Search Vacation Homes in Sag Harbor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 Sep

Our top choices for Sag Harbor vacation 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 AED 1,435
AED 3,247 total
includes taxes & fees
8 Jun - 9 Jun
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 AED 16,529
AED 23,483 total
includes taxes & fees
12 Jun - 13 Jun
Sag Harbor Water View w Dock 1.5ml from town
Terrace/patio

Tennis & Sea Escape - Hydrangeas in the Hamptons

Tennis & Sea Escape - Hydrangeas in the Hamptons
Westhampton Beach
The price is AED 488
AED 1,373 total
includes taxes & fees
15 Jun - 16 Jun
Tennis & Sea Escape - Hydrangeas in the Hamptons
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 AED 608
AED 1,498 total
includes taxes & fees
9 Jun - 10 Jun
Adorable Cottage, 5 min walk to water & town
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 AED 595
AED 1,242 total
includes taxes & fees
15 Jun - 16 Jun
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Outdoor dining

Hampton Bays Townhouse - Pool, Beach Access

Hampton Bays Townhouse - Pool, Beach Access
Hampton Bays
The price is AED 1,157
AED 2,308 total
includes taxes & fees
29 Jun - 30 Jun
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 AED 1,028
AED 2,270 total
includes taxes & fees
7 Jun - 8 Jun
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 AED 1,837
AED 3,087 total
includes taxes & fees
2 Jul - 3 Jul
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 AED 1,967
AED 3,502 total
includes taxes & fees
8 Jun - 9 Jun
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 AED 1,186
AED 4,707 total
includes taxes & fees
7 Jun - 8 Jun
BlackBerry Private home with jacuzzi yearlong
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 AED 1,438
AED 2,742 total
includes taxes & fees
8 Jun - 9 Jun
Northfork Townhouse walk to all
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 AED 768
AED 1,171 total
includes taxes & fees
7 Jun - 8 Jun
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 AED 1,186
AED 5,353 total
includes taxes & fees
7 Jun - 8 Jun
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 AED 1,826
AED 3,570 total
includes taxes & fees
1 Jul - 2 Jul
Beachside Bliss w/ Game Room, Gym & Golf Green
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 AED 1,837
AED 3,118 total
includes taxes & fees
7 Jun - 8 Jun
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
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 AED 1,207
AED 2,440 total
includes taxes & fees
8 Jun - 9 Jun
Renovated Townhouse walk to all
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 AED 2,204
AED 5,036 total
includes taxes & fees
8 Jun - 9 Jun
“North Fork Winter Escape – Cozy Farmhouse by the Vineyards”
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.
Beachfront Greenport Villa
TV, fireplace, stereo, offices

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
The price is AED 3,967
AED 7,029 total
includes taxes & fees
8 Jun - 9 Jun
East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace
Living area

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 7,163 total
includes taxes & fees
5 Jun - 6 Jun
Cozy 5 Bedroom With Wi-fi And Air Condition
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sag Harbor Hotel Reviews

The Atlantic Hotel

The Atlantic Hotel

6/10 Okay
"Hotel is fine if you are just there for a night, maybe two, but the room, especially the carpet, need some major updates."
Michelle 1-night trip
Posted 3 hours ago
The Atlantic Hotel