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

Sag Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Sag Harbor vacation rentals

A backyard with a swimming pool, wicker lounge chairs, and potted plants.

1. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
$975 nightly
The price is $1,114
Sep 23 - Sep 24
Total with taxes and fees
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A small cabin with a porch, surrounded by trees and a fenced area.

2. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
6.0 out of 10, (1 review)
"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...
United States
Emily t.
$480 nightly
The price is $548
Sep 23 - Sep 24
Total with taxes and fees
Lovely studio with AC in charming Sag Harbor
A compact laundry room with a washing machine, a dryer, and a small sink area.

3. Lovely & Spacious Sag Harbor escape with heated pool

Lovely & Spacious Sag Harbor escape with heated pool
Sag Harbor
$1,948 nightly
The price is $2,226
Sep 23 - Sep 24
Total with taxes and fees
Lovely & Spacious Sag Harbor escape with heated pool
A modern kitchen with a black and white color scheme, a central island, and built-in appliances.

4. Spacious & Modern 5-bedroom in Sag Harbor, walk to bay

Spacious & Modern 5-bedroom in Sag Harbor, walk to bay
Sag Harbor
$2,198 nightly
The price is $2,511
Sep 30 - Oct 1
Total with taxes and fees
Spacious & Modern 5-bedroom in Sag Harbor, walk to bay
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

5. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
$468 nightly
The price is $535
Sep 23 - Sep 24
Total with taxes and fees
Charming Accommodations in the Hamptons
A campsite with several tents and a picnic table.

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

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (5 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
$271 nightly
The price is $310
Sep 24 - Sep 25
Total with taxes and fees
Safari Tent Glamping,D27-CedarPt, East Hampton, NY
A campsite with several tents and a picnic table.

7. Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
$260 nightly
The price is $298
Sep 23 - Sep 24
Total with taxes and fees
Safari Tent Glamping,S7-CedarPt, East Hampton, NY
A campground with several tents and trees, a grassy area, and a view of the water.

8. Safari Tent Glamping,S2-CedarPt, East Hampton, NY

Safari Tent Glamping,S2-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Outstanding place"
United States
Michael H.
$260 nightly
The price is $298
Sep 24 - Sep 25
Total with taxes and fees
Safari Tent Glamping,S2-CedarPt, East Hampton, NY

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (292 reviews)
"Great place!"
United States
Christine
$375 nightly
The price is $429
Oct 6 - Oct 7
Total with taxes and fees
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

10. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (57 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
$270 nightly
The price is $308
Oct 19 - Oct 20
Total with taxes and fees
North Fork Resort

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
$260 nightly
The price is $298
Sep 24 - Sep 25
Total with taxes and fees
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
A kitchen with white cabinets, a central island with stools, a microwave, a stove, and a large window.

12. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (59 reviews)
"Beautiful property. Everything so clean and welcoming. Slept so great in the comfortable beds. Pool is awesome. Everyone especially loved the outdoor shower"
United States
Kathleen Andrews K.
$1,165 nightly
The price is $1,331
Sep 23 - Sep 24
Total with taxes and fees
Work and Play Special! Extended Stay Discount
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

13. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
$539 nightly
The price is $615
Oct 1 - Oct 2
Total with taxes and fees
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A kitchen with a central island, white cabinetry, and a brick accent wall.

14. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!

Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!
Wainscott
10.0 out of 10, Exceptional, (33 reviews)
"Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend! "
United States
Leigh E.
$2,010 nightly
The price is $2,297
Oct 4 - Oct 5
Total with taxes and fees
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!
A bedroom with a bed, bench, and windows with shutters.

15. Huge Island Getaway Pool Hot Tub Walk To Beach

Huge Island Getaway Pool Hot Tub Walk To Beach
Menantic Creek
9.8 out of 10, Exceptional, (9 reviews)
"Property great. Beautiful home with great amenities"
United States
Harry K.
$1,183 nightly
The price is $1,194
Oct 5 - Oct 6
Total with taxes and fees
Huge Island Getaway Pool Hot Tub Walk To Beach
A spacious living room with a high ceiling, a fireplace, and a staircase leading to an upper level.

16. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
10.0 out of 10, Exceptional, (3 reviews)
"This house is absolutely wonderful and in a great location. It is beautifully decorated and the grounds are immaculate. The host has paid close attention to detail; everything we could ever need was there! We loved our stay, highly highly recommend ....."
United States
Carolyn C.
$919 nightly
The price is $980
Sep 24 - Sep 25
Total with taxes and fees
East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
A wooden pathway leading to a beach with scattered rocks and greenery.

17. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
$423 nightly
The price is $483
Oct 4 - Oct 5
Total with taxes and fees
Beach Block Hideaway
A wooden deck with lounge chairs and a potted plant, overlooking a beach and ocean.

18. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful home, great views and host!"
United States
Kate R.
$1,027 nightly
The price is $1,173
Oct 20 - Oct 21
Total with taxes and fees
Beachfront Greenport Villa
A spacious hallway with high ceilings, arched columns, and chandeliers.

19. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,406 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
$146 nightly
The price is $167
Oct 12 - Oct 13
Total with taxes and fees
Montauk Manor
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Beautiful property.The staff were very accommodating ,helpful and friendly.The only complaint to report was the lack of on site eating facilities .We arrived on a rainy Sunday and the outside venue for lunch was closed.The bar did not serve food until 3:30.The only option was the Sunday buffet which was priced at $59.00pp.Starbucks was limited to a grilled cheese or a ham egg sandwich.We were forced to leave the property to have lunch . The espresso martini was priced at &20.00 a tad high .Overall it was an enjoyable stay."
Mary 1-night trip
Posted less than an hour ago
Water's Edge Resort & Spa

Find out more about Sag Harbor

Everything you need to know about Sag Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sag Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sag Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sag Harbor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sag Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Sag Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $146 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sag Harbor rentals

At Expedia, we put the best Sag Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Sag Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sag Harbor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sag Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: Located near Sag Harbor, this vacation home rental offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Sag Harbor?

With 309 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 Havens Beach and The Hamptons Beaches are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Noyac Golf Club and Elizabeth A. Morton National Wildlife Refuge.

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.