Northwest Harbor holiday rentals

We found 2,334 holiday rentals — enter your dates for availability
Discover a selection of 290 homes and other holiday rentals in Northwest Harbor that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you expect for your stay, which might include parking and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Northwest Harbor

Showing deals for:25 Dec - 1 Jan

Dining
Living area
Living area
Pool
Exceptional
(12 reviews)

Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach

Orient

8% off
AU$16,821
for 7 nights, 1 room
AU$2,403 per night
includes taxes & fees
Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach
Exterior
Private kitchen
Patio
The Harbor
Exceptional
(103 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

16% off
AU$11,946
for 7 nights, 1 home
AU$1,707 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
view from living room towards pool, outdoor dining
aerial view
living room
master bedroom with balcony
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

16% off
AU$84,957
for 7 nights, 1 home
AU$12,137 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Living area
Terrace/patio
Pool
Living area
Excellent
(10 reviews)

Stunning fall sunsets, coveted location on Mecox Bay - recently furnished

Water Mill

8% off
AU$54,593
for 7 nights, 1 home
AU$7,799 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Dining Room with seating for Ten
Pool
Exterior
Master bedroom with ensuite bathroom
Exceptional
(28 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
AU$11,932
for 7 nights, 1 home
AU$1,705 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
New Kitchen
Pool
Living room w/ screen porch beyond
Front Porch
Exceptional
(48 reviews)

Quiet Family Friendly Hideaway With Pool And Poolhouse

East Hampton

8% off
AU$18,954
for 7 nights, 1 home
AU$2,708 per night
includes taxes & fees
Quiet Family Friendly Hideaway With Pool And Poolhouse
Pool
Exterior
Exterior
Large Dining/Kitchen Space
Exceptional
(11 reviews)

New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!

Southold

8% off
AU$17,527
for 7 nights, 1 home
AU$2,504 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Interior
Living area
Outdoor dining
Living area
Exceptional
(14 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

8% off
AU$10,813
for 7 nights, 1 home
AU$1,545 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
Kitchen from dining room
Master bed onto balcony
Dining room from kitchen
Hall into sitting room
Exceptional
(34 reviews)

Bohemian Old Life Saving Station with Beach & Pool

East Marion

8% off
AU$18,883
for 7 nights, 1 home
AU$2,698 per night
includes taxes & fees
Bohemian Old Life Saving Station with Beach & Pool
Living area
Interior
Exterior detail
Exceptional
(11 reviews)

Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house

Sag Harbor

8% off
AU$14,445
for 7 nights, 1 cottage
AU$2,064 per night
includes taxes & fees
Secluded Sag Harbor Cottage - HUGE pool and separate bungalow/pool house
Hydrangeas blooming all summer.these are the August bloomers
Featured as one of most beautiful poolsides
Kitchen walks out to covered porch across length of entire back
Couches on covered porch and outdoor dining table for 8
Exceptional
(7 reviews)

IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES

Southampton

8% off
AU$26,122
for 7 nights, 1 home
AU$3,732 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Zepherine Drouhin, c. 1868 French thornless rose cultivar famed for its scent
Facade
Living/dining space
Front yard closeup
Exceptional
(23 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
AU$7,540
for 7 nights, 1 cottage
AU$1,077 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Dining
Terrace/patio
Interior
Private kitchen
Exceptional
(19 reviews)

Entire, new, roomy, village beach house close to beach, park, and town center

Greenport

8% off
AU$6,623
for 7 nights, 1 home
AU$946 per night
includes taxes & fees
Entire, new, roomy, village beach house close to beach, park, and town center
The front of the house
A view of the house and pool from the creek, looking south
The front walkway
The kitchen is all glass with a spectacular view of the pool and creek
Exceptional
(21 reviews)

Unique Southold waterfront luxury home with heated pool on Long Creek

Southold

7% off
AU$6,159
for 7 nights, 1 home
AU$880 per night
includes taxes & fees
Unique Southold waterfront luxury home with heated pool on Long Creek
Private kitchen
Pool
Dining
Terrace/patio
Exceptional
(17 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
AU$23,378
for 7 nights, 1 home
AU$3,340 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Guest house small private outdoor seating area.
Living room, looking out toward Accabonac Harbor, water views.
Kitchen with Wolf stove, Sub Zero fridge, pass-through serving area to dining.
Lovely seating in pool area for morning coffee.
Exceptional
(7 reviews)

WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!

East Hampton

8% off
AU$22,723
for 7 nights, 1 home
AU$3,246 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
Terrace/patio
Property grounds
Dining
Private kitchen
Exceptional
(5 reviews)

Beautiful 4 bedroom house with tranquil gardens close to bay beaches.

East Hampton

8% off
AU$10,398
for 7 nights, 1 home
AU$1,485 per night
includes taxes & fees
Beautiful 4 bedroom house with tranquil gardens close to bay beaches.
Morning breakfast room
Every season brings special flower blooms
Our porch is furnished with plants for a Gilded Age feel
Second living room once called the "parlour"
Exceptional
(37 reviews)

Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach

Greenport

12% off
AU$10,806
for 7 nights, 1 home
AU$1,544 per night
includes taxes & fees
Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach
Private kitchen
Private kitchen
Dining
Property grounds
Exceptional
(14 reviews)

Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country

Southold

8% off
AU$6,404
for 7 nights, 1 home
AU$915 per night
includes taxes & fees
Steps from Cedar Beach ! Tranquil Retreat in the Heart of Wine Country
View from entry foyer into double height living room, skylights, leading to pool
Thermador chefs kitchen with expansive island open to dining room & family room
Frankel Residence
Dining room seating 12 leading to chef's kitchen and doors leading to pool
Exceptional
(6 reviews)

Completely Renovated Home on ~2 Private Acres, Near Beach/Town

Wainscott

8% off
AU$23,414
for 7 nights, 1 home
AU$3,345 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Living area
Dining
Pool
Private kitchen
Exceptional
(9 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

26% off
AU$41,727
for 7 nights, 1 home
AU$5,961 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
Interior
Living area
Living area
Room
Exceptional
(9 reviews)

Modern Home in East Hampton great for a summer or winter retreat.

East Hampton

7% off
AU$7,838
for 7 nights, 1 home
AU$1,120 per night
includes taxes & fees
Modern Home in East Hampton great for a summer or winter retreat.
Main living area
Large pool heated pool
Dining area
Exterior
Exceptional
(21 reviews)

Charming, spacious 3 bedroom, 3 bath East Hampton Springs house

East Hampton

7% off
AU$7,335
for 7 nights, 1 home
AU$1,048 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Living area
Terrace/patio
Interior
Pool
Exceptional
(12 reviews)

Large East Hampton house with heated pool and home gym - fully fenced

East Hampton

12% off
AU$13,427
for 7 nights, 1 home
AU$1,918 per night
includes taxes & fees
Large East Hampton house with heated pool and home gym - fully fenced

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Arty Northwest Harbor will entice you

Enjoy the art galleries and other features of Northwest Harbor. Renowned for its island views, shark watching and aquarium, this city welcomes all visitors. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Northwest Harbor

Are you looking for attractions to visit while you're in town? Venture out of your holiday home and experience everything that makes Northwest Harbor a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Wolffer Estates Vineyard (5.4 mi / 8.6 km)
  • Kontokosta Winery (10.4 mi / 16.8 km)
  • Duck Walk Vineyards (10.6 mi / 17 km)
  • Raphael Winery (12.6 mi / 20.3 km)
  • Pindar Vineyards (12.8 mi / 20.6 km)
  • Bedell Cellars (12.9 mi / 20.8 km)

Exploring the natural landscape of Northwest Harbor

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Northwest Harbor is a great spot to appreciate mother nature. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • East Hampton Main Beach (4.8 mi / 7.8 km)
  • Georgica Beach (5.2 mi / 8.4 km)
  • Indian Wells Beach (5.4 mi / 8.6 km)
  • Atlantic Avenue Beach (5.8 mi / 9.4 km)
  • Amagansett Beach (6 mi / 9.7 km)
  • The Hamptons Beaches (7.2 mi / 11.6 km)

Travelling to and around Northwest Harbor

The nearest airport is in East Hampton, NY (HTO), located 3.6 mi (5.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Montauk, NY (MTP), which is 16 mi (25.8 km) away.

Frequently asked questions

What is the best area to stay in Northwest Harbor when booking a holiday rental?
When considering a holiday rental in Northwest Harbor, New York, a fantastic area to stay is near the scenic beaches and tranquil surroundings of the Hamptons. This region offers a delightful mix of natural beauty and local charm. You can find a variety of properties ranging from quaint cottages to luxurious homes, suiting different preferences and group sizes.One of the main attractions in this area is the stunning beaches, where you can enjoy sunbathing, swimming, or long walks along the shore. Additionally, the nearby Montauk Point State Park is a must-visit, featuring breathtaking coastal views and the iconic lighthouse, which provides a great backdrop for memorable photographs.Northwest Harbor is not only known for its picturesque landscapes but also for its proximity to various dining and shopping options. The local eateries offer fresh seafood and farm-to-table cuisine, adding to the overall experience of your stay.
What are the top attractions in Northwest Harbor?
In Northwest Harbor, visitors can enjoy a serene escape with a variety of attractions centred around natural beauty and outdoor activities. The area is known for its picturesque beaches, with Northwest Harbor Beach offering a tranquil spot for sunbathing and swimming. Nearby, the scenic landscapes of the East Hampton Wildlife Refuge provide opportunities for hiking and birdwatching, making it a great destination for nature enthusiasts.Art lovers can also explore the charming local galleries and boutiques showcasing the work of regional artists, reflecting the area's vibrant creative community.
Are all fees included in the Northwest Harbor holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Northwest Harbor holiday homes with parking?
Stayz offers a wide selection of holiday homes in Northwest Harbor with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Northwest Harbor holiday homes?
You can find great discounts on holiday homes in Northwest Harbor on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Northwest Harbor holiday home booking on Stayz?
To find Northwest Harbor holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Northwest Harbor?
A long-stay holiday home in Northwest Harbor is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Northwest Harbor holiday home?
Book your Northwest Harbor holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Northwest Harbor?
Prices for holiday homes in Northwest Harbor vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Northwest Harbor to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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