday home rental outside of Sagaponack is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

How many holiday rentals will I find in Sagaponack?

With 34 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 Ocean Road Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Wolffer Estates Vineyard and Madoo Conservancy 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.