Sag Harbor Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Sag Harbor holiday rentals

Interior

Holiday Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town
The price is HK$10,556
HK$17,858 total
includes taxes & fees
8 Mar - 9 Mar
Sag Harbor Water View w Dock 1.5ml from town
Smart TV, fireplace

Holiday Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.
The price is HK$31,278
HK$50,109 total
includes taxes & fees
4 Mar - 5 Mar
Spacious 5-bedroom house with water views and 2 houses from the bay.
Interior

Houseboat in Old Lyme

Floating Nest on Private River. Serene Views & Ultimate Relaxation
The price is HK$1,759
HK$2,936 total
includes taxes & fees
21 Mar - 22 Mar
Floating Nest on Private River. Serene Views & Ultimate Relaxation
Lobby

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1,297 reviews)
"Nice pool, great restaurant "
United States
April
The price is HK$1,182
HK$1,504 total
includes taxes & fees
30 Mar - 31 Mar
Montauk Manor
1 bedroom, desk, iron/ironing board, travel cot

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.6 out of 10, Exceptional, (37 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is HK$739
HK$1,537 total
includes taxes & fees
1 Mar - 2 Mar
1-bedroom cottage with Grove Beach 🏖️ access.
Beach nearby

Apartment in Old Lyme

The Stern at Soundview · Beach+Ocean+Sunrise
10.0 out of 10, Exceptional, (3 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is HK$745
HK$1,692 total
includes taxes & fees
1 Mar - 2 Mar
The Stern at Soundview · Beach+Ocean+Sunrise
Individually decorated, individually furnished, iron/ironing board

Aparthotel in Napeague

Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (306 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is HK$1,116
HK$1,488 total
includes taxes & fees
1 Mar - 2 Mar
Windward Shores Ocean Resort
Terrace/patio

Cottage in Pipes Cove

Cottage on Beach front Estate with Dockage .Walk to Village
9.8 out of 10, Exceptional, (77 reviews)
"Wonderful stay at such a special spot. "
United States
Meg B.
Cottage on Beach front Estate with Dockage .Walk to Village
Terrace/patio

Holiday Home in Hampton Bays

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.6 out of 10, Exceptional, (15 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Terrace/patio

Holiday Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is HK$931
HK$1,555 total
includes taxes & fees
8 Mar - 9 Mar
American Beech in Greenport - Petite King Room 7
Exterior detail

Holiday Home in Calverton

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is HK$2,287
HK$5,025 total
includes taxes & fees
28 Feb - 1 Mar
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Fridge, microwave, oven, stovetop

Holiday Home in East Hampton

Blackberry: Private home with jacuzzi year-round
9.0 out of 10, Wonderful, (4 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is HK$1,556
HK$8,666 total
includes taxes & fees
28 Feb - 1 Mar
Blackberry: Private home with jacuzzi year-round
Exterior

Cottage in Old Saybrook Center

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
9.6 out of 10, Exceptional, (43 reviews)
"Great property, would stay here again."
United States
charles b.
The price is HK$1,789
HK$3,821 total
includes taxes & fees
1 Mar - 2 Mar
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Beach nearby

Apartment in Old Lyme

The Anchor at Soundview · Beach+Ocean+Sunrise
8.0 out of 10, Very good, (2 reviews)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
The price is HK$805
HK$1,761 total
includes taxes & fees
4 Mar - 5 Mar
The Anchor at Soundview · Beach+Ocean+Sunrise
Iron/ironing board, free WiFi

Aparthotel in Downtown Montauk

Montauk Oceanside Suites
3.0 star property
8.6 out of 10, Excellent, (420 reviews)
"Great spot- walkable and nice accommodations! "
United States
Lesley
The price is HK$1,064
HK$1,301 total
includes taxes & fees
1 Mar - 2 Mar
Montauk Oceanside Suites
Interior

Holiday Home in Southampton

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
9.2 out of 10, Wonderful, (11 reviews)
"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."
United States
Harry V.
The price is HK$1,372
HK$4,757 total
includes taxes & fees
28 Feb - 1 Mar
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Dining

Holiday Home in Hampton Bays

Immaculate Waterfront 2 bedroom!
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is HK$2,541
HK$5,057 total
includes taxes & fees
1 Mar - 2 Mar
Immaculate Waterfront 2 bedroom!
Dining

Holiday Home in Greenport

Northfork Townhouse walk to all
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is HK$1,971
HK$4,415 total
includes taxes & fees
28 Feb - 1 Mar
Northfork Townhouse walk to all
Beach

Holiday Home in Westbrook

Beachside Bliss w/ Game Room, Gym & Golf Green
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is HK$1,256
HK$4,177 total
includes taxes & fees
3 Mar - 4 Mar
Beachside Bliss w/ Game Room, Gym & Golf Green
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

The Sagaponack

The Sagaponack

10/10 Excellent
"Enjoyed our stay. Clean room , temperature in room was cozy, bed was comfortable and snack bar in main house was a nice touch."
Susan 1-night trip
Posted 2 days ago
The Sagaponack

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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  • Enter your travel dates to view the best deals on holiday rentals in Sag Harbor while they last

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 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.

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

Escape to Sag Harbor: This highly rated holiday home rental in Sag Harbor offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 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 pool table so that you can immerse yourself in your holiday.

How many holiday rentals are there in Sag Harbor?

With 307 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 Havens Beach 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.