Sagaponack Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Sagaponack

Outdoor pool, a heated pool
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Vacation Home in Sag Harbor

10.0 out of 10, Exceptional, (89)
"House that has everything you need for a wonderful getaway! Excellent communication with the property owner. Thank you Jay for everything and your hospitality! "
United States
Maria R.
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Front of property - evening/night
Montauk Manor

Aparthotel in Montauk

3.5 star property
9.2 out of 10, Wonderful, (1262)
"Always excellent, even suring my eleventh stay."
United States
Daryl
The price is ￥21,644
￥27,785 total
includes taxes & fees
Dec 10 - Dec 11
Montauk Manor
Beach nearby
Cliffside Resort Condominiums

Aparthotel in Greenport

3.0 star property
9.0 out of 10, Wonderful, (248)
"Great stay - beautiful place"
United States
Rebecca
Cliffside Resort Condominiums
Apartment | Private kitchen | Fridge, microwave, stovetop
Montauk Oceanside Suites

Aparthotel in Downtown Montauk

3.0 star property
8.6 out of 10, Excellent, (417)
"We loved it, suite size was great! "
United States
Patrick
Montauk Oceanside Suites
TV, fireplace, video library, stereo
Stunning Hampton Holiday Family Fantasy for your Team

Vacation Home in East Hampton

9.8 out of 10, Exceptional, (74)
"We had an incredible stay! The property was as advertised. Very easy in and out and stocked with all the essentials to cook, hangout, use the pool or have a movie night. Our host was very responsive throughout the weekend and gave great recommendations. Highly recommend. "
United States
Henry S.
Stunning Hampton Holiday Family Fantasy for your Team
Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils
Driftwood Resort

Condo in Montauk

3.5 star property
9.0 out of 10, Wonderful, (236)
"Great place to stay for small family "
United States
DongHo
Driftwood Resort
Outdoor pool, a heated pool
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Vacation Home in Southampton

9.8 out of 10, Exceptional, (32)
"This place was so nice and so close to so many fun places! "
United States
Daniella L.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
Offshore Residences

Condo in Downtown Montauk

4.5 star property
The price is ￥74,801
￥103,302 total
includes taxes & fees
Dec 3 - Dec 4
Offshore Residences
Fridge, microwave, oven, stovetop
STUNNING LUXURY HOME ~ PRIVATE POOL/HOT TUB ~ PERFECT HAMPTONS GETAWAY ~ MBH

Vacation Home in East Hampton

9.6 out of 10, Exceptional, (39)
"Beautiful house! Great area! Great host!"
United States
brooke v.
STUNNING LUXURY HOME ~ PRIVATE POOL/HOT TUB ~ PERFECT HAMPTONS GETAWAY ~ MBH
Smart TV, fireplace, stereo
Mid-Century Home with Pool, Private Beach Access, and Long-Stay Summer Savings

Vacation Home in East Hampton

10.0 out of 10, Exceptional, (95)
"Awesome location. Very comfortable stay. Had everything we needed. Would definitely stay here again"
United States
Irish T.
Mid-Century Home with Pool, Private Beach Access, and Long-Stay Summer Savings
On the beach
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

Condo in Montauk

9.8 out of 10, Exceptional, (98)
"Very Nice stay there for business would go back for pleasure"
United States
Joseph C.
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
Terrace/patio
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Vacation Home in Hampton Bays

9.6 out of 10, Exceptional, (143)
"Large house and deck with plenty of room Beautiful view of bay Not easy to get from deck to water because of boulders "
United States
Robert H.
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
1 bedroom, WiFi, bed sheets
Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Vacation Home in Montauk

10.0 out of 10, Exceptional, (61)
"Amazing stay…. Great host, excellent location and very clean!"
Australia
Amy W.
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
On the beach, sun loungers, beach towels
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Vacation Home in Montauk

9.8 out of 10, Exceptional, (108)
"Home suited us perfectly for a 10-day vacation with family and friends. The back yard is absolutely fantastic and was perfect for summer grill-outs and pool days. The neighborhood is very quiet and location was spot-on just a 5 minute walk to the beach. Can’t say enough good things about Carter’s home - even better than the pictures!! "
United States
Katie M.
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Pool
10 Bedroom Hampton House with a regulation size Pickleball court

Vacation Home in Hampton Bays

10.0 out of 10, Exceptional, (32)
"Location of this property is impeccable."
United States
Stephen M.
10 Bedroom Hampton House with a regulation size Pickleball court
Outdoor pool, a heated pool
A Quiet Place in the Hamptons

Vacation Home in East Quogue

9.6 out of 10, Exceptional, (38)
"Fantastic house for the extended family ! We loved the pool , enjoyed bbq grilling and hanging out together! "
United States
Anonymous traveler
A Quiet Place in the Hamptons
Terrace/patio
Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Camping in East Hampton

8.6 out of 10, Excellent, (4)
"Had a nice peaceful evening eating our pizza and relaxing while watching the sunset. Nice way to celebrate our 30th, back to the woods❤️"
United States
Ellen
Safari Tent Glamping,S5-CedarPt, East Hampton, NY
A heated pool
Brand New in the Heart of East Hampton Village with Pool

Vacation Home in East Hampton

10.0 out of 10, Exceptional, (33)
"Wonderful house in brand-new condition, fantastic location with shops, restaurants, grocery, train-stop in wallking distance, very responsive and caring owner.Highly recommended."
United States
Philipp H.
Brand New in the Heart of East Hampton Village with Pool
Beach nearby, sun loungers, beach towels
Newly Renovated Montauk Condo with Ocean Views!

Apartment in Montauk

9.8 out of 10, Exceptional, (84)
"We had a great time relaxing and taking quiet walks on the beach. The beach access was very close and very quiet. "
United States
Shawn B.
Newly Renovated Montauk Condo with Ocean Views!
Outdoor pool, a heated pool
5 bedroom Private Family Get Away w/ Heated Pool

Vacation Home in Westhampton Beach

10.0 out of 10, Exceptional, (18)
"Family friendly. Lovely pool. Nice area"
United States
Ruth
5 bedroom Private Family Get Away w/ Heated Pool
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 Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"EXCELLENT staff ! Room was clean. Will stay again "
Bambi 3-night trip
Posted 3 days ago
The Bentley Hotel Southampton

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?

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available : Visitors give good reviews to this Sagaponack vacation home rental, which is located near the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Sagaponack?

With 35 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.