Holiday Homes in Sag Harbor

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Check prices for these dates

In two weeks
19 June - 21 June
In two months
31 July - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Sag Harbor holiday homes

Outdoor pool, a heated pool

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
The price is AU$1,540
includes taxes & fees
2 June - 3 June
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Interior

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 AU$8,705
includes taxes & fees
4 June - 5 June
Sag Harbor Water View w Dock 1.5ml from town
Interior

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is AU$562
includes taxes & fees
2 June - 3 June
Adorable Cottage, 5 min walk to water & town
Terrace/patio

Tennis & Sea Escape - Hydrangeas in the Hamptons

Tennis & Sea Escape - Hydrangeas in the Hamptons
Westhampton Beach
The price is AU$514
includes taxes & fees
15 June - 16 June
Tennis & Sea Escape - Hydrangeas in the Hamptons
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, (59 reviews)
"Adorable cottage. Nice location. "
United States
Janet B.
The price is AU$462
includes taxes & fees
15 June - 16 June
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Outdoor dining

Hampton Bays Townhouse - Pool, Beach Access

Hampton Bays Townhouse - Pool, Beach Access
Hampton Bays
Hampton Bays Townhouse - Pool, Beach Access
Interior

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, (138 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 AU$839
includes taxes & fees
2 June - 3 June
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Smart TV, fireplace, books, offices

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 AU$1,142
includes taxes & fees
2 July - 3 July
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Westhampton Beach
10.0 out of 10, Exceptional, (210 reviews)
"Great host, everything that we needed for our trip was available, ample room for the 9 of us."
United States
matthew p.
The price is AU$1,312
includes taxes & fees
8 June - 9 June
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Dining

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 AU$1,754
includes taxes & fees
7 June - 8 June
BlackBerry Private home with jacuzzi yearlong
Terrace/patio

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
9.8 out of 10, Exceptional, (21 reviews)
"Great host & location. Would stay again"
United States
Chris H.
The price is AU$1,167
includes taxes & fees
2 June - 3 June
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Terrace/patio

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)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AU$445
includes taxes & fees
4 June - 5 June
American Beech in Greenport - Petite King Room 7
Terrace/patio

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 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 AU$1,981
includes taxes & fees
7 June - 8 June
Black Swan Beachfront Home with Jacuzzi year round
Beach

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 AU$1,324
includes taxes & fees
1 July - 2 July
Beachside Bliss w/ Game Room, Gym & Golf Green
Dining

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.
The price is AU$892
includes taxes & fees
3 June - 4 June
Northfork Townhouse walk to all
Smart TV, fireplace, ping pong, books

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is AU$5,576
includes taxes & fees
14 June - 15 June
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Smart TV, fireplace

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (12 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 AU$1,019
includes taxes & fees
4 June - 5 June
Renovated Townhouse walk to all
Property grounds

Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (11 reviews)
"yes the house had everything we needed"
United States
patricia m.
The price is AU$1,471
includes taxes & fees
2 June - 3 June
Beachfront Greenport Villa
Living area

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is AU$2,670
includes taxes & fees
2 June - 3 June
Cozy 5 Bedroom With Wi-fi And Air Condition
Dining

“North Fork Winter Escape – Cozy Farmhouse by the Vineyards”

“North Fork Winter Escape – Cozy Farmhouse by the Vineyards”
Mattituck
9.2 out of 10, Wonderful, (5 reviews)
"Stayed with several friends for a wedding in Jamesport"
United States
Glenn F.
The price is AU$1,877
includes taxes & fees
2 June - 3 June
“North Fork Winter Escape – Cozy Farmhouse by the Vineyards”
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

The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Well thought out and executed property. Beds and pillows very comfortable. Good restaurants nearby. Staff helpful."
Sharon 1-night trip
Posted 4 hours ago
The Shoals Suites and Slips

Find out more about Sag Harbor

Sag Harbor Holiday Homes information

Number of reviews
515
Accommodation
1727 Holiday Homes
Lowest Price
AU$445
Highest Price
AU$8,705