
Holiday houses 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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Popular amenities for Sag Harbor holiday rentals
Other great holiday rentals in Sag Harbor
Guest favourite

Home in Sag Harbor
4.93 out of 5 average rating, 15 reviewsSag Harbor Historic Village
StephanieRating, 5 stars1 month ago
Hillary’s home was a dream! So clean, stylish and super functional for a sag harbor stay. Walkable to everything in town if you like. Hillary is an awesome host. Very proactive, greets you and shows you the ropes and easily on hand if you need anything but you have totally privacy as well. Had everything we needed and then some. Will definitely be back!
Top Guest favourite

Home in Sag Harbor
4.97 out of 5 average rating, 197 reviewsSag Harbor home away from home
SueRating, 5 stars5 days ago
We are repeat customers to Fran's house. It is perfect for us. Fran is a wonderful hostess. She is friendly, highly responsive and helpful. The house is pristine and very comfortable. We look forward to coming back year after year. It has everything you could want in a vacation rental.

Home in Sag Harbor
4.9 out of 5 average rating, 99 reviewsWalk to Village Sag Harbor Victorian
SionnaRating, 5 stars1 month ago
Heather's home was perfect for our long weekend in Sag Harbor. It was walkable to town, clean and well-stocked. Heather was a fabulous host and was super communicative and flexible with check-in/out time which was very appreciated. Would highly recommend!
Guest favourite

Condo in Sag Harbor
5 out of 5 average rating, 49 reviewsSag Harbor Mona Lisa suite
MattRating, 5 stars9 months ago
I cannot say enough good things about Michael's place. He was amazingly responsive and incredibly generous in how well-equipped the space is - everything is luxurious and the fridge is stocked! For as nice as it looks in the photos, it is even larger, brighter and more welcoming in person.
Guest favourite

Apartment in Sag Harbor
5 out of 5 average rating, 20 reviewsCozy Get Away Sag Harbor Village Studio
CassRating, 5 stars10 months ago
H was sooo kind and thoughtful. She kindly welcomed us and offered privacy. H's place was exactly as described and sooo cozy. I hope to return. Thank you so much!

Home in Sag Harbor
5 out of 5 average rating, 4 reviewsSag Harbor Private Spa & Healing Oasis
TatyanaRating, 5 stars9 months ago
We had a very pleasant vacation in Bruce’s beautiful home. Bruce is a great host and very communicative. The place is well equipped with everything to make a comfortable stay. The backyard is fenced and private. We didn’t use a sauna but the pool is very refreshing. It is a short drive to Sag Harbor restaurants and bay beaches. It is a great place to relax and avoid NYC summer heat

Guesthouse in Sag Harbor
4.83 out of 5 average rating, 131 reviewsSag Harbor Cottage in historic district
DanielRating, 5 stars4 weeks ago
A great little place in Sag Harbor. Comfortable bed, excellent linens and towels. We were only there for sleeping and showers, but Joan responded quickly to our request for a hair dryer. Might be tight for hanging out there, but ideal for us. Very convenient and easy all around.

Home in Sag Harbor
4.72 out of 5 average rating, 109 reviews2 Bedroom separate Lux Suite in Sag Harbor home
AllisonRating, 5 stars8 months ago
We enjoyed our stay with Jonathan! It was a perfect location, very quiet and walkable, and everything was as described. Jonathan gave us ample privacy, and we felt very comfortable in our space.
Quick stats about holiday rentals in Sag Harbor
Total rentals
250 properties
Nightly prices starting at
$138 AUD 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
- The Hamptons Holiday rentals
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- Waterfront rentals Sag Harbor
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- Beach
- Charlestown Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Seaside Beach
- Silver Sands Beach
- Quotonset Beach
- Heckscher State Park
- Ninigret Beach
- Outer Beach at Smith Point County Park
- Groton Long Point South Beach
- Wildemere Beach
- Connetquot River State Park Preserve
- Cedar Beach