
Holiday rentals in Sag Harbor
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Top-rated holiday rentals in Sag Harbor
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Sag Harbor
Guest favourite

Home in Hampton Bays
4.93 out of 5 average rating, 57 reviewsSplendid private cottage
SarineRating, 5 stars7 months ago
My best friend and I had the most relaxing and peaceful weekend staying here! The house is so charming and surrounded by beautiful gardens. The house has everything you need. We cooked all weekend and enjoyed dinner on the deck! The pool is fantastic and definitely a plus for this listing! Mike was friendly, accommodating and super responsive. Our check in and check out was easy and smooth! I would definitely stay here again!
Superhost

Home in North Fork
4.81 out of 5 average rating, 90 reviewsSummer Retreat at the beach , enjoy Wine Country
AmyRating, 5 stars4 months ago
We had a great stay. The house was warm and inviting. Very peaceful and quiet. Plenty of room for the family. Very easy to get to and very close to downtown. I would highly recommend!!! Steve was very friendly and responsive to all our needs!
Superhost

Cabin in Shirley
4.87 out of 5 average rating, 151 reviewsA-Frame cabin with private beach & epic sunsets
FationRating, 5 stars2 weeks ago
Very nice house and locations very good beach
Guest favourite

Cottage in North Fork
5 out of 5 average rating, 13 reviewsLovely North Fork Beach Cottage (2 BR/2 bath)!
ChristinaRating, 5 stars1 week ago
Had a great weekend at the cottage! Meredith was so great letting us check in early and was super helpful and responsive. The cottage is gorgeous and has everything you need. Loved it! Thank you!
Guest favourite

Home in Hampton Bays
5 out of 5 average rating, 9 reviewsHampton Bays Hideaway!
Jho’LeeRating, 5 stars22 months ago
We had another great stay at Claudia's place! This was our third visit to this location, and likely not our last. Thank you!!
Guest favourite

Home in North Fork
5 out of 5 average rating, 9 reviewsKayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
KristinaRating, 5 stars2 days ago
Had a wonderful time over Easter with my family and dog. The view was exquisite and the house very comfortable. Eileen was very responsive and even had hair dryers sent over. The house was very well equipped with lots of kitchen staple goods. Just be aware there is no microwave, but there is a very nice Breville toaster oven. Also, there is a large table outside for a group, but only a small table and counter seating in kitchen inside. We didn't have any issue since the weather was perfect for us to enjoy our Easter dinner outside. Overall, a beautiful home and only minutes from Greenport and wineries.
Guest favourite

Home in Hampton Bays
4.89 out of 5 average rating, 99 reviewsHamptons Escape minutes from Beaches and Nightlife
KrisRating, 5 stars3 weeks ago
Our stay here with our family was absolutely wonderful. The house was so comfortable and spacious and the hot tub in the backyard was a real treat during the off season. The location is great for Hampton Bays beaches and a very quick drive to the popular restaurants in town. Also a nice to drive surrounding towns. Communication with Aida was excellent and she had the hot tub ready to go during check in which was much needed after a long drive. Bedrooms are spacious and the kitchen has all the key equipment to make food at home. Backyard is large and fenced in if you have any pets. We definitely will book again in the future.
Guest favourite

Home in North Fork
4.89 out of 5 average rating, 28 reviews4 Bedroom Beach Bungalow
JohnRating, 5 stars6 months ago
Jennifer’s placed checked all 4 C’s with 5 plus stars! Extremely comfortable, charming, cozy and clean. We absolutely loved the enclosed porch and fire pit areas. Great getaway for my parent’s 60th wedding anniversary weekend on the NoFo. I’ve rented from lots of owners, Jennifer is by far one of the best. Great communicator and very flexible. Highly, highly recommend!!
Quick stats about holiday rentals in Sag Harbor
Total rentals
250 properties
Nightly prices starting at
£68 before taxes and fees
Total number of reviews
7K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
110 properties have a pool
Destinations to explore
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- Rentals with a patio Sag Harbor
- Family-friendly rentals Sag Harbor
- Rentals with a fireplace Sag Harbor
- Waterfront rentals Sag Harbor
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- Rentals with outdoor seating Sag Harbor
- Rentals with a washing machine and dryer Sag Harbor
- Rentals with a hot tub Sag Harbor
- Beachfront rentals Sag Harbor
- Rentals with a firepit Sag Harbor
- Rentals with beach access Sag Harbor
- Rentals with pools Sag Harbor
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Cooper's Beach, Southampton
- Clinton Town Beach
- Woodmont Beach
- Shennecossett Beach
- Connetquot River State Park Preserve
- Shinnecock Hills Golf Club
- Seaside Beach
- Walnut Public Beach
- Shoreham Beach
- Horton Lane Beach
- Burlingame State Park
- Mystic Seaport Museum
- Overlook Beach
- Fire Island National Seashore
- Outer Beach at Smith Point County Park
- La Ronde Beach Club Inc
- Rogers Beach
- Road F Beach