Sagaponack Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Holiday Rentals in Sagaponack

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

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

10.0 out of 10, Exceptional, (88)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Windward Shores Ocean Resort
Living area

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (296)
"Very nice & affordable "
Windward Shores Ocean Resort
Montauk Manor
Front of property – evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1253)
"Beautiful grounds, excellent staff"
The price is HK$1,576
HK$1,953 total
includes taxes & fees
7 Nov - 8 Nov
Montauk Manor
Montauk Oceanside Suites
Private kitchen

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (414)
"We loved it, suite size was great! "
The price is HK$1,059
HK$1,294 total
includes taxes & fees
20 Oct - 21 Oct
Montauk Oceanside Suites
Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (241)
"Great view of the water and nice amenities with the beach and pool."
The price is HK$1,742
HK$2,329 total
includes taxes & fees
2 Nov - 3 Nov
Cliffside Resort Condominiums
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (278)
"Very close walk to the beach great for little ones "
The Surf Club
Driftwood Resort
Private kitchen

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (235)
"Great place to stay for small family "
The price is HK$1,120
HK$1,533 total
includes taxes & fees
13 Oct - 14 Oct
Driftwood Resort
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
TV, fireplace, video games, DVD player

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

8.8 out of 10, Excellent, (28)
"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Outdoor pool, a heated pool

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

9.8 out of 10, Exceptional, (32)
"Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!"
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Outdoor pool, a heated pool

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (15)
"We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! "
The price is HK$1,366
HK$3,161 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Welcome to your serene escape in East Hampton! 3-bedroom, 2.5 bathrooms with AC
Microwave, oven, stovetop, dishwasher

Welcome to your serene escape in East Hampton! 3-bedroom, 2.5 bathrooms with AC

Welcome to your serene escape in East Hampton! 3-bedroom, 2.5 bathrooms with AC
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
On the beach

Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

9.8 out of 10, Exceptional, (96)
"Very Nice stay there for business would go back for pleasure"
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
Cozy sun drenched beach cottage private beach, walk to town, hot tub
Property grounds

Cozy sun drenched beach cottage private beach, walk to town, hot tub

10.0 out of 10, Exceptional, (22)
"A very cozy and peaceful escape, loved the hot tub!"
Cozy sun drenched beach cottage private beach, walk to town, hot tub
Fairy Tale Guest Cottage in Magic Garden by Pool
Property grounds

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (75)
"We had an AMAZING stay at Eunyoung and Mark's magical cottage. The property was exactly as described. Eunyoung and Mark are delightful people. Tranquil, quiet, peaceful. "
Fairy Tale Guest Cottage in Magic Garden by Pool
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Interior

MONTAUK MANOR-DELUXE STUDIO APARTMENT

9.8 out of 10, Exceptional, (74)
"We were so excited to come back to this property after our lovely stay in february! We had an amazing time again and loved it! "
MONTAUK MANOR-DELUXE STUDIO APARTMENT
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Terrace/patio

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (137)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
On the beach, sun-loungers, beach towels

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

10.0 out of 10, Exceptional, (105)
"Very walkable charming stay in beautiful area that supports larger group. Carter is very responsive and friendly. "
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
Smart TV, fireplace, stereo

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

10.0 out of 10, Exceptional, (95)
"We loved our stay - it was nice to be a short walk away from the bay and the pool was great. The home was very clean and comfortable."
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
Charming Montauk Getaway centrally located
Beach nearby

Charming Montauk Getaway centrally located

9.8 out of 10, Exceptional, (55)
"The property was well located and the host had provided for amenities like beach chairs and towels. The property had a private fenced in yard with amenities. "
Charming Montauk Getaway centrally located
10 Bedroom Hampton House with a regulation size Pickleball court
Pool

10 Bedroom Hampton House with a regulation size Pickleball court

10.0 out of 10, Exceptional, (32)
"Cannot say enough good things. Unique, sprawling, beautiful property with more than enough room for a large group. Endless entertainment, great pool, walking distance from a few bars and restaurants. Great communication and accommodation from our host. Would recommend and rent again."
10 Bedroom Hampton House with a regulation size Pickleball court
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
"Clean room!!"
Donna 1-night trip
Posted 21 hours ago
The Bentley Hotel Southampton

Find out more about Sagaponack

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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available : This highly rated holiday home rental in Sagaponack is located near the beach, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Sagaponack?

With 36 Expedia holiday rentals, you're guaranteed to find just the right place for your Sagaponack stay.

What can I see and do in Sagaponack?

Ocean Road Beach 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 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.