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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Sag Harbor holiday homes

Interior

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

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Sag Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home !"
United States
Nadja B.
The price is £1,056
includes taxes & fees
13 Sept - 14 Sept
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Property grounds

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

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
The price is £448
includes taxes & fees
14 Sept - 15 Sept
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Sun-loungers, beach towels

3. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (47 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is £277
includes taxes & fees
10 Sept - 11 Sept
The SandPiper
Sun-loungers, beach towels

4. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (41 reviews)
"Nice clean space, well appointed and easy walking access to downtown area."
United States
Molly G.
The price is £277
includes taxes & fees
8 Sept - 9 Sept
Aqua Vista
Terrace/patio

5. 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 £336
includes taxes & fees
7 Sept - 8 Sept
American Beech in Greenport - Petite King Room 7
Beach

6. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (8 reviews)
"Everything about Beach Block Hideaway was perfect! The house was absolutely immaculate, the kitchen well stocked with plenty of kitchenware, beds very comfortable. Easy walk to town. We have stayed at a number of homes when visiting Greenport over the years but this place is truly the best - highly recommend! "
United States
maureen f.
The price is £404
includes taxes & fees
8 Sept - 9 Sept
Beach Block Hideaway
Sun-loungers, beach towels

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, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is £371
includes taxes & fees
7 Sept - 8 Sept
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Coffee/tea maker, fridge, microwave, oven

8. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (57 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is £1,110
includes taxes & fees
14 Sept - 15 Sept
Work and Play Special! Extended Stay Discount
TV, fireplace, books, stereo

9. East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
10.0 out of 10, Exceptional, (2 reviews)
"We have just returned from an amazing summer experience in East Hampton! From the minute I secured the booking to checkout, everything was perfectly smooth! The house was so wonderful, every design detail and amenity…. It was truly like the best of all possible creature comforts…. Fully stocked kitchen, incredible fire pit for late evening s’mores, extraordinary huge pool, patio with outdoor speakers, and enough indoor space meticulously designed and decorated that proved our dream vacation...
United States
GINA W.
The price is £1,119
includes taxes & fees
13 Sept - 14 Sept
East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace
Dining

10. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 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 £1,167
includes taxes & fees
17 Aug - 18 Aug
BlackBerry Private home with jacuzzi yearlong
Dining

11. Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool

Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool
East Hampton North
The price is £1,188
includes taxes & fees
13 Sept - 14 Sept
Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool
Outdoor dining

12. Hampton Bays Townhouse - Pool, Beach Access

Hampton Bays Townhouse - Pool, Beach Access
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
"This was the perfect spot for us for a quick weekend stay in Hampton Bays. Close to Ponquoge Beach, restaurants, stores, etc. Great size for our group of four. We didn’t get a chance to use the pool because we didn’t get the good weather, but we will be back. Good value for price. Irina was excellent at communicating. We loved our short stay here. Would highly recommend to my friends."
United States
Eileen O.
The price is £477
includes taxes & fees
26 Aug - 27 Aug
Hampton Bays Townhouse - Pool, Beach Access
Interior

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

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is £1,034
includes taxes & fees
9 Sept - 10 Sept
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Property grounds

14. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (13 reviews)
"yes the house had everything we needed"
United States
patricia m.
The price is £1,138
includes taxes & fees
10 Sept - 11 Sept
Beachfront Greenport Villa
Smart TV, fireplace, stereo

15. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"perfect for families"
United States
Okito H.
The price is £1,044
includes taxes & fees
7 Sept - 8 Sept
Minutes from the beach, brand new 4 bedroom
Living area

16. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 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 £1,027
includes taxes & fees
7 Sept - 8 Sept
Minutes from the beach, brand new 3 bedroom
Terrace/patio

17. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (18 reviews)
"Amazing views, beautiful property and pet friendly! Clean, well equipped."
United States
Ana B.
The price is £1,269
includes taxes & fees
17 Aug - 18 Aug
Black Swan Beachfront Home with Jacuzzi year round
Property grounds

18. American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is £385
includes taxes & fees
7 Sept - 8 Sept
American Beech in Greenport - Deluxe King 6
Outdoor dining

19. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is £1,503
includes taxes & fees
8 Sept - 9 Sept
Villa Luz Family Home w/ heated pool & jacuzzi
Beach nearby, sun-loungers, beach towels

20. Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
United States
Beverly J.
The price is £759
includes taxes & fees
14 Sept - 15 Sept
Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
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

Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Fantastic place with a good location within town and walking distance to all shops and local restaurants. Rooms are modern and immaculate. Walls are thick enough where you don’t hear your neighbor which was a pleasant surprise. Cute sitting areas outside the rooms. The pool is large and the area is spacious and relaxing. Staff was extremely friendly and the price was not bad for the location. A little more of an ocean view would be nice, but one would have to pay a lot more for a true ocean view. I would definitely stay again!"
Elizabeth 4-night trip
Posted less than an hour ago
Ocean Resort Inn

Find out more about Sag Harbor

Sag Harbor Holiday Homes information

Number of reviews
254
Accommodation
1603 Holiday Homes
Lowest Price
£277
Highest Price
£1,503