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

Sagaponack Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Sagaponack vacation rentals

A small cabin with a porch, surrounded by trees and a fenced area.

1. 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 ￥35,975
￥79,463 total
includes taxes & fees
Nov 16 - Nov 17
Lovely studio with AC in charming Sag Harbor
A patio with a wooden table and chairs, a door with a number, and a mailbox.

2. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is ￥35,975
￥79,281 total
includes taxes & fees
Nov 16 - Nov 17
Charming Accommodations in the Hamptons
A beach with sand dunes and a wooden bench.

3. 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, (2 reviews)
"The property was great for our Hamptons trip! Very clean and comfortable and communication was great"
United States
Katie B.
The price is ￥45,569
￥89,331 total
includes taxes & fees
Nov 15 - Nov 16
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A spacious hallway with high ceilings, arched columns, and chandeliers.

4. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,425 reviews)
"We’ve been to Montauk Manor many times. The inside pool area is updated and nice to use. Gavin a restaurant there is quite convenient. The units are comfortable and lovely with fully stocked kitchens."
United States
barbara
The price is ￥22,136
￥28,416 total
includes taxes & fees
Dec 10 - Dec 11
Montauk Manor
A backyard patio with outdoor furniture, a large umbrella, and a stone fireplace.

5. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
Wainscott
10.0 out of 10, Exceptional, (34 reviews)
"We loved this home and location! The home is so beautifully appointed and clean. It had everything you would ever need for a wonderful time with family and friends. The hosts were extremely responsive and easy to work with. We would go back in a heartbeat!"
United States
Suzanne B.
The price is ￥135,986
￥323,062 total
includes taxes & fees
Nov 18 - Nov 19
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
Terrace/patio

6. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (333 reviews)
"Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏"
United States
Banessa
The price is ￥21,067
￥28,415 total
includes taxes & fees
Nov 15 - Nov 16
Windward Shores Ocean Resort
A well-maintained lawn with a variety of trees and a small building, likely a house, surrounded by a fence.

7. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton 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.
Year round Jacuzzi - Blackberry East Hampton Home
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

8. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...
United States
Lydia
The price is ￥9,585
￥72,623 total
includes taxes & fees
Nov 16 - Nov 17
Steps to the beach | Seabreeze Cottage #3
A house with a sliding glass door, a white door, and a small porch with potted plants.

9. 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 ￥46,397
￥97,218 total
includes taxes & fees
Nov 15 - Nov 16
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Terrace/patio

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (300 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is ￥30,713
￥52,829 total
includes taxes & fees
Nov 26 - Nov 27
Cliffside Resort Condominiums
A brick patio with outdoor seating, a wooden staircase, and a house with a window and door.

11. Cozy Cottage by the beach - Seabreeze #1

Cozy Cottage by the beach - Seabreeze #1
Hampton Bays
The price is ￥8,626
￥71,568 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Cottage by the beach - Seabreeze #1
A two-story house with a gravel driveway and a parked car.

12. Luxury Village Rental in the Heart of Sag Harbor

Luxury Village Rental in the Heart of Sag Harbor
Sag Harbor
The price is ￥107,926
￥148,882 total
includes taxes & fees
Nov 15 - Nov 16
Luxury Village Rental in the Heart of Sag Harbor
A wooden patio with a table and chairs, an umbrella, and a white fence.

13. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is ￥70,272
￥166,411 total
includes taxes & fees
Nov 17 - Nov 18
Minutes from the beach, brand new 4 bedroom
A modern living room with a sofa, armchairs, a coffee table, and a TV.

14. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is ￥70,352
￥166,599 total
includes taxes & fees
Nov 16 - Nov 17
Minutes from the beach, brand new 3 bedroom
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

15. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (58 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is ￥15,172
￥36,495 total
includes taxes & fees
Dec 15 - Dec 16
The SandPiper
A modern building with large windows overlooking a beach.

16. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"What an amazing view!!!!! Great place to stay!!! Highly recommend the Black Swan home."
United States
John M.
The price is ￥14,427
￥198,702 total
includes taxes & fees
Nov 15 - Nov 16
Beachfront Jacuzzi All Year - Black Swan Home
A backyard with a swimming pool, lounge chairs, and a barbecue area.

17. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is ￥361,638
￥469,286 total
includes taxes & fees
Nov 15 - Nov 16
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A beach with people relaxing on chairs and sunbathing.

18. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (29 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is ￥13,671
￥35,349 total
includes taxes & fees
Nov 15 - Nov 16
Harbor Heights
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

19. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.8 out of 10, Excellent, (9 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is ￥9,585
￥72,623 total
includes taxes & fees
Nov 17 - Nov 18
Walk to Beach | Seabreeze Cottage #4
Private kitchen

20. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.4 out of 10, Very good, (461 reviews)
"The room was very clean and well taken care of."
United States
Mitchell
The price is ￥21,733
￥26,566 total
includes taxes & fees
Dec 2 - Dec 3
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

Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"One of my favorite hotels! Every detail was immaculate."
Melissa 1-night trip
Posted 5 hours ago
Faraway Sag Harbor

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 vacation rentals in Sagaponack?

Yes, we have vacation rentals in Sagaponack close to Madoo Conservancy, or you can select a secluded option if you're looking for extra privacy while you relax. 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 vacation home rentals that Sagaponack has to offer?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : Visitors like this Sagaponack vacation home rental. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill 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 vacation rentals will I find in Sagaponack?

With 34 Expedia vacation rentals, you're sure 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 vacation rentals like in Sagaponack?

Vacation rentals are privately owned properties you can book for a long or short time in Sagaponack. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for small groups.