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Our top choices for Sag Harbor vacation homes

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 ¥626,720
¥1,010,854 total
includes taxes & fees
May 15 - May 16
Spacious 5-bedroom house with water views and 2 houses from the bay.

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 ¥705,060
¥1,001,724 total
includes taxes & fees
May 14 - May 15
Sag Harbor Water View w Dock 1.5ml from town

Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (56 reviews)
"Adorable cottage. Nice location. "
United States
Janet B.
The price is ¥17,627
¥42,810 total
includes taxes & fees
May 18 - May 19
Insta-worthy Couples Retreat: Perfect for romantic getaway!

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
9.8 out of 10, Exceptional, (10 reviews)
"Very clean & comfortable home, great host & location! "
United States
Becky W.
The price is ¥31,336
¥69,801 total
includes taxes & fees
May 14 - May 15
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.0 out of 10, Wonderful, (4 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 ¥67,059
¥221,535 total
includes taxes & fees
May 25 - May 26
BlackBerry Private home with jacuzzi yearlong

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.2 out of 10, Wonderful, (5 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ¥32,746
¥49,766 total
includes taxes & fees
May 25 - May 26
American Beech in Greenport - Petite King Room 7

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (16 reviews)
"The most amazing 24hrs! House is pristine, gorgeous view and very airy. Bedrooms each have their own bathroom and one more in the main living area. "
United States
Melissa M.
The price is ¥26,949
¥198,412 total
includes taxes & fees
May 12 - May 13
Black Swan Beachfront Home with Jacuzzi year round

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is ¥25,508
¥83,271 total
includes taxes & fees
May 12 - May 13
Beachside Bliss w/ Game Room, Gym & Golf Green

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 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

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.6 out of 10, Exceptional, (10 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is ¥51,469
¥104,093 total
includes taxes & fees
May 12 - May 13
Renovated Townhouse walk to all

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Calverton
8.8 out of 10, Excellent, (9 reviews)
"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 ¥70,365
¥132,841 total
includes taxes & fees
May 12 - May 13
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"perfect for families"
United States
Okito H.
The price is ¥70,506
¥173,816 total
includes taxes & fees
May 16 - May 17
Minutes from the beach, brand new 4 bedroom

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Southampton
10.0 out of 10, Exceptional, (17 reviews)
"Great host & location. Would stay again"
United States
Chris H.
The price is ¥78,340
¥133,004 total
includes taxes & fees
Jun 1 - Jun 2
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Villa Luz Cozy Family Home with Jacuzzi year round

Villa Luz Cozy Family Home with Jacuzzi year round
Hampon Bays
9.6 out of 10, Exceptional, (24 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ¥21,935
¥263,341 total
includes taxes & fees
May 12 - May 13
Villa Luz Cozy Family Home with Jacuzzi year round

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (136 reviews)
"Yvette was so communicative and made the stay great! The house was amazing and everything was cozy and comfortable. It was great for a group!"
United States
Hayley T.
The price is ¥57,972
¥115,395 total
includes taxes & fees
May 27 - May 28
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Stunning Bayfront Views

Stunning Bayfront Views
Hampton Bays
9.8 out of 10, Exceptional, (41 reviews)
"We really enjoyed our stay. House was clean, comfortable and in a beautiful location. Even an impendimg noreaster couldn't dampen our stay!"
United States
Maria G.
Stunning Bayfront Views

Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (11 reviews)
"Super location - just near The beautiful village of Greenport with a sweeping view of the bay, A very happy house - super Clean, and we had everything that we needed. Meghan was a wonderful host, and answered us quickly with any question that we had. I loved the NorthFork and this home was the perfect place to stay!"
United States
Carine J.
The price is ¥78,967
¥146,070 total
includes taxes & fees
May 12 - May 13
Beachfront Greenport Villa

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
The price is ¥70,506
¥173,816 total
includes taxes & fees
May 17 - May 18
Minutes from the beach, brand new 3 bedroom

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is ¥156,680
¥204,425 total
includes taxes & fees
May 12 - May 13
Cozy Hamptons Escape 3BR Minutes From Beach!
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

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Sag Harbor Vacation Homes information

Number of reviews
349
Accommodation
1638 Vacation Homes
Lowest Price
¥42,810
Highest Price
¥1,010,854