A garden with a statue, lush greenery, and a group of people walking.

Northwest Harbor Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Northwest Harbor vacation rentals

Room

1. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (256 reviews)
"Great right on the beach property with nice pool."
United States
Julian
The price is CA $193
CA $267 total
includes taxes & fees
Oct 21 - Oct 22
Driftwood Resort
Room

2. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (330 reviews)
"Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏"
United States
Banessa
The price is CA $197
CA $263 total
includes taxes & fees
Oct 22 - Oct 23
Windward Shores Ocean Resort
A spacious hallway with high ceilings, arched columns, and chandeliers.

3. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,417 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is CA $206
CA $263 total
includes taxes & fees
Nov 17 - Nov 18
Montauk Manor
Terrace/patio

4. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is CA $238
CA $429 total
includes taxes & fees
Nov 15 - Nov 16
Cliffside Resort Condominiums
A dining area with a round table, six chairs, and a chandelier.

5. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
East Hampton
9.2 out of 10, Wonderful, (7 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 CA $87
CA $1,771 total
includes taxes & fees
Oct 21 - Oct 22
Year round Jacuzzi - Blackberry East Hampton Home
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

6. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is CA $317
CA $719 total
includes taxes & fees
Oct 21 - Oct 22
Charming Accommodations in the Hamptons
A modern house with a deck, outdoor seating, and a fire pit.

7. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (68 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is CA $413
CA $472 total
includes taxes & fees
Nov 4 - Nov 5
North Fork Resort
Room

8. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (457 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is CA $200
CA $244 total
includes taxes & fees
Oct 21 - Oct 22
Montauk Oceanside Suites
A spacious living area with a large bed, a dining table, and a kitchen in the background.

9. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is CA $227
CA $591 total
includes taxes & fees
Oct 21 - Oct 22
Unit 1021: Studio | 2nd Floor-Pool View | Starfish
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

10. Spacious house in East Hampton with heated pool + WFH

Spacious house in East Hampton with heated pool + WFH
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Great clean beautiful property."
United States
ANGELA S.
The price is CA $635
CA $1,510 total
includes taxes & fees
Oct 21 - Oct 22
Spacious house in East Hampton with heated pool + WFH
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

11. 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, (2 reviews)
"The property was great for our Hamptons trip! Very clean and comfortable and communication was great"
United States
Katie B.
The price is CA $402
CA $828 total
includes taxes & fees
Nov 8 - Nov 9
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A small cabin with a porch, surrounded by trees and a fenced area.

12. 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.
The price is CA $317
CA $737 total
includes taxes & fees
Oct 21 - Oct 22
Lovely studio with AC in charming Sag Harbor
Living area

13. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (305 reviews)
"Staff are nice"
United States
na
The price is CA $308
CA $441 total
includes taxes & fees
Nov 10 - Nov 11
The Surf Club
A beach with people relaxing on chairs and sunbathing.

14. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is CA $121
CA $343 total
includes taxes & fees
Nov 2 - Nov 3
Harbor Heights
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

15. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (50 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is CA $134
CA $356 total
includes taxes & fees
Nov 17 - Nov 18
Aqua Vista
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

16. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is CA $134
CA $357 total
includes taxes & fees
Nov 10 - Nov 11
The SandPiper
An outdoor dining area with hanging lights, palm trees, and a bar.

17. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is CA $281
CA $432 total
includes taxes & fees
Oct 25 - Oct 26
American Beech in Greenport - Petite King Room 7
A beach with people relaxing, a pier extending into the water, and a clear sky.

18. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a wonderful stay in Greenport! The location was absolutely perfect, and one of the things we loved most was being able to walk to town and the beautiful harbor. Everything was so conveniently located, from the charming shops and wonderful restaurants to the lovely waterfront, making it easy to enjoy everything Greenport has to offer without needing to drive. We would happily stay here again and highly recommend this place to anyone looking for a wonderful Greenport getaway!"
United States
Nino
The price is CA $184
CA $517 total
includes taxes & fees
Nov 2 - Nov 3
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A wooden pathway leading to a beach with scattered rocks and greenery.

19. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is CA $275
CA $635 total
includes taxes & fees
Nov 3 - Nov 4
Beach Block Hideaway
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

20. 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.
The price is CA $760
CA $1,637 total
includes taxes & fees
Oct 21 - Oct 22
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
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 Northwest Harbor Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Beautiful property. Room renovation appears brand new. King Suite is huge and very nicely decorated. Will use again, Thank you!"
Michael 1-night trip
Posted 4 hours ago
The Bentley Hotel Southampton

Find out more about Northwest Harbor

Everything you need to know about Northwest 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 Northwest Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Northwest Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Northwest Harbor vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Northwest Harbor vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Northwest Harbor vacation rentals we have selected for you start as low as CA $244 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Northwest Harbor rentals

At Expedia, we put the best Northwest 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 Northwest 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 Northwest 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 Northwest 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. 

Frequently asked questions

Can I find a vacation rental in Northwest Harbor?

Yes, there are vacation rentals close to the most popular attractions in Northwest Harbor, or you can go with a more secluded option if you're looking for relaxation. Northwest Harbor is known for its waterfront and aquarium. Make sure you have time to check out the art while you're in the area.

What's the top vacation rental in Northwest Harbor?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : This vacation home rental near Northwest Harbor 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 will I find in Northwest Harbor?

Choose from 289 Expedia vacation rentals in Northwest Harbor for a memorable vacation.

What’s there to see and do in Northwest Harbor?

Cultural attractions include LongHouse Reserve, whereas The Hamptons Beaches is a spot to enjoy nature. Three Mile Harbor and Sag Harbor State Golf Course are other places to visit while you're in town.

What’s a vacation rental in Northwest Harbor like?

Vacation rentals are private properties you can book for a couple of days or more in Northwest Harbor. Vacation rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for small groups.