Sag Harbor Holiday Rentals

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Holiday Rentals in Sag Harbor

Sag Harbor Water View w Dock

The price is HK$38,854
HK$52,202 total
includes taxes & fees
17 Jul - 18 Jul
Sag Harbor Water View w Dock

Spacious 5-bedroom house with water views and 2 houses from the bay.

The price is HK$31,397
HK$50,516 total
includes taxes & fees
11 Jul - 12 Jul
Spacious 5-bedroom house with water views and 2 houses from the bay.

Contemporary w Spacious Open Design for dates in August/LDW

2.0 star property
The price is HK$13,728
HK$19,810 total
includes taxes & fees
3 Aug - 4 Aug
Contemporary w Spacious Open Design for dates in August/LDW

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

10.0 out of 10, Exceptional, (1)
"Great location to see all the eastern LI towns. The house is well appointed and nicely decorated. Easy communication with the host. "
The price is HK$4,710
HK$9,712 total
includes taxes & fees
20 Jul - 21 Jul
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Montauk Beach House Oasis — this Hither Hills Hideaway Has ALL the Stuff

10.0 out of 10, Exceptional, (1)
"The house is very efficient and well stocked. Everything was clean and tidy and Ric was very responsive and accommodating. The house comes with access to an HOAA beach which was a great bonus. We were four adults and were very comfortable in the house. Kitchen is well stocked for making meals at home. Looking forward to visiting again!"
The price is HK$4,945
HK$8,501 total
includes taxes & fees
18 Jul - 19 Jul
Montauk Beach House Oasis — this Hither Hills Hideaway Has ALL the Stuff

Cozy quiet gem, private & fenced in backyard

9.4 out of 10, Exceptional, (3)
"good times"
The price is HK$4,592
HK$10,600 total
includes taxes & fees
10 Jul - 11 Jul
Cozy quiet gem, private & fenced in backyard

East Hampton slice of heaven with heated pool and 3 minute drive to village.

9.6 out of 10, Exceptional, (18)
"We loved the simple « ranch » layout with an architectural twist and the beautiful swimming pool And we really appreciated all the little attentions and touches that made our stay feel like a real vacation! Thank you Dorothy!"
The price is HK$7,849
HK$16,743 total
includes taxes & fees
4 Aug - 5 Aug
East Hampton slice of heaven with heated pool and 3 minute drive to village.

Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

10.0 out of 10, Exceptional, (8)
"Great location and amenities. "
The price is HK$19,615
HK$29,998 total
includes taxes & fees
22 Jul - 23 Jul
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

east hampton getaway

The price is HK$10,597
HK$14,958 total
includes taxes & fees
2 Aug - 3 Aug
east hampton getaway

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (7)
"Great place! Great communication with property owner!"
The price is HK$2,790
HK$4,991 total
includes taxes & fees
7 Jul - 8 Jul
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Stunning Southampton Village Modern Home

The price is HK$105,966
HK$129,953 total
includes taxes & fees
7 Jul - 8 Jul
Stunning Southampton Village Modern Home

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9.2 out of 10, Wonderful, (9)
"Great location and comfortable home. Easy check in and check out."
The price is HK$5,887
HK$10,654 total
includes taxes & fees
7 Jul - 8 Jul
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Village gem walk to Main Street fenced in property

8.8 out of 10, Excellent, (3)
"Second year at this lovely house for the 4th of July extended weekend. The hosts are responsive and helpful, and the house is exactly what you need for 2-3 people. Very clean, nicely decorated, kitchen was nicely stocked. It is in a great location. Easily able to walk into town for shopping or dining."
The price is HK$4,702
HK$10,187 total
includes taxes & fees
13 Jul - 14 Jul
Village gem walk to Main Street fenced in property

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (22)
"Great location, clean, easy checkin, slept 7 comfortably"
The price is HK$9,148
HK$15,017 total
includes taxes & fees
7 Jul - 8 Jul
Charming Village home in the heart of Southampton

Minutes from the beach, brand new 4 bedroom

The price is HK$5,652
HK$11,479 total
includes taxes & fees
7 Jul - 8 Jul
Minutes from the beach, brand new 4 bedroom

American Beech in Greenport NY - King Suite 1

10.0 out of 10, Exceptional, (5)
"Perfect Great place"
The price is HK$2,347
HK$3,426 total
includes taxes & fees
22 Jul - 23 Jul
American Beech in Greenport NY - King Suite 1

American Beech - Deluxe King Suite 14

10.0 out of 10, Exceptional, (2)
The price is HK$2,739
HK$3,937 total
includes taxes & fees
9 Jul - 10 Jul
American Beech - Deluxe King Suite 14

American Beech in Greenport - Petite King Room 7

8.8 out of 10, Excellent, (3)
"We thoroughly enjoyed our stay!"
The price is HK$2,111
HK$3,121 total
includes taxes & fees
14 Jul - 15 Jul
American Beech in Greenport - Petite King Room 7

American Beech - Deluxe King 5

8.6 out of 10, Excellent, (4)
"I thoroughly enjoyed my stay. I was upgraded before arriving at the hotel and was very pleased with my stay. The staff were kind and accommodating, I will definitely return."
The price is HK$2,504
HK$3,614 total
includes taxes & fees
16 Jul - 17 Jul
American Beech - Deluxe King 5

American Beech - King Suite 2

10.0 out of 10, Exceptional, (2)
"Excellent one night stay."
The price is HK$2,347
HK$3,426 total
includes taxes & fees
8 Jul - 9 Jul
American Beech - King Suite 2
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 Elizabeth A. Morton National Wildlife Refuge.

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.