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Vacation Homes in Sag Harbor

Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.

Sag Harbor
The price is AED 14,692
AED 23,675 total
includes taxes & fees
6 Dec - 7 Dec
Spacious 5-bedroom house with water views and 2 houses from the bay.
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town

Bay Point
The price is AED 16,528
AED 23,474 total
includes taxes & fees
4 Dec - 5 Dec
Sag Harbor Water View w Dock 1.5ml from town
Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Water Mill
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is AED 14,994
AED 26,661 total
includes taxes & fees
3 Dec - 4 Dec
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Beach nearby
Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!

Old Lyme
9.4 out of 10, Exceptional, (53)
"Great stay, charming cottage, hope to return"
United States
Ellen C.
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Terrace/patio
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Hampton Bays
10.0 out of 10, Exceptional, (12)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is AED 459
AED 4,553 total
includes taxes & fees
7 Dec - 8 Dec
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Beach
Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green

2.0 star property
Westbrook
10.0 out of 10, Exceptional, (1)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is AED 477
AED 1,827 total
includes taxes & fees
9 Dec - 10 Dec
Beachside Bliss w/ Game Room, Gym & Golf Green
Fridge, microwave, oven, stovetop
Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town

Westbrook Center
9.4 out of 10, Exceptional, (14)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is AED 639
AED 1,529 total
includes taxes & fees
3 Dec - 4 Dec
Adorable Cottage, 5 min walk to water & town
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Blackberry: Private home with jacuzzi year-round

East Hampton
9.0 out of 10, Wonderful, (4)
"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 AED 275
AED 3,235 total
includes taxes & fees
3 Dec - 4 Dec
Blackberry: Private home with jacuzzi year-round
Terrace/patio
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Hampon Bays
9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is AED 459
AED 4,792 total
includes taxes & fees
20 Dec - 21 Dec
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Terrace/patio
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
The price is AED 657
AED 1,020 total
includes taxes & fees
14 Dec - 15 Dec
American Beech in Greenport - Petite King Room 7
Oven, stovetop, dishwasher
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
Calverton
8.6 out of 10, Excellent, (8)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is AED 1,134
AED 2,441 total
includes taxes & fees
3 Dec - 4 Dec
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Terrace/patio
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Saybrook Manor
9.6 out of 10, Exceptional, (133)
"Like a trip to 1800 but with AC. Amazing place. Didn’t want to leave, but will come back. "
United States
Rob C.
The price is AED 735
AED 1,892 total
includes taxes & fees
8 Dec - 9 Dec
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Pool
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

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

Southampton
9.0 out of 10, Wonderful, (10)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
The price is AED 1,240
AED 3,011 total
includes taxes & fees
3 Dec - 4 Dec
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Fridge, microwave, oven, stovetop
Charming Northfork Townhouse- walk to all

Charming Northfork Townhouse- walk to all

Greenport
10.0 out of 10, Exceptional, (5)
"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.
Charming Northfork Townhouse- walk to all
A heated pool
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Southampton
10.0 out of 10, Exceptional, (15)
"Just finished a 5 day stay. Best house rental ever! Great and thoughtful hosts. Super relaxing and extremely luxurious! Highly recommend!"
United States
William H.
The price is AED 4,509
AED 6,269 total
includes taxes & fees
1 Jan - 2 January 2026
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Terrace/patio
Beautifully farmhouse

Beautifully farmhouse

Southold
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveler
The price is AED 2,204
AED 4,310 total
includes taxes & fees
3 Dec - 4 Dec
Beautifully farmhouse
Private kitchen
Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition

Wainscott
The price is AED 5,487
AED 7,130 total
includes taxes & fees
3 Dec - 4 Dec
Cozy 5 Bedroom With Wi-fi And Air Condition
Fridge, microwave, oven, stovetop
Northfork Townhouse- walk to all/ newly renovated

Northfork Townhouse- walk to all/ newly renovated

Greenport
9.6 out of 10, Exceptional, (9)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
Northfork Townhouse- walk to all/ newly renovated
Terrace/patio
Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!

Hampton Bays
10.0 out of 10, Exceptional, (5)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is AED 1,194
AED 2,358 total
includes taxes & fees
3 Dec - 4 Dec
Immaculate Waterfront 2 bedroom!
Property grounds
Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount

Shelter Island
10.0 out of 10, Exceptional, (53)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
Work and Play Special! Extended Stay Discount
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Staff"
Victor 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa

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