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

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Sag Harbor holiday homes

A house with a sliding glass door, a white door, and a small porch with potted plants.

1. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is £450
includes taxes & fees
15 Nov - 16 Nov
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A two-story house with a gravel driveway and a parked car.

2. Luxury Village Rental in the Heart of Sag Harbor

Luxury Village Rental in the Heart of Sag Harbor
Sag Harbor
The price is £716
includes taxes & fees
26 Nov - 27 Nov
Luxury Village Rental in the Heart of Sag Harbor
A backyard with a swimming pool, outdoor furniture, and a fenced area.

3. Lovely & Spacious Sag Harbor escape with heated pool

Lovely & Spacious Sag Harbor escape with heated pool
Sag Harbor
The price is £1,547
includes taxes & fees
24 Nov - 25 Nov
Lovely & Spacious Sag Harbor escape with heated pool
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

4. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (54 reviews)
"Great property and location. So easily walkable to everything. The host was super responsive, we had a great stay!"
United States
Carey D.
The price is £185
includes taxes & fees
18 Nov - 19 Nov
Aqua Vista
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

5. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (58 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is £176
includes taxes & fees
1 Dec - 2 Dec
The SandPiper
A beach with sand dunes and a wooden bench.

6. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (2 reviews)
"The property was great for our Hamptons trip! Very clean and comfortable and communication was great"
United States
Katie B.
The price is £421
includes taxes & fees
15 Nov - 16 Nov
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A beach with people relaxing, a pier extending into the water, and a clear sky.

7. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is £261
includes taxes & fees
18 Nov - 19 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
An outdoor dining area with hanging lights, palm trees, and a bar.

8. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is £221
includes taxes & fees
22 Nov - 23 Nov
American Beech in Greenport - Petite King Room 7
A wooden pathway leading to a beach with scattered rocks and greenery.

9. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is £324
includes taxes & fees
22 Nov - 23 Nov
Beach Block Hideaway
A backyard patio with outdoor furniture, a large umbrella, and a stone fireplace.

10. !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
Wainscott
10.0 out of 10, Exceptional, (34 reviews)
"We loved this home and location! The home is so beautifully appointed and clean. It had everything you would ever need for a wonderful time with family and friends. The hosts were extremely responsive and easy to work with. We would go back in a heartbeat!"
United States
Suzanne B.
The price is £1,473
includes taxes & fees
18 Nov - 19 Nov
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
A modern building with large windows overlooking a beach.

11. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"What an amazing view!!!!! Great place to stay!!! Highly recommend the Black Swan home."
United States
John M.
The price is £932
includes taxes & fees
15 Nov - 16 Nov
Beachfront Jacuzzi All Year - Black Swan Home
A modern dining area with a wooden table, white chairs, and a chandelier.

12. Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (9 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 £446
includes taxes & fees
18 Nov - 19 Nov
Northfork Townhouse walk to all
A house with a swimming pool, surrounded by trees and a fenced yard.

13. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is £861
includes taxes & fees
17 Nov - 18 Nov
Jacuzzi year-round - Villa Luz Private Home
A rectangular swimming pool with a brick border, surrounded by lush green trees and a brick patio with white lounge chairs.

14. Spacious house in East Hampton with heated pool + WFH

Spacious house in East Hampton with heated pool + WFH
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Great clean beautiful property."
United States
ANGELA S.
The price is £1,002
includes taxes & fees
1 Dec - 2 Dec
Spacious house in East Hampton with heated pool + WFH
A modern kitchen with a marble island, pendant lights, and a patterned backsplash.

15. Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.6 out of 10, Exceptional, (15 reviews)
"The place was as advertised and in great walking distance to everything in town! "
United States
Liz H.
The price is £412
includes taxes & fees
22 Nov - 23 Nov
Renovated Townhouse walk to all
A modern wooden building with large windows, a balcony, and a view of autumn trees.

16. Serene Chic Hamptons oasis jus 1 block to waterfront + 8 minutes to Main Street

Serene Chic Hamptons oasis jus 1 block to waterfront + 8 minutes to Main Street
East Hampton
The price is £910
includes taxes & fees
15 Nov - 16 Nov
Serene Chic Hamptons oasis jus 1 block to waterfront + 8 minutes to Main Street
A wooden patio with a table and chairs, an umbrella, and a white fence.

17. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is £784
includes taxes & fees
15 Nov - 16 Nov
Minutes from the beach, brand new 4 bedroom
A modern living room with a sofa, armchairs, a coffee table, and a TV.

18. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is £788
includes taxes & fees
24 Nov - 25 Nov
Minutes from the beach, brand new 3 bedroom
A backyard with a swimming pool, lounge chairs, and a barbecue area.

19. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is £2,189
includes taxes & fees
22 Nov - 23 Nov
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A wooden deck with two Adirondack chairs and a fire pit, overlooking a beach at sunset.

20. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful home, great views and host!"
United States
Kate R.
The price is £743
includes taxes & fees
14 Dec - 15 Dec
Beachfront Greenport Villa
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

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Perfect"
Thomas 1-night trip
Posted 2 hours ago
Gurney's Montauk Resort & Seawater Spa

Find out more about Sag Harbor

Sag Harbor Holiday Homes information

Number of reviews
253
Accommodation
1182 Holiday Homes
Lowest Price
£176
Highest Price
£2,189