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Cottages in Sag Harbor

Our top choices for Sag Harbor cottages

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (181)
"Beautiful view, clean house, great location "
Fabulous Waterfront Property in the Heart of Wine Country

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

9.8 out of 10, Exceptional, (97)
"My husband and I brought our puppy. He had a great time running around the yard and beach. We enjoyed our stay and hope to return. The property is beautiful and we were very happy to find a pet friendly place on the water and close to town."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (30)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is SAR 385
SAR 814 total
includes taxes & fees
30 Sep - 1 Oct
1-bedroom cottage with Grove Beach 🏖️ access.

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
Southampton cozy cottage by the beach

Cottage on Beach front Estate with Dockage .Walk to Village

10.0 out of 10, Exceptional, (71)
"Myself my BF and my dog had a wonderful time."
Cottage on Beach front Estate with Dockage .Walk to Village

Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.

10.0 out of 10, Exceptional, (2)
"The little cottage in quaint Jamesport was perfect! Felt like you were back in simpler times and able to walk to near restaurants/ beach. Joe was always responsive with all questions. Hope to visit again soon! "
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

10.0 out of 10, Exceptional, (64)
"Loved the salt marsh with all the birds. The views at the beach were amazing! Scott and Mary-Jo were wonderful! I would definitely stay again!"
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

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

9.4 out of 10, Exceptional, (3)
"Perfect little beachfront cottage right on the water ...a few steps across your own beach. We had a very relaxing, comfortable visit."
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach

Adorable Cottage with Cottage porch, walk to water & town

8.8 out of 10, Excellent, (6)
"Great host and property"
Adorable Cottage with Cottage porch, walk to water & town

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

9.8 out of 10, Exceptional, (75)
"This was the best place to celebrate my family member’s 60th! Being right on the water was amazing! We enjoyed the outdoor fire pit, the beachy air and the outdoor setting. Inside was clean and adorable. The bunk beds were much larger than appears in the picture. If you want a little getaway to enjoy the salty air, I highly recommend! The owner was very timely in getting back regarding any questions I had and was friendly. "
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (28)
"Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!"
Lovely Cottage in the Heart of Long Island Wine country

Hidden gem! Southampton beach cottage

10.0 out of 10, Exceptional, (1)
Hidden gem! Southampton beach cottage

Hamptons Vacation Rental w/ Seasonal Pool!

3.0 star property
Hamptons Vacation Rental w/ Seasonal Pool!

Ritz - East Hampton Cottage On The Water

9.6 out of 10, Exceptional, (9)
"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

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

10.0 out of 10, Exceptional, (3)
"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

Black Point Beach Club Cottage Rental

8.0 out of 10, Very Good, (2)
"We had a wonderful time and the place was perfect for us!! Very clean, roomy and the deck and grille was used every night. It had everything you need,,, towels, chairs, floats, sheets, incidentals .... Large screen TV in family room with all the stations... We can't wait to go back My sob caught a large striped bass right off the peer,,,"
Black Point Beach Club Cottage Rental

The Little Red Cottage - A cozy home steps away from private beach & wine trail.

2.0 star property
9.0 out of 10, Wonderful, (2)
"Great location, bed and pillows great. Very comfortable. Could use better TV channels. As well as a beach pass. A/C was excellent. Kitchen and bath room were okay, too!We would recommend to others. "
The Little Red Cottage - A cozy home steps away from private beach & wine trail.

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

8.8 out of 10, Excellent, (27)
"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

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (73)
"We had an AMAZING stay at Eunyoung and Mark's magical cottage. The property was exactly as described. Eunyoung and Mark are delightful people. Tranquil, quiet, peaceful. "
Fairy Tale Guest Cottage in Magic Garden by Pool

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

9.8 out of 10, Exceptional, (109)
"Cute place, very clean"
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.
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Top Sag Harbor Hotel Reviews

Frequently asked questions

Why book your cottage in Sag Harbor with Expedia?
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