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

Sag Harbor Vacation Rentals

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Our top choices for Sag Harbor vacation rentals

Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is ¥80,081
¥141,582 total
includes taxes & fees
Jun 29 - Jun 30
Lovely studio with AC in charming Sag Harbor

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is ¥655,209
¥936,739 total
includes taxes & fees
Jun 29 - Jun 30
Sag Harbor Water View w Dock 1.5ml from town

Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is ¥80,081
¥139,365 total
includes taxes & fees
Jun 29 - Jun 30
Charming Accommodations in the Hamptons

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (46 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ¥25,044
¥44,631 total
includes taxes & fees
Jul 1 - Jul 2
1-bedroom cottage with Grove Beach 🏖️ access.

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (25 reviews)
"Great stay & great staff!"
United States
James
The price is ¥55,456
¥63,358 total
includes taxes & fees
Jul 13 - Jul 14
North Fork Resort

The Beach Nest-Lux Cottage Steps to the Beach

The Beach Nest-Lux Cottage Steps to the Beach
Clinton
9.8 out of 10, Exceptional, (6 reviews)
"This is exactly what we needed. Nice area, great place to walk, easy to relax. "
United States
Karol W.
The price is ¥39,895
¥94,979 total
includes taxes & fees
Jun 29 - Jun 30
The Beach Nest-Lux Cottage Steps to the Beach

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is ¥36,837
¥79,007 total
includes taxes & fees
Jun 28 - Jun 29
Adorable Cottage, 5 min walk to water & town

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.0 out of 10, Wonderful, (4 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is ¥27,106
¥50,664 total
includes taxes & fees
Jun 30 - Jul 1
The Stern at Soundview · Beach+Ocean+Sunrise

Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is ¥13,913
¥74,469 total
includes taxes & fees
Jun 28 - Jun 29
Seabreeze #3 Cozy Cottage steps to the beach

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is ¥34,770
¥52,666 total
includes taxes & fees
Jul 1 - Jul 2
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 reviews)
"Amazing views, beautiful property and pet friendly! Clean, well equipped."
United States
Ana B.
The price is ¥35,268
¥215,266 total
includes taxes & fees
Jun 30 - Jul 1
Black Swan Beachfront Home with Jacuzzi year round

Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is ¥31,293
¥47,953 total
includes taxes & fees
Jun 28 - Jun 29
Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (262 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is ¥81,293
¥99,905 total
includes taxes & fees
Jul 8 - Jul 9
Cliffside Resort Condominiums

Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (25 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ¥18,119
¥271,557 total
includes taxes & fees
Jun 30 - Jul 1
Villa Luz Family Home w/ heated pool & jacuzzi

Keel at Soundview · Beach+OceanView+Sunrise

Keel at Soundview · Beach+OceanView+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (1 review)
"This is a must property for any vacationer traveling to Long Island. You will fall in love with quiet evenings after delightful beach walks. Don’t forget the therapeutic ocean air! Within very short walking distance, you are near The Pavilion and the famous Kokomo’s Restaurant. Kokomo’s is the best ocean restaurant in Old Lyme for a reason, with fantastic ocean views and an unmatched family dining experience. As Old Lyme begins its long-awaited restoration project, this beach apartment will...
United States
Jennivere
The price is ¥32,108
¥57,040 total
includes taxes & fees
Jul 1 - Jul 2
Keel at Soundview · Beach+OceanView+Sunrise

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is ¥18,281
¥164,433 total
includes taxes & fees
Jun 28 - Jun 29
BlackBerry Private home with jacuzzi yearlong

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,359 reviews)
"Had a wonderful stay"
United States
Meghan
Montauk Manor

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook Center
The price is ¥31,691
¥68,090 total
includes taxes & fees
Jul 7 - Jul 8
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is ¥31,293
¥49,985 total
includes taxes & fees
Jun 28 - Jun 29
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Montauk
9.6 out of 10, Exceptional, (47 reviews)
"We thoroughly enjoyed our stay. It was a great home base for exploring the area. We were able to stay nice and cozy when a snow storm hit the area as well. "
United States
Lauren B.
The price is ¥54,013
¥107,548 total
includes taxes & fees
Jul 1 - Jul 2
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
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

Find out more about Sag Harbor

Search for holiday rentals in Sag Harbor on Expedia! You can easily find your home rentals, villas, holiday apartments in Sag Harbor using one of the methods below:

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Look no further and take a look at our great range of rental properties in Sag Harbor!

Frequently asked questions

Can I find a vacation rental in Sag Harbor?

Yes, we give you a choice of vacation rentals in Sag Harbor close to Bay Street Theatre, or you can go with a more secluded option if you want a relaxing stay. Discover why Sag Harbor is known for its waterfront. Make sure you have time to check out the beaches and churches during your trip.

What are some of the best vacation home rentals that Sag Harbor has to offer?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : You might like this vacation home rental near Sag Harbor. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

How many vacation rentals are there in Sag Harbor?

With 314 Expedia vacation rentals, you're sure to find just the right place for your Sag Harbor stay.

What can I see and do in Sag Harbor?

Cultural attractions include Bay Street Theatre and Sag Harbor Whaling and Historical Museum, whereas The Hamptons Beaches and Havens Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Foster Memorial Town Beach and Noyac Golf Club.

What are vacation rentals like in Sag Harbor?

Vacation rentals are private properties you can book for several days or longer in Sag Harbor. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for families.