Sag Harbor Holiday Rentals

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Holiday Rentals in Sag Harbor

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1193)
"I try to stay at the Montauk Manor once a year! It’s wonderful!!"
The price is S$558
includes taxes & fees
15 Jun - 16 Jun
Montauk Manor

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (284)
"Great cozy place"
The price is S$333
includes taxes & fees
15 Jun - 16 Jun
Windward Shores Ocean Resort

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (380)
"great place to stay"
The price is S$261
includes taxes & fees
24 Jun - 25 Jun
Montauk Oceanside Suites

Offshore Montauk

4.0 star property
The price is S$520
includes taxes & fees
23 Jun - 24 Jun
Offshore Montauk

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (223)
"The staff was very friendly I will definitely be back again 👍"
The price is S$513
includes taxes & fees
23 Jun - 24 Jun
Driftwood Resort

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (255)
"Quiet, relaxing place to stay, great access to the beach and town!"
The price is S$398
includes taxes & fees
16 Jun - 17 Jun
The Surf Club

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (220)
"After some lengthy travel to get to LI this was an excellent choice to start our vacation. Great accommodations, comfortable and great location. "
The price is S$424
includes taxes & fees
26 Jun - 27 Jun
Cliffside Resort Condominiums

Canoe Place Waterfront Residences

4.0 star property
The price is S$2,657
includes taxes & fees
14 Jul - 15 Jul
Canoe Place Waterfront Residences
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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Frequently asked questions

Can I find a holiday rental in Sag Harbor?

Yes, there are holiday rentals in Sag Harbor close to Sag Harbor Whaling and Historical Museum, 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.

How many holiday rentals are there in Sag Harbor?

With 334 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 Havens Beach and The Hamptons Beaches are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Noyac Golf Club 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.