
House vacation rentals in Northwest Harbor
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Top-rated house rentals in Northwest Harbor
Guests agree: these houses are highly rated for location, cleanliness, and more.

Private beach, fully updated house, on 2 acres.
Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Silver House: 3BR Home with Private Beach Access
Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Amazing Home close to Everything -
Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property grouds are smoke-free.

Modern East Hampton Home w/ Heated Saltwater Pool
Peace and serenity in East Hampton and minutes from the Village. This exquisite modern home features high-end finishes such as Sub-Zero and Wolf appliances, quartzite waterfall kitchen island and counters, marble tiled bathrooms, designer mid-century decor and separately zoned air conditioning. The heated saltwater pool is surrounded by a bluestone patio, Ipe deck and huge yard. The house also features two wood-burning fireplaces in the living room and den and an outdoor fire-pit. RR# 24-656

Large heated pool, games room, near private beach
Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (opens 04/25 and closes mid-October (there's an additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool or take a 15 min walk to private bay beach to swim and paddle board. Or drive 15mins to the Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg RR-25-399 Local taxes included

East Hampton (walking distance to village)
Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

PICTURE PERFECT SOUTHAMPTON HOME-
Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Explore the Water & Woods at a Relaxing Retreat
Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

The Cooper-Burke House
Many Main Street restaurants such as the American Hotel, Lulu's, Page 63, Wolffer Kitchen, Sen, Sag Pizza and Goldberg's, etc are a few minutes away. On Main Street one finds the Sag Harbor Cinema, The Bay Street Theater, Schiavoni's Market and Yoga Shanti. The house is a 12-minute walk to Haven's Beach. 1-minute around the corner from the house is Cavaniola's Wine, Cheese and Kitchen shops as well as the Sag Harbor Beverage store.

Greenport Beach house Mini Resort Spa & Catering
Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).
Popular amenities for Northwest Harbor house rentals
House rentals with a pool

Summer retreat in East Hampton

Designer Home w/ Heated, Salt-Water Pool

Private & Pristine with Pool and Kid’s Playard

Breathtaking Sag Harbor 5 bed 6 bath-Heated Pool

Gorgeous home with saltwater pool. Steps to beach!

Perfect Beach Home in Sag Harbor

East Hampton Rental w/ Pool, Moments to Amenities

Elegant East End Fall Escape
Weekly house rentals

Close to Beach | With Pool | Hampton Bays

4 BR/3BA Quiet Pool Home

Waterfront NoFo Cottage w/ public beach access

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Charming Village Cottage

5BR/4BA: Sag Harbor, Pool, Fireplace, Near to town

Chic & Spacious Designer Home, Heated Pool/Spa

Sag Harbor Chic 4 Bedroom Saltwater Pool
Private house rentals

Waterfront shelter island gem

Classic Hamptons Cottage - Heart of Amagansett

Sunny Saltbox in Wainscott

4BR Heart of the Hamptons w/pool

Wainscott Vacation Home

Private Bridgehampton home with Pool

Captains Quarters | Off Season avail. ask for deal

Renovated Southampton Home+Pool
When is the best time to visit Northwest Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $835 CAD | $892 CAD | $1,041 CAD | $1,046 CAD | $1,241 CAD | $1,464 CAD | $1,772 CAD | $1,787 CAD | $1,274 CAD | $1,039 CAD | $945 CAD | $867 CAD |
| Avg. temp | -2 °C | -1 °C | 3 °C | 8 °C | 13 °C | 18 °C | 21 °C | 21 °C | 17 °C | 11 °C | 6 °C | 1 °C |
Quick stats about house rentals in Northwest Harbor

Total vacation rentals
Explore 530 vacation rentals in Northwest Harbor

Nightly prices starting at
Northwest Harbor vacation rentals start at $98 CAD per night before taxes and fees

Verified guest reviews
Over 8,510 verified reviews to help you choose

Family-friendly vacation rentals
480 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 220 rentals that welcome pets

Vacation rentals with a pool
440 properties feature pools

Rentals with dedicated workspaces
330 properties have a dedicated workspace

Wifi availability
520 of Northwest Harbor vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Northwest Harbor rentals

4.9 Average rating
Northwest Harbor stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with breakfast Northwest Harbor
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- Rentals with pools Northwest Harbor
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