Northwest Harbor holiday lettings

We found 2,306 holiday rentals — enter your dates for availability
Discover a selection of 289 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:1 Jan - 8 Jan

master bedroom with balcony
aerial view
kitchen with large island and breakfast table
view from living room towards pool, outdoor dining
Exceptional
(7 reviews)

Everything in Hamptons special discount available for weekly and monthly renters

Water Mill

17% off
£44,154
for 7 nights, 1 home
£6,308 per night
includes taxes & fees
Everything in Hamptons special discount available for weekly and monthly renters
Pool
Terrace/patio
Living area
Living area
Excellent
(10 reviews)

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

Water Mill

8% off
£29,868
for 7 nights, 1 home
£4,267 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Living area
Dining
Private kitchen
Outdoor dining
Exceptional
(9 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

26% off
£23,004
for 7 nights, 1 home
£3,286 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
Lovely seating in pool area for morning coffee.
Living room, looking out toward Accabonac Harbor, water views.
Guest house small private
outdoor seating area.
Bar area pass-through to kitchen, with bar seating.
Exceptional
(7 reviews)

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

East Hampton

8% off
£12,561
for 7 nights, 1 home
£1,794 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
Frankel Residence
Thermador chefs kitchen with expansive island open to dining room & family room
Dining room seating 12 leading to chef's kitchen and doors leading to pool
Open entry foyer with wall of windowed doors to Zen Garden
Exceptional
(6 reviews)

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

Wainscott

7% off
£13,086
for 7 nights, 1 home
£1,869 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Private kitchen
Pool
Terrace/patio
Living area
Wonderful
(19 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
£12,966
for 7 nights, 1 home
£1,852 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
The Harbor
Private kitchen
Exterior
Patio
Exceptional
(104 reviews)

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

Sag Harbor

16% off
£6,517
for 7 nights, 1 home
£931 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Living area
Living area
Pool
Interior
Exceptional
(15 reviews)

PERFECT GETAWAY East Hampton / Sag Harbor

East Hampton

7% off
£5,940
for 7 nights, 1 home
£849 per night
includes taxes & fees
PERFECT GETAWAY East Hampton / Sag Harbor
Exterior
Exterior
Pool
Large Dining/Kitchen Space
Exceptional
(11 reviews)

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

Southold

7% off
£6,728
for 7 nights, 1 home
£961 per night
includes taxes & fees
New Modern Farmhouse Estate Living in the heart of Southold with a pool!!!
Living area on 1st floor with wood burning fireplace
Featured as one of most beautiful poolsides
Hydrangeas blooming all summer.these are the August bloomers
Kitchen walks out to covered porch across length of entire back
Exceptional
(7 reviews)

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

Southampton

8% off
£15,391
for 7 nights, 1 home
£2,199 per night
includes taxes & fees
IN THE ViILLAGE OF SOUTHAMPTON POOL,TENNIS,PICKLEBALL COURTS BEACH CHAIRS&BIKES
Private kitchen
Property grounds
Terrace/patio
Exterior
Exceptional
(5 reviews)

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

East Hampton

8% off
£5,600
for 7 nights, 1 home
£800 per night
includes taxes & fees
Beautiful 4 bedroom house with tranquil gardens close to bay beaches.
Night time at the pool
Dining
Main living room and dining room
Interior
Exceptional
(29 reviews)

9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub

Sag Harbor

8% off
£9,397
for 7 nights, 1 home
£1,342 per night
includes taxes & fees
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
dining area, expandable table
seating area rear deck
primary bedroom #1main floor
view of pool
Exceptional
(15 reviews)

Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach

Water Mill

7% off
£13,200
for 7 nights, 1 home
£1,886 per night
includes taxes & fees
Sunsets Sweeping Farmland Views, Great Retreat Minutes from Flying Point Beach
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
£3,518
for 7 nights, 1 home
£503 per night
includes taxes & fees
Unique Southold waterfront luxury home with heated pool on Long Creek
Outdoor dining
Pool
Exterior
Dining Room with seating for Ten
Exceptional
(29 reviews)

Spacious New 4 Bedroom Home With Pool on 2 Acre Property

Peconic

8% off
£6,651
for 7 nights, 1 home
£950 per night
includes taxes & fees
Spacious New 4 Bedroom Home With Pool on 2 Acre Property
Bright living room with stylish, mid-century modern furnishings
Swim in the solar heated pool or basque in the sun...
Spacious, stylish, and bright dining room
Fireplace with expansive hearth
Exceptional
(10 reviews)

Chic Village Cape w/sparkling pool! Walk to boutiques & eateries, bike to ocean!

East Hampton

27% off
£3,877
for 7 nights, 1 home
£554 per night
includes taxes & fees
Chic Village Cape w/sparkling pool! Walk to boutiques & eateries, bike to ocean!
Interior
Terrace/patio
Interior
Private kitchen
Exceptional
(20 reviews)

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

Greenport

7% off
£3,775
for 7 nights, 1 home
£539 per night
includes taxes & fees
Entire, new, roomy, village beach house close to beach, park, and town center
Living room on main floor with mid-century modern sofa
Brightly lit dining room with 9' ceilings and view of heated swimming pool.
Sunlit living room w/ coffered ceilings, tv, fireplace, & French doors to pool
Second level sunny bedroom with queen bed and views of the pool.
Exceptional
(18 reviews)

Prime East Hampton Village Location. Heated Pool. Walk To All!

East Hampton

27% off
£4,619
for 7 nights, 1 home
£660 per night
includes taxes & fees
Prime East Hampton Village Location. Heated Pool. Walk To All!
Exterior
Wrap around deck
Second living room
Living room
Exceptional
(34 reviews)

Our Peaceful, Beach Escape From the City

Sag Harbor

8% off
£6,889
for 7 nights, 1 home
£984 per night
includes taxes & fees
Our Peaceful, Beach Escape From the City
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
£3,748
for 7 nights, 1 home
£535 per night
includes taxes & fees
Modern Home in East Hampton great for a summer or winter retreat.
Interior
Property grounds
Exterior
Property grounds
Exceptional
(91 reviews)

Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

Greenport

8% off
£2,676
for 7 nights, 1 apartment
£382 per night
includes taxes & fees
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Exterior
Interior
Living area
Exterior
Exceptional
(11 reviews)

Lovely Private Estate In East Hampton

East Hampton

7% off
£3,943
for 7 nights, 1 home
£563 per night
includes taxes & fees
Lovely Private Estate In East Hampton
Deck
MINERAL SPRING POOL!
6 Lounge Chairs w/ umbrellas, Covered Cabana
Master Suite - King bed, gas fireplace, en suite lux bath, doors to terrace.
Dining Room - seats up to 10
Exceptional
(61 reviews)

POOL + Beach 1 mi. to Greenport Village! Ask about Winter DEALS for 3+ nights...

East Marion

40% off
£1,808
for 7 nights, 1 home
£258 per night
includes taxes & fees
POOL + Beach 1 mi. to Greenport Village! Ask about Winter DEALS for 3+ nights...
Room
Private kitchen
Terrace/patio
Living area
Exceptional
(10 reviews)

Springs Chic, Steps from private Gardiners Bay beach!

East Hampton

8% off
£4,477
for 7 nights, 1 home
£640 per night
includes taxes & fees
Springs Chic, Steps from private Gardiners Bay beach!
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    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:

  • LongHouse Reserve (2.2 mi / 3.6 km)
  • 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)

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:

  • LongHouse Reserve (2.2 mi / 3.6 km)
  • East Hampton Main Beach (4.8 mi / 7.8 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)
  • Mashomack Preserve (6 mi / 9.7 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.
How much does it cost to rent a holiday home in Northwest Harbor?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Northwest Harbor to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Northwest Harbor holiday house rentals?
You can find great discounts on house rentals in Northwest Harbor on Vrbo, 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 find long-stay holiday rentals in Northwest Harbor?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Northwest Harbor holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
How early should I book a Northwest Harbor holiday rental?
Book your Northwest Harbor holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Northwest Harbor home rental booking on Vrbo?
To find Northwest Harbor holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Northwest Harbor holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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