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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Sag Harbor vacation homes

A backyard with a swimming pool, wicker lounge chairs, and 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 ￥80,274
￥176,486 total
includes taxes & fees
Oct 26 - Oct 27
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a black table set for four.

2. Lovely & Spacious Sag Harbor escape with heated pool

Lovely & Spacious Sag Harbor escape with heated pool
Sag Harbor
The price is ￥240,011
￥345,723 total
includes taxes & fees
Oct 26 - Oct 27
Lovely & Spacious Sag Harbor escape with heated pool
A dining area with a round table, six chairs, and a chandelier.

3. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
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 ￥13,805
￥202,473 total
includes taxes & fees
Nov 9 - Nov 10
Year round Jacuzzi - Blackberry East Hampton Home
A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

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 ￥44,708
￥92,122 total
includes taxes & fees
Nov 8 - Nov 9
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A covered patio with outdoor furniture, a door, and a view of a residential area.

5. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 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 ￥14,903
￥39,969 total
includes taxes & fees
Nov 10 - Nov 11
The SandPiper
A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

6. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (50 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is ￥14,903
￥39,969 total
includes taxes & fees
Nov 9 - Nov 10
Aqua Vista
A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

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 ￥20,472
￥55,649 total
includes taxes & fees
Nov 2 - Nov 3
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A small, single-story house with a gabled roof, a front door, and a number "401" on the door.

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 ￥30,590
￥70,614 total
includes taxes & fees
Nov 3 - Nov 4
Beach Block Hideaway
A patio area with wicker chairs and a table, surrounded by gravel and plants.

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 ￥31,217
￥48,033 total
includes taxes & fees
Oct 26 - Oct 27
American Beech in Greenport - Petite King Room 7
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

10. 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 ￥21,883
￥87,910 total
includes taxes & fees
Oct 26 - Oct 27
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

11. 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 ￥105,746
￥213,834 total
includes taxes & fees
Nov 4 - Nov 5
Spacious house in East Hampton with heated pool + WFH
A kitchen with a central island, white cabinetry, and a brick accent wall.

12. 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 ￥169,420
￥360,420 total
includes taxes & fees
Nov 12 - Nov 13
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
A modern building with large windows overlooking a beach.

13. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is ￥14,589
￥183,960 total
includes taxes & fees
Oct 27 - Oct 28
Beachfront Jacuzzi All Year - Black Swan Home
A modern dining area with a wooden table, white chairs, and a chandelier.

14. Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (8 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 ￥44,473
￥94,900 total
includes taxes & fees
Oct 26 - Oct 27
Northfork Townhouse walk to all
A living room with a fireplace, a television mounted above it, a dining area with a table and chairs, and a staircase with wooden railings.

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 ￥36,708
￥84,773 total
includes taxes & fees
Nov 10 - Nov 11
Renovated Townhouse walk to all
A hot tub in a backyard with a covered patio area and a barbecue grill.

16. 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 ￥11,138
￥243,345 total
includes taxes & fees
Oct 28 - Oct 29
Jacuzzi year-round - Villa Luz Private Home
A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

17. Amazing Southampton Home with Private Heated Pool

Amazing Southampton Home with Private Heated Pool
Southampton
9.0 out of 10, Wonderful, (2 reviews)
"Very cozy house in a great location!"
United States
Serina R.
The price is ￥83,380
￥189,063 total
includes taxes & fees
Oct 26 - Oct 27
Amazing Southampton Home with Private Heated Pool
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 ￥78,435
￥184,244 total
includes taxes & fees
Nov 2 - Nov 3
Minutes from the beach, brand new 3 bedroom
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

19. 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 ￥70,592
￥173,133 total
includes taxes & fees
Oct 26 - Oct 27
Minutes from the beach, brand new 4 bedroom
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

20. Unit 1311: Cottage | Garden View | Deuce

Unit 1311: Cottage | Garden View | Deuce
Napeague
8.8 out of 10, Excellent, (3 reviews)
"We only needed a one night stay but this place was clean and comfortable for what we needed! The beds are super comfortable."
United States
Sherry L.
The price is ￥47,375
￥96,518 total
includes taxes & fees
Oct 26 - Oct 27
Unit 1311: Cottage | Garden View | Deuce
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Top shelf - location, property, food and staff all great. Will be back."
Daniel 1-night trip
Posted 1 hour ago
Saybrook Point Resort & Marina

Find out more about Sag Harbor

Sag Harbor Vacation Homes information

Number of reviews
241
Accommodation
1192 Vacation Homes
Lowest Price
￥39,969
Highest Price
￥360,420