Holiday 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
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Sag Harbor holiday homes

Smart TV, fireplace

Holiday Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.
The price is AU$9,428
includes taxes & fees
26 Jan - 27 Jan
Spacious 5-bedroom house with water views and 2 houses from the bay.
Interior

Holiday Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town
The price is AU$9,242
includes taxes & fees
25 Jan - 26 Jan
Sag Harbor Water View w Dock 1.5ml from town
Living area

Holiday Home in Sag Harbor

Newly Renovated Sag Harbor Beach House with Pool
2.0 star property
The price is AU$1,340
includes taxes & fees
25 Jan - 26 Jan
Newly Renovated Sag Harbor Beach House with Pool
Fridge, microwave, oven, stovetop

Holiday Home in Old Lyme

#34- Stunning-Newly Remodeled
#34- Stunning-Newly Remodeled
Smart TV, fireplace, ping pong, books

Holiday Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
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$10,734
includes taxes & fees
19 Jan - 20 Jan
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Beach

Holiday Home in Westbrook

Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
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$725
includes taxes & fees
21 Jan - 22 Jan
Beachside Bliss w/ Game Room, Gym & Golf Green
Fridge, microwave, oven, stovetop

Holiday Home in East Hampton

Blackberry: Private home with jacuzzi year-round
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$1,433
includes taxes & fees
11 Feb - 12 Feb
Blackberry: Private home with jacuzzi year-round
Outdoor dining

Holiday Home in Hampon Bays

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
9.6 out of 10, Exceptional, (22 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is AU$1,950
includes taxes & fees
25 Jan - 26 Jan
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Interior

Holiday Home in Westbrook Center

Adorable Cottage, 5 min walk to water & town
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$637
includes taxes & fees
18 Jan - 19 Jan
Adorable Cottage, 5 min walk to water & town
On the beach, sun-loungers, beach towels

Holiday Home in Laurel

Beach cottage, private road, private beach, private mooring, private parking.
2.5 star property
10.0 out of 10, Exceptional, (1 review)
The price is AU$1,170
includes taxes & fees
19 Jan - 20 Jan
Beach cottage, private road, private beach, private mooring, private parking.
Exterior detail

Holiday Home in Calverton

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.6 out of 10, Excellent, (8 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 AU$964
includes taxes & fees
25 Jan - 26 Jan
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Terrace/patio

Holiday Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AU$337
includes taxes & fees
26 Jan - 27 Jan
American Beech in Greenport - Petite King Room 7
Terrace/patio

Holiday Home in Hampton Bays

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is AU$1,859
includes taxes & fees
25 Jan - 26 Jan
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Interior

Holiday Home in Saybrook Manor

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
9.6 out of 10, Exceptional, (134 reviews)
"We loved our stay!"
United States
Deana L.
The price is AU$769
includes taxes & fees
19 Jan - 20 Jan
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Property grounds

Holiday Home in Southampton

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is AU$2,308
includes taxes & fees
19 Jan - 20 Jan
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Interior

Holiday Home in Hampton Bays

Cozy Hamptons Escape 3BR Minutes From Beach!
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 AU$2,287
includes taxes & fees
28 Jan - 29 Jan
Cozy Hamptons Escape 3BR Minutes From Beach!
Smart TV, fireplace

Holiday Home in Greenport

Renovated Townhouse walk to all
9.6 out of 10, Exceptional, (9 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$828
includes taxes & fees
20 Jan - 21 Jan
Renovated Townhouse walk to all
Exterior

Holiday Home in Southold

Beautifully farmhouse
10.0 out of 10, Exceptional, (3 reviews)
"good experience"
United States
Anonymous traveller
The price is AU$1,718
includes taxes & fees
26 Jan - 27 Jan
Beautifully farmhouse
Dining

Holiday Home in Greenport

Northfork Townhouse walk to all
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$869
includes taxes & fees
21 Jan - 22 Jan
Northfork Townhouse walk to all
Living area

Holiday Home in Wainscott

Cozy 5 Bedroom With Wi-fi And Air Condition
The price is AU$2,840
includes taxes & fees
17 Jan - 18 Jan
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Great room and staff"
Joanne 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa

Find out more about Sag Harbor

Sag Harbor Holiday Homes information

Number of reviews
176
Accommodation
1776 Holiday Homes
Lowest Price
AU$337
Highest Price
AU$10,734