Sagaponack Holiday Rentals

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Holiday Rentals in Sagaponack

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

10.0 out of 10, Exceptional, (18)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1069)
"Property was beautiful, view overlooking the area was great! Parking was convenient and there were charging spots for electric cars! "
The price is AU$287
includes taxes & fees
2 Dec - 3 Dec
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very good, (338)
"All very good!"
The price is AU$218
includes taxes & fees
3 Dec - 4 Dec
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (262)
"Lovely seaside accommodations. Very clean and comfortable. The location is perfect. The room was just a short walk from the beach. Just minutes away from downtown Montauk. Having a full kitchen is great."
The price is AU$255
includes taxes & fees
1 Dec - 2 Dec
Windward Shores Ocean Resort

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (206)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (250)
"The pictures of the property showed the bed in the bedroom facing the window with direct ocean views I was dis appointed to find out the bed was moved and no longer faced the ocean view."
The Surf Club

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (212)
"We were visiting our so. And just needed an inexpensive..relatively..place to stay….. this was quite convenient…. We had a good night sleep…took a walk to beach..had a great chat with one of the ‘beach boys’ and thought it was lovely……"
Driftwood Resort

Beautiful Family Home Nestled In The Heart Of Sagaponack

10.0 out of 10, Exceptional, (30)
"Great space and location. We loved the house and enjoyed our stay. "
Beautiful Family Home Nestled In The Heart Of Sagaponack

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (84)
"The Montauk Manor deserves its landmark designation but it is certainly updated and thoughtfully remodelled. The space is very well laid out and there are lovely vistas from every vantage point. My biggest complaint is the noise. Not necessarily the noise of other guests, but an unexplainable mechanical noise. It was a nuisance mostly just in the quiet of the night and the only détraction to an otherwise delightful stay. "
Montauk Mansion INDOOR + OUTDOOR POOLS

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

9.8 out of 10, Exceptional, (97)
"Nothing negative to say. The owner came to greet us on our arrival, and showed us around the property. The house and grounds are family friendly with safety features for toddlers. Plenty of room for a large group. Parking for one car at the beach, and a short walk if all cannot fit in the car. The two outdoor showers are great when returning from the beach."
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

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

9.8 out of 10, Exceptional, (82)
"Everything about this condo is perfect! The views are breathtaking and condo is clean and modern. Would love to come back again. "
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

9.4 out of 10, Exceptional, (31)
"A great corner condo in the Montauk Manor. Had a wonderful weekend. The condo was clean, and a great size for 3 adults. Got to use all the facilities at the manor. Indoor pool beautiful, sauna. Great restaurant and free shuttle bus to take you to town. Just a great weekend. "
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

MONTAUK MANOR-DELUXE STUDIO APARTMENT

10.0 out of 10, Exceptional, (65)
"The place was clean and cozy. The owners could not have been nicer or more accomodating! Thanks for a great stay!"
MONTAUK MANOR-DELUXE STUDIO APARTMENT

Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

10.0 out of 10, Exceptional, (81)
"Very relaxing place to stay 2 minutes from the beach and fabulous sunsets. Property was spotless with tons of room. "
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

Newly Renovated Montauk Condo with Ocean Views!

9.8 out of 10, Exceptional, (71)
"My family stayed here for 2 nights (husband, myself and my 2 kids - age 8 and age 11). The condo was super clean and check-in was really easy. Location was amazing - right across the street from the beach and we were also able to walk into town (about a 25 min walk to town). Highly recommend this place and would defintely stay here again. "
Newly Renovated Montauk Condo with Ocean Views!

Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

10.0 out of 10, Exceptional, (2)
"Lovely to be away in a spot just hidden enough to be accessible from the main road but not close to it. Near to the beach but not on top of it. Perfect! Quiet, woody, peaceful, restful and pet friendly. A hidden gem. The only thing I regret is not having time to stay longer."
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

10.0 out of 10, Exceptional, (34)
"This home is quintessentially charming! I arrived late at night, alone. It has a charming curved drive in and there sat the wood home with a large front porch and Forrest behind it. It seemed like little house on a prairie with the porch and dormer windows. The motion lights went on immediately, which I was grateful for. There is a narrow stairwell up to 3 bedrooms, as is customary in older style homes. High ceilings and windows everywhere enhance this property. When I woke there was a family of...
Holiday Specials!!!/Out Door Theater Fire Pit/ Bocce court- WATCH VIDEO!!!

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court

Summer getaway

9.2 out of 10, Wonderful, (10)
"Overall, we had a terrific time at the house. Thank-you so much Andres for sharing your home with us. Getting there, checking in, all simple and easy. House was very well stocked. There was plenty of room for the eight of us. The beds were all comfortable. The deck was delightful. A couple of minor things that we had happen, or noticed that might want to be addressed. Given the house is controlled by Alexa, some detailed instructions as to how to work with "her" might be a good idea for...
Summer getaway

Contemporary home, newly built, heated pool and hot tub, large deck and...

9.4 out of 10, Exceptional, (8)
"This house was great! Exactly as pictured. Only callout is the outdoor furniture by the pool needs a really good spray down/wash. Everything else was absolutely great!!"
Contemporary home, newly built, heated pool and hot tub, large deck and...
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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Other types of properties in Sagaponack you may be interested in

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

10.0 out of 10, Exceptional, (18)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (604)
"The staff was very friendly and the receptionist upgraded our room since the hotel was not as busy and it was wonderful. "
The price is AU$535
includes taxes & fees
3 Dec - 4 Dec
Gurney's Montauk Resort & Seawater Spa

The Bentley Hotel Southampton

2.0 star property
9.4 out of 10, Exceptional, (206)
"If you ever planing on staying in a hotel Southampton area don’t look any farther. You will be blown away beyond your expectations. I felt like at home away from home. It’s a hidden gem. Experience it yourself "
The price is AU$294
includes taxes & fees
1 Dec - 2 Dec
The Bentley Hotel Southampton
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Sagaponack?

Yes, there are holiday rentals close to the most popular sights in Sagaponack, 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?

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms: This highly rated holiday home rental in Sagaponack is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 8 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 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Sagaponack?

With 34 Expedia holiday rentals, you're guaranteed 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 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.