Sagaponack holiday rentals

We found 946 holiday rentals — enter your dates for availability
Discover a selection of 36 homes and other holiday rentals in Sagaponack that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a fireplace. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Sagaponack

Showing deals for:6 Nov - 13 Nov

view from living room towards pool, outdoor dining
aerial view
master bedroom with balcony
living room
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

17% off
S$76,804
for 7 nights, 1 home
S$10,972 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Patio
Private kitchen
Dining Room
The Harbor
Exceptional
(97 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

16% off
S$11,139
for 7 nights, 1 home
S$1,591 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Exterior
Terrace/patio
Living area
Living area
Exceptional
(8 reviews)

Stunning fall sunsets, coveted location on Mecox Bay - recently furnished

Water Mill

8% off
S$51,058
for 7 nights, 1 home
S$7,294 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
View from entry foyer into double height living room, skylights, leading to pool
Thermador chefs kitchen with expansive island open to dining room & family room
Dining room seating 12 leading to chef's kitchen and doors leading to pool
Frankel Residence
Exceptional
(6 reviews)

Completely Renovated Home on ~2 Private Acres, Near Beach/Town

Wainscott

8% off
S$21,621
for 7 nights, 1 home
S$3,089 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
New Kitchen
Pool
Living room w/ screen porch beyond
Den
Exceptional
(46 reviews)

Quiet Family Friendly Hideaway With Pool And Poolhouse

East Hampton

8% off
S$17,157
for 7 nights, 1 home
S$2,451 per night
includes taxes & fees
Quiet Family Friendly Hideaway With Pool And Poolhouse
Pool
Living area
Interior
Exterior detail
Exceptional
(10 reviews)

Just Posted for Summer 2026! SECLUDED SAG HARBOR COTTAGE w/ HUGE POOL

Sag Harbor

8% off
S$18,793
for 7 nights, 1 cottage
S$2,685 per night
includes taxes & fees
Just Posted for Summer 2026! SECLUDED SAG HARBOR COTTAGE w/ HUGE POOL
Night time at the pool
Dining
Main living room and dining room
Interior
Exceptional
(27 reviews)

9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub

Sag Harbor

8% off
S$18,961
for 7 nights, 1 home
S$2,709 per night
includes taxes & fees
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Sunlit living room w/ coffered ceilings, tv, fireplace, & French doors to pool
Brightly lit dining room with 9' ceilings and view of heated swimming pool.
Three Mile Harbor, glorious sunsets, and waterfront restaurants- 8 minute drive
Second level sunny bedroom with queen bed and views of the pool.
Exceptional
(18 reviews)

Prime East Hampton Village Location. Heated Pool. Walk To All!

East Hampton

15% off
S$9,737
for 7 nights, 1 home
S$1,391 per night
includes taxes & fees
Prime East Hampton Village Location. Heated Pool. Walk To All!
primary bedroom #1main floor
seating area rear deck
dining area, expandable table
Private kitchen
Exceptional
(15 reviews)

Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach

Water Mill

7% off
S$22,382
for 7 nights, 1 home
S$3,197 per night
includes taxes & fees
Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach
Spacious, stylish, and bright dining room
Swim in the solar heated pool or basque in the sun...
Fireplace with expansive hearth
Bright living room with stylish, mid-century modern furnishings
Exceptional
(10 reviews)

Walk to Village, Bike to Ocean, Relax in Solar Heated Pool

East Hampton

15% off
S$7,588
for 7 nights, 1 home
S$1,084 per night
includes taxes & fees
Walk to Village, Bike to Ocean, Relax in Solar Heated Pool
Second living room
Wrap around deck
Second eating area
Living room
Exceptional
(34 reviews)

Our Peaceful, Beach Escape From the City

Sag Harbor

8% off
S$9,573
for 7 nights, 1 home
S$1,368 per night
includes taxes & fees
Our Peaceful, Beach Escape From the City
Great Room View#1
Great Room View#2
Front Parlor View#2
Kitchen View#4
Exceptional
(33 reviews)

The Cooper-Burke House

Sag Harbor

8% off
S$3,870
for 7 nights, 1 home
S$553 per night
includes taxes & fees
The Cooper-Burke House
Shaded Table & Chairs
Living Room View#1
Living Room View#2
Living Room View#8
Exceptional
(84 reviews)

Whaling Captain Pierson's Cottage

Sag Harbor

8% off
S$3,667
for 7 nights, 1 cottage
S$524 per night
includes taxes & fees
Whaling Captain Pierson's Cottage
Kitchen View #1
Sun Porch
House
Deck View #2
Exceptional
(63 reviews)

Whaling Captain Pierson's Apartment TOO

Sag Harbor

8% off
S$3,614
for 7 nights, 1 apartment
S$516 per night
includes taxes & fees
Whaling Captain Pierson's Apartment TOO
Living Room View #3
The Main House
Beach Path View #1
Deck View #1
Exceptional
(73 reviews)

Whaling Captain Pierson's Apartment

Sag Harbor

8% off
S$3,513
for 7 nights, 1 apartment
S$502 per night
includes taxes & fees
Whaling Captain Pierson's Apartment
Lounge by the pool in total privacy
Dine in style overlooking the pool and grounds
New, professional grade, stainless steel appliances including Bertazzoni range
Primary bedroom w/California king, vaulted ceilings, tv, & private bathroom
Exceptional
(32 reviews)

Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village

East Hampton

15% off
S$7,063
for 7 nights, 1 home
S$1,009 per night
includes taxes & fees
Stylish East Hampton Village Retreat- Heated Pool and Sauna, Steps to Village
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Take in the picturesque beauty of Sagaponack

Enjoy the wineries and other features of Sagaponack. This city's gardens, beaches and island views draw many visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Sagaponack

Are you hoping to find things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Sagaponack a one-of-a-kind holiday spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Wolffer Estates Vineyard (1.4 mi / 2.2 km)
  • Duck Walk Vineyards (4.9 mi / 7.8 km)
  • LongHouse Reserve (5.7 mi / 9.2 km)
  • Shinnecock Hills Golf Course (8.7 mi / 14 km)
  • Croteaux Vineyards (11.8 mi / 19 km)
  • Raphael Winery (12.1 mi / 19.6 km)

Exploring the natural features in Sagaponack

Whether you're looking for fun outdoor activities or just want to take in the scenery, Sagaponack is a great place to get outside. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • The Hamptons Beaches (1.3 mi / 2 km)
  • Georgica Beach (3.3 mi / 5.4 km)
  • East Hampton Main Beach (4.5 mi / 7.3 km)
  • LongHouse Reserve (5.7 mi / 9.2 km)
  • Elizabeth A. Morton National Wildlife Refuge (6.4 mi / 10.4 km)
  • Indian Wells Beach (7.7 mi / 12.4 km)

How to get to and around Sagaponack

Fly into East Hampton, NY (HTO), the closest airport, located 2.9 mi (4.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Westhampton, NY (FOK-Francis S. Gabreski), which is 19.8 mi (31.9 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Sagaponack?
The most desirable types of holiday rentals in Sagaponack are houses. Hoping for something different? Vrbo has many options to match our guests' unique needs, so you'll see properties in all shapes and sizes. The perfect fit is waiting for you — book yours today.
How much does it cost to rent a holiday rental in Sagaponack?
Length of stay, property type and season are some of the conditions that can determine the price of a holiday home. Simply enter your travel dates to find your perfect match. From quaint country cottages to expansive villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Sagaponack?
The average price for a holiday rental near the beach in Sagaponack depends on when you're going and the style and size of property you want. You can find prices quickly and easily on Vrbo by entering your preferred travel dates and destination. Then use the filters to select the number of bedrooms and amenities important to you, like a pool, WiFi and air conditioning.
Are there pet-friendly holiday rentals in Sagaponack?
Pack up a suitcase for your puppy dog because Sagaponack has 21 holiday homes that open their doors to pets. Let your happy hound enjoy the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your travel dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in Sagaponack?
Mark the "pool" box in our handy filter tool and choose from 19 houses with private pools in Sagaponack on Vrbo. Morning soak, afternoon splash or midnight swim? How you spend your free time is up to you when your holiday home comes with a swimming pool.
What are popular rental amenities in Sagaponack?
A swimming pool, a nearby waterfront and a garden are rated the most popular rental amenities in Sagaponack. Whether you're taking to the road as a party of one, with your sweetheart or as a family group, Vrbo will help you find a holiday rental that fits your tastes with all the conveniences you're looking for.
Are there large group holiday rentals in Sagaponack?
Sagaponack has 10 holiday properties that can host 10 or more people. These properties come with the space you need to share good times with friends and family.
Are there holiday rentals in Sagaponack that welcome kids?
With 21 family-friendly holiday rentals to select from in Sagaponack, now is a great time to introduce the kids to the magic of travel. Simply check our "Properties good for families" filter box to view stays that feature conveniences ideal for travelling families, like living rooms, pools, bunk beds and entertainment units.
What are the top attractions for families in Sagaponack?
There are tons of amazing things to see and do with the family in Sagaponack, including:
  • Coopers Beach
  • East Hampton Main Beach
  • Shinnecock Nation Cultural Centre and Museum
Are there holiday rentals with WiFi in Sagaponack?
Sagaponack has two holiday rentals with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to sending emails, these Vrbo homes make it a cinch to get online.
How can I find holiday rentals with air conditioning in Sagaponack?
You'll find 21 holiday rentals with air conditioning in Sagaponack providing that gentle, cool breeze and extra bit of comfort. Just enter your dates of travel and then use our handy filters to help you locate stays with air conditioning.
How old do you have to be to rent a holiday rental in Sagaponack?
The minimum age can differ between properties on Vrbo, so look at the rules of the holiday rental in Sagaponack you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in Sagaponack for?
The amount of time you can stay in a Sagaponack holiday home for is up to the property. Just enter your preferred travel dates to see options that offer extended stays. They include all the things you need to make your extended break more enjoyable and convenient, such as air conditioning and laundries. Some holiday rentals may also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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