A marina with several boats docked, including a white motorboat and a sailboat with a canopy.

Sag Harbor Holiday Rentals

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Our top choices for Sag Harbor holiday rentals

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (271 reviews)
"Comfortable and clean, and the beach location is amazing. The sunset was spectacular. We will definitely come back again!"
United States
Suzanne
The price is HK$3,209
HK$4,007 total
includes taxes & fees
22 Jul - 23 Jul
Cliffside Resort Condominiums

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (319 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is HK$6,799
HK$7,981 total
includes taxes & fees
12 Aug - 13 Aug
Windward Shores Ocean Resort

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (32 reviews)
"Great stay & great staff!"
United States
James
The price is HK$3,203
HK$3,659 total
includes taxes & fees
30 Jul - 31 Jul
North Fork Resort

Atlantic Bluffs Club

Atlantic Bluffs Club
3.0 star property
Montauk
The price is HK$70,543
HK$80,791 total
includes taxes & fees
31 Jul - 1 Aug
Atlantic Bluffs Club

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (3 reviews)
"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...
United States
Frank
The price is HK$7,673
HK$9,662 total
includes taxes & fees
20 Jul - 21 Jul
Offshore Spa & Residences

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,365 reviews)
"Had a wonderful stay"
United States
Meghan
The price is HK$4,339
HK$5,111 total
includes taxes & fees
16 Aug - 17 Aug
Montauk Manor

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (434 reviews)
"The location is amazing, and the customer service is excellent. Unfortunately, the mattress and the air conditioning were the worst I’ve ever experienced, which made my stay much less comfortable."
United States
Carlos
The price is HK$2,924
HK$3,426 total
includes taxes & fees
19 Jul - 20 Jul
Montauk Oceanside Suites

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (287 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is HK$5,200
HK$6,575 total
includes taxes & fees
19 Jul - 20 Jul
The Surf Club

Hamptons Vacation Rental w/ Saltwater Pool

Hamptons Vacation Rental w/ Saltwater Pool
3.0 star property
Hampton Bays
The price is HK$8,842
HK$13,389 total
includes taxes & fees
5 Aug - 6 Aug
Hamptons Vacation Rental w/ Saltwater Pool

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (242 reviews)
"Very close to beach"
United States
Rabia
The price is HK$2,626
HK$3,256 total
includes taxes & fees
19 Jul - 20 Jul
Driftwood Resort
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 Sag Harbor Hotel Reviews

Find out more about Sag Harbor

Search for holiday rentals in Sag Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Sag Harbor using one of the methods below:

  • View our selection of featured holiday rentals in Sag Harbor
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Look no further and take a look at our great range of rental properties in Sag Harbor!

Frequently asked questions

Can I find a holiday rental in Sag Harbor?

Yes, there are holiday rentals in Sag Harbor close to Bay Street Theatre, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Sag Harbor is known for its waterfront. Make sure you have time to check out the beaches and churches during your trip.

What are some of the best holiday rentals that Sag Harbor has to offer?

The Hampton Sack a cheerful relaxing beach cottage: This holiday home rental outside of Sag Harbor is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Sag Harbor?

With 310 Expedia holiday rentals, you're guaranteed to find just the right place for your Sag Harbor stay.

What can I see and do in Sag Harbor?

Cultural attractions include Bay Street Theatre and Sag Harbor Whaling and Historical Museum, whereas The Hamptons Beaches and Elizabeth A. Morton National Wildlife Refuge are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Havens Beach and Foster Memorial Town Beach.

What are holiday rentals like in Sag Harbor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sag Harbor. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family getaway.