Search Cottages in Sag Harbor

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Cottages in Sag Harbor

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (66)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool

Cozy cottage on Fort Pond Lake.

10.0 out of 10, Exceptional, (14)
"The lake house was a perfect retreat, perfectly located to town, train, trails and beach. We can’t wait to visit again !"
Cozy cottage on Fort Pond Lake.

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (26)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
The price is AED 975
AED 2,192 total
includes taxes & fees
23 Jun - 24 Jun
Location and views! Located directly on Shinnecock Bay!

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (25)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is AED 613
AED 1,040 total
includes taxes & fees
22 Jun - 23 Jun
1-bedroom cottage with Grove Beach 🏖️ access.

Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday

9.6 out of 10, Exceptional, (44)
"A lovely beach cottage with bay views and easy walking access to the Atlantic beaches.The place was cozy and clean with expansive open views across reserve land to the bay.A bit tricky to find off the highway at night but we eventually got our bearings!"
Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday

Charming and Bright Cottage with Salt Water Pool

10.0 out of 10, Exceptional, (5)
"What a beautiful cottage. Clean and bright. Would definitely stay again!"
Charming and Bright Cottage with Salt Water Pool

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

9.6 out of 10, Exceptional, (33)
"We had such a nice stay, the house was clean and had everything we needed."
The price is AED 1,049
AED 2,067 total
includes taxes & fees
22 Jun - 23 Jun
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

'Grandma's Cottage' w/ Sunroom: Walk to Beach

8.0 out of 10, Very Good, (3)
"Terrific location. 1 block from the beach."
'Grandma's Cottage' w/ Sunroom: Walk to Beach

Sabbatical a Private guest cottage in Sag Harbor

9.6 out of 10, Exceptional, (9)
"I can’t thank enough our hostess Susan for her amazing hospitality and kindness! I strongly recommend her place to stay for vacation!"
Sabbatical a Private guest cottage in Sag Harbor

Ritz - East Hampton Cottage On The Water

10.0 out of 10, Exceptional, (6)
"We enjoyed our time in the Ritz. It’s a great cottage surrounded by waterfront activities. The host was accommodating and welcoming."
Ritz - East Hampton Cottage On The Water

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (91)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Charming 3-bedroom cottage in Old Saybrook with AC, WiFi

10.0 out of 10, Exceptional, (1)
"We had a lovely stay. Everything was as described on the listing and the house had everything we needed for our family. It was great to have the grill and a kitchen with all the supplies needed. The area is lovely and quiet with two small but nice private beaches within walking distance"
Charming 3-bedroom cottage in Old Saybrook with AC, WiFi

CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE

10.0 out of 10, Exceptional, (13)
"We had a fantastic weekend at Nancy’s cottage in Flanders! The cottage is extremely comfortable - a nice sitting room, an open and well-lit kitchen, eating area, a spacious deck, and an incredible backyard (the best part). The bedrooms are comfortable as well. The backyard is set with a lovely deck We had a truly amazing time at this home! When we arrived we were greeted by Rick( the caretaker)with a helpful welcome binder and a truly beautiful house. It was clean, spacious and exactly what was...
CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE

Charming Modern Cottage by the Bay and Beach - 3 bedroom/2 baths - Hampton Bays

2.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent Host, great stay, beautiful property and set up and very modern."
Charming Modern Cottage by the Bay and Beach - 3 bedroom/2 baths - Hampton Bays

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

8.6 out of 10, Excellent, (25)
"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

Southampton cozy cottage by the beach

The price is AED 731
AED 2,153 total
includes taxes & fees
26 Jun - 27 Jun
Southampton cozy cottage by the beach

Direct LI sound waterfront cottage, one level living in Hawks Nest Beach

Direct LI sound waterfront cottage, one level living in Hawks Nest Beach

Charming Old Lyme Cottage, Steps to Private Beach!

7.8 out of 10, Good, (8)
"The location and property were perfect for our stay. Homeowner was very accommodating. Can’t wait to go back!!!!"
Charming Old Lyme Cottage, Steps to Private Beach!

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

9.8 out of 10, Exceptional, (70)
"We stayed at this property last year and again this year. You can’t beat the location and the house is perfect for a group of family or friends. We had a lovely time and look forward to another stay in the future!"
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

9.8 out of 10, Exceptional, (108)
"Wonderful place to spend time with the family in this cozy cottage. Would love to come back in the summer to enjoy the beach. "
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Why book your cottage in Sag Harbor with Expedia?
Expedia has some terrific cottages in Sag Harbor, so start packing your bags for a memorable stay on nature's doorstep. If you have a fixed budget, click on how much you want to spend and the preferred star rating of your property. Or, make the most of our filters to search for cottages with a hot tub or free WiFi. We'll help you find the right digs whatever your trip looks like.
How can I find cheap cottages in Sag Harbor?
With Expedia's user-friendly filter tool, comparing cheap cottages in Sag Harbor has never been simpler. To view properties that are friendly on the wallet, narrow your search results by budget, amenities and star rating.