Sagaponack Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Sagaponack vacation rentals

Pool

Amagansett Farmhouse Retreat - Outdoor Fireplace & Basement Arcade, Great for Kids

Amagansett Farmhouse Retreat - Outdoor Fireplace & Basement Arcade, Great for Kids
East Hampton North
Amagansett Farmhouse Retreat - Outdoor Fireplace & Basement Arcade, Great for Kids
Dining

Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool

Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool
East Hampton North
Designer East Hampton Farmhouse Bike to Amagansett, Ocean Beaches, Seasonal Pool
Terrace/patio

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Hampton Bays
9.6 out of 10, Exceptional, (15 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ￥19,096
￥189,376 total
includes taxes & fees
Feb 24 - Feb 25
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
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, (305 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is ￥20,129
￥26,320 total
includes taxes & fees
Feb 17 - Feb 18
Windward Shores Ocean Resort
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,294 reviews)
"Nice pool, great restaurant "
United States
April
The price is ￥21,174
￥27,181 total
includes taxes & fees
Feb 16 - Feb 17
Montauk Manor
TV, fireplace, stereo, offices

East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ￥18,180
￥30,719 total
includes taxes & fees
Feb 17 - Feb 18
American Beech in Greenport - Petite King Room 7
Terrace/patio

Cottage on Beach front Estate with Dockage .Walk to Village

Cottage on Beach front Estate with Dockage .Walk to Village
Pipes Cove
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful stay at such a special spot. "
United States
Meg B.
The price is ￥45,831
￥58,995 total
includes taxes & fees
Feb 28 - Mar 1
Cottage on Beach front Estate with Dockage .Walk to Village
Dining

Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is ￥49,650
￥98,793 total
includes taxes & fees
Feb 15 - Feb 16
Immaculate Waterfront 2 bedroom!
Dining

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is ￥48,810
￥98,526 total
includes taxes & fees
Feb 18 - Feb 19
Northfork Townhouse walk to all
Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach
Hampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is ￥11,458
￥73,483 total
includes taxes & fees
Feb 17 - Feb 18
Seabreeze #4: Charming Cottage Footsteps to the Beach
Fridge, microwave, oven, stovetop

Blackberry: Private home with jacuzzi year-round

Blackberry: Private home with jacuzzi year-round
East Hampton
9.0 out of 10, Wonderful, (4 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 ￥15,124
￥147,314 total
includes taxes & fees
Feb 17 - Feb 18
Blackberry: Private home with jacuzzi year-round
Interior

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.0 out of 10, Wonderful, (10 reviews)
"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."
United States
Harry V.
The price is ￥40,560
￥109,696 total
includes taxes & fees
Feb 17 - Feb 18
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Terrace/patio

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Hampon Bays
9.6 out of 10, Exceptional, (23 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ￥15,124
￥204,212 total
includes taxes & fees
Feb 17 - Feb 18
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
On the beach, sun loungers, beach towels

Beach cottage, private road, private beach, private mooring, private parking.

Beach cottage, private road, private beach, private mooring, private parking.
Laurel
10.0 out of 10, Exceptional, (1 review)
The price is ￥41,248
￥122,354 total
includes taxes & fees
Feb 16 - Feb 17
Beach cottage, private road, private beach, private mooring, private parking.
Smart TV, fireplace, stereo

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
The price is ￥68,747
￥169,479 total
includes taxes & fees
Feb 14 - Feb 15
Minutes from the beach, brand new 4 bedroom
Smart TV, books

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is ￥43,539
￥90,763 total
includes taxes & fees
Feb 18 - Feb 19
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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
The price is ￥73,177
￥101,058 total
includes taxes & fees
Feb 15 - Feb 16
Offshore Residences
Living area

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is ￥228,238
￥297,939 total
includes taxes & fees
Feb 14 - Feb 15
Cozy 5 Bedroom With Wi-fi And Air Condition
Interior

Breakwater Estate… perfect for Large Group Getaways!

Breakwater Estate… perfect for Large Group Getaways!
Mattituck
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful property. Great pool, We had a great time."
United States
william p.
The price is ￥88,759
￥199,125 total
includes taxes & fees
Feb 27 - Feb 28
Breakwater Estate… perfect for Large Group Getaways!
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
"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "
Pamela 2-night trip
Posted 7 days 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:

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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?

Summer 2026 Now Available! Grab an Amazing Property in the Heart of the Hamptons: 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 37 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 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 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.