Sag Harbor Cottages

A marina with several boats docked, including a white motorboat and a sailboat with a canopy.

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

In two months

In three months

In four months

Our top choices for Sag Harbor cottages

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

1. North Fork Resort

Greenport

Altynai

includes taxes & fees

5 Nov - 6 Nov

A residential area with houses, a driveway, and a body of water in the background.

2. Steps to the beach | Seabreeze Cottage #3

Hampton Bays

"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...

Lydia

includes taxes & fees

1 Dec - 2 Dec

A deck with a gray sofa, a wooden chair, and a metal fire pit.

3. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Greenport

Jeannette M.

includes taxes & fees

10 Nov - 11 Nov

4. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hampton Bays

includes taxes & fees

12 Nov - 13 Nov

A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

5. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a porch, multiple windows, and a front door.

6. Adorable Cottage with Cottage porch, walk to water & town

Westbrook Center

Francine F.

includes taxes & fees

5 Nov - 6 Nov

A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

7. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Center

includes taxes & fees

17 Nov - 18 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Sag Harbor Hotel Reviews

Montauk Blue Hotel

8/10 Good

"Unbeatable location. The room is in good condition but the sliding screen door was broken and the glass sliding doors didn’t lock so they put a bar across it. Basic room but very nice sheets and towels. Front desk staff were awesome."

Beachcomber Resort at Montauk

10/10 Excellent

"We enjoyed the amazing views from our balcony, and even saw whales and dolphins! Although our room was missing something we needed in the kitchen, the staff was very accommodating and delivered what we needed in a timely fashion. The attendant at the pool was both friendly and helpful. We had a very pleasant experience!"

Montauk Yacht Club

10/10 Excellent

"The room we stayed in definitely needed maintenance. Frayed carpet edges, unaligned tiles, excessive caulking, calcium buildup, etc. but it was spacious and aesthetically pleasing. However the stay was so relaxing and beautiful even in October. The view was just gorgeous and all the staff was extremely helpful and pleasant. As a nontraditional couple I was extremely pleased with the positive treatment we received. The grounds were well maintained and the spa was amazing. I just got glowing reviews from the people who received the massages and the masseuse really cares for her craft. The food was really fresh and filling. The smoothies were amazing and the vodka pasta met the hype from the reviews. It was an extremely relaxing stay with beautiful views. Will come again."

Find out more about Sag Harbor