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

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Our top choices for Sag Harbor vacation homes

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 AED 1,066
AED 2,233 total
includes taxes & fees
13 Nov - 14 Nov
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

2. Luxury Village Rental in the Heart of Sag Harbor

Luxury Village Rental in the Heart of Sag Harbor
Sag Harbor
The price is AED 2,479
AED 3,370 total
includes taxes & fees
13 Nov - 14 Nov
Luxury Village Rental in the Heart of Sag Harbor

3. Lovely & Spacious Sag Harbor escape with heated pool

Lovely & Spacious Sag Harbor escape with heated pool
Sag Harbor
The price is AED 5,620
AED 7,407 total
includes taxes & fees
13 Nov - 14 Nov
Lovely & Spacious Sag Harbor escape with heated pool

4. 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 AED 1,047
AED 2,052 total
includes taxes & fees
15 Nov - 16 Nov
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

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 AED 349
AED 860 total
includes taxes & fees
30 Nov - 1 Dec
The SandPiper

6. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (53 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 AED 349
AED 890 total
includes taxes & fees
18 Nov - 19 Nov
Aqua Vista

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 AED 479
AED 1,278 total
includes taxes & fees
15 Nov - 16 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

8. 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 AED 716
AED 1,574 total
includes taxes & fees
15 Nov - 16 Nov
Beach Block Hideaway

9. 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 AED 731
AED 1,066 total
includes taxes & fees
15 Nov - 16 Nov
American Beech in Greenport - Petite King Room 7

10. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
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 AED 3,160
AED 7,471 total
includes taxes & fees
18 Nov - 19 Nov
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to 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 AED 453
AED 4,710 total
includes taxes & fees
15 Nov - 16 Nov
Beachfront Jacuzzi All Year - Black Swan Home

12. 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 AED 224
AED 4,200 total
includes taxes & fees
13 Nov - 14 Nov
Jacuzzi year-round - Villa Luz Private Home

13. 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 AED 2,681
AED 5,010 total
includes taxes & fees
1 Dec - 2 Dec
Spacious house in East Hampton with heated pool + WFH

14. 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.
Northfork Townhouse walk to all

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.
Renovated Townhouse walk to all

16. Serene, chic East Hampton home - minutes to beaches, Main St., and so much more

Serene, chic East Hampton home - minutes to beaches, Main St., and so much more
East Hampton
The price is AED 2,949
AED 4,313 total
includes taxes & fees
13 Nov - 14 Nov
Serene, chic East Hampton home - minutes to beaches, Main St., and so much more

17. 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 AED 1,837
AED 4,100 total
includes taxes & fees
16 Nov - 17 Nov
Minutes from the beach, brand new 3 bedroom

18. 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 AED 1,653
AED 3,873 total
includes taxes & fees
15 Nov - 16 Nov
Minutes from the beach, brand new 4 bedroom

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 AED 8,308
AED 10,780 total
includes taxes & fees
15 Nov - 16 Nov
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

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 AED 1,917
AED 3,328 total
includes taxes & fees
1 Dec - 2 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