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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Sag Harbor holiday homes

A waterfront property with a large house, multiple boats docked, and lush greenery.

1. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (666 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is HK$2,542
HK$2,904 total
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.

2. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (308 reviews)
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
United States
Miguel
The price is HK$3,319
HK$4,171 total
includes taxes & fees
5 Oct - 6 Oct
Faraway Sag Harbor
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

3. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (162 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is HK$7,731
HK$8,860 total
includes taxes & fees
29 Sept - 30 Sept
Topping Rose House
A two-story house with a steeply pitched roof, green shutters, and a brick entrance.

4. Head of Pond House

Head of Pond House
3.0 star property
Water Mill
10.0 out of 10, Exceptional, (15 reviews)
"Excellent European B&B experience not often found in the States. A quaint well-managed property with hidden charm. The bedrooms were spacious , comfortable and nicely designed with taste and simplicity."
United States
neil
The price is HK$6,354
HK$7,260 total
includes taxes & fees
26 Sept - 27 Sept
Head of Pond House
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

5. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (288 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is HK$1,797
HK$2,367 total
includes taxes & fees
28 Sept - 29 Sept
The Sagaponack
Two people sitting by a poolside with a dining setup including plates, a bottle, and a wine glass.

6. Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.8 out of 10, Good, (12 reviews)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is HK$6,348
HK$7,527 total
includes taxes & fees
23 Sept - 24 Sept
Wainscott Woods Retreat
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

7. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (205 reviews)
"Great place to stay, will be back, loved the smores, pool and infrared sauna."
United States
NAKUL
The price is HK$2,167
HK$2,724 total
includes taxes & fees
18 Oct - 19 Oct
Journey East Hampton
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

8. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (341 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is HK$1,583
HK$2,005 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

9. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (170 reviews)
"Excellent stay. The room was clean and stylish. Can’t wait to come back"
United States
Sarah
The price is HK$2,550
HK$2,913 total
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows
A two-story house with a balcony, outdoor seating area, and a variety of plants.

10. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (407 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is HK$1,324
HK$1,512 total
includes taxes & fees
12 Oct - 13 Oct
Zey Hotel
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.

11. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (101 reviews)
"I absolutely loved my stay at **A Room at the Beach** in Bridgehampton. Every detail of the property feels thoughtfully designed, creating an atmosphere that is both elegant and incredibly relaxing. The rooms are stylish, comfortable, and well appointed. They strike the perfect balance between luxury and warmth. What really sets this property apart, though, are the charming grounds. They've created gathering spaces that invite you to pause, read, enjoy a morning coffee, and take in the...
United States
Barbara
The price is HK$2,323
HK$2,654 total
includes taxes & fees
4 Oct - 5 Oct
A Room At The Beach
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

12. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (505 reviews)
"I loved staying here! Great location, great rooms, and the woman who runs it (Denise?) is so incredibly helpful in directing guests to the best beaches, restaurants, least traffic routes, activities. Will stay here many times in the future!"
United States
Thomas
The price is HK$994
HK$1,285 total
includes taxes & fees
23 Sept - 24 Sept
Hamlet Inn
An outdoor dining area with trees and tables under string lights.

13. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (171 reviews)
"Beautiful property, we had a wonderful stay. Staff were very friendly and helpful, and the location is an easy walk to shops and restaurants."
United States
Lisa
The price is HK$3,564
HK$4,872 total
includes taxes & fees
20 Oct - 21 Oct
The 1770 House Restaurant & Inn
A spacious room with wicker furniture, large windows, and a view of the sea.

14. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (733 reviews)
"Great one night stay."
United States
Irene
The price is HK$2,084
HK$2,605 total
includes taxes & fees
14 Oct - 15 Oct
Sound View Greenport
A beach with a lifeguard tower, sandy dunes, and the ocean.

15. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (131 reviews)
"Good location"
Canada
Josie
The price is HK$3,494
HK$4,070 total
includes taxes & fees
4 Oct - 5 Oct
The Huntting Inn
An outdoor patio area with string lights, tables, chairs, and a fire pit.

16. The Chequit

The Chequit
3.0 star property
The Heights
9.2 out of 10, Wonderful, (61 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is HK$1,624
HK$1,855 total
includes taxes & fees
4 Oct - 5 Oct
The Chequit
A beach with waves gently lapping onto the shore.

17. The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
9.8 out of 10, Exceptional, (100 reviews)
"Location is amazing. Staff was great"
United States
Ryan
The price is HK$5,447
HK$6,534 total
includes taxes & fees
1 Oct - 2 Oct
The Roundtree, Amagansett
A beach chair with a striped cushion and a bag with a floral design.

18. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.8 out of 10, Exceptional, (81 reviews)
"The staff was warm, welcoming, knowledgeable & helpful! The food was superb! The room was impeccable from cleanliness to the amenities provided! We absolutely loved our stay and cannot wait to return. "
United States
Lauren
The price is HK$3,132
HK$4,041 total
includes taxes & fees
23 Sept - 24 Sept
The Hedges Inn

19. East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (339 reviews)
"Expensive for a motel, but it’s the Hamptons in the summer so expected. Very clean and quiet at night, staff were helpful, generally happy with the stay."
Canada
Suzette
The price is HK$1,236
HK$1,625 total
includes taxes & fees
19 Oct - 20 Oct
East Hampton House Resort
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

20. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (659 reviews)
"Great location"
United States
Jordan
The price is HK$1,970
HK$2,475 total
includes taxes & fees
15 Oct - 16 Oct
The Harbor Front Inn
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

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Great location on the beach at Montauk Blue Hotel. Quiet and clean place to stay in Montauk. Friendly staff."
Rebecca 5-night trip
Posted 6 hours ago
Montauk Blue Hotel

Find out more about Sag Harbor

Sag Harbor Vacation Homes information

Number of reviews
2,569
Accommodation
1277 Vacation Homes
Lowest Price
HK$1,285
Highest Price
HK$8,860

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