Holiday houses in Northwest Harbor

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Top-rated holiday rentals in Northwest Harbor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A serene sunset is captured over the bay, with warm hues reflecting on the water's surface. Silhouettes of wooden posts emerge from the calm waves, creating a tranquil atmosphere. The horizon showcases a mix of colors as the day transitions to evening.
Home in Springs
4.95 out of 5 average rating, 257 reviews

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.

Guest favourite
A spacious living area features large windows that invite natural light and views of the greenery outside. A comfortable sectional sofa is positioned in front of a coffee table, surrounded by a mix of books and games. A dining area with a wooden table and chairs is visible in the background.
Home in East Hampton
5 out of 5 average rating, 18 reviews

Chic house NW Woods. Massive 50 ft heated pool.

Kick back and relax in this calm, stylish space. Just 10 minutes from beautiful sammy's beach,this home is perfectly situated for enjoying the Natural beauty of East Hampton. Grab the Provided beach chairs and towels for a relaxing day by the water. Guests consistently rave about the stunning 50-foot heated pool,beautifully landscaped grounds,and thoughtfully curated decor that creates that perfect East hampton getaway. 10 minutes to the Heart of Town. Fast Responsive Communication.

Top Guest favourite
Home in Springs
4.94 out of 5 average rating, 16 reviews

Sunlit cozy cottage by the bay.

Kick back and relax in this calm, stylish space.This serene and light-filled cottage in the heart of historic Springs has been thoughtfully restored using sustainable materials and modern amenities. Just a short walk from Maidstone Beach and beloved local spots like the Springs Tavern and the charming S and S Corner coffee shop, this peaceful retreat blends minimalist elegance with high-end comfort.The cottage is stocked with organic linens and luxurious down duvets for a restful nights.

Top Guest favourite
The exterior of the cottage is presented, showcasing a two-story wooden structure with dark wooden siding. Two windows are visible on the upper floor, framed by natural greenery. A small porch area, with stone accents, invites guests to step inside.
Guesthouse in East Hampton
5 out of 5 average rating, 19 reviews

Peaceful cottage

Take a break and unwind at this quiet, peaceful retreat! This 3 level cottage includes lower level garage parking for one car and laundry. The main level holds a full kitchen, spacious living room, and half bath. The second floor bedroom has an en-suite bathroom. Situated beside the main house, on 2.5 acres surrounded by forest, with easy access to trails. Close to ocean and bay beaches, midway between East Hampton and Sag Harbor. Perfect for a couple with an appreciation for nature!

Top Guest favourite
A bright living area features a spacious sectional sofa and an armchair, arranged around a rustic coffee table. Sunlight streams through multiple skylights and large windows, providing views of the lush greenery outside. A flat-screen TV is mounted above a brick fireplace.
Home in Springs
5 out of 5 average rating, 29 reviews

Enchanted Story Book Home

East Hampton Historical Springs. The Village of East Hampton is just bursting with natural beauty and historical charm. And guess what? We've got some world-class shopping and fine dining options that will blow your mind! This Home is an absolute a gem. . And get this - there's even a large outdoor shower with hot and cold water! Talk about luxury. And only blocks away from where Jackson Pollock created his phenomenal art. And, close to all bay beaches! And, the ideal Hosts.

Top Guest favourite
A cozy sleeping area is highlighted by a spacious bed with light blue bedding, positioned near a working fireplace. A television is placed on a wooden stand across from the bed. Soft lighting from bedside lamps creates a warm ambiance, complemented by a decorative artwork on the wall.
Guest suite in Sag Harbor
4.9 out of 5 average rating, 399 reviews

Artists Sag Harbor Village Retreat

This light and spacious Sag Harbor Village studio apartment is a 10 minute walk from historic Main St. 5 minutes to Village beach. French doors open onto outdoor sitting area. Fully self contained and private. Main Street is lively and all restaurants are open. Central heat with it’s own thermostat controls & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking in driveway close to entrance. Not suitable for infants or children.

Top Guest favourite
A comfortable living room area is presented, featuring a light-colored sectional sofa arranged around a wooden coffee table. Natural light enters through a large window, illuminating a piece of artwork on the wall and adding a cozy touch to the space.
Apartment in Sag Harbor
4.93 out of 5 average rating, 149 reviews

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR

Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .

Luxe
Villa in East Hampton
4.98 out of 5 average rating, 59 reviews

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

SERENITY AT SHOREWOOD Pool is Open April 1 - November 1. Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

Guest favourite
An in-ground salt-water pool is surrounded by natural stone, set amidst lush greenery. Sun loungers are positioned alongside the pool, and a shaded seating area is visible to the right. A wooden structure stands in the background, blending with the tranquil landscape.
Home in East Hampton
4.89 out of 5 average rating, 57 reviews

East Hampton Secluded Escape with Gunite Pool

Elegantly furnished 4 bedroom house on lushly landscaped grounds, fewer than 5 minutes from the heart of East Hampton Village. This home is ideal for outside living, featuring a gunite, in-ground salt-water pool and stone patio. The interior is bright and spacious, accented by minimalist yet warm furnishings. Common living areas include a large family room with TV, large dining room with gas fireplace, and a large eat in kitchen. Rental registry HMT23-10468

Top Guest favourite
Guest suite in East Hampton
4.97 out of 5 average rating, 176 reviews

Beachglass Barn en-suite retreat prvt pool 2 baths

Beautiful, bright, spacious King suite w fireplace, two en-suite bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book or movie. The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w/your choice of pillows. Complimentary coffee/tea/treats

Guest favourite
A spacious living area is highlighted by a stone fireplace, flanked by large windows that provide ample natural light. Wooden beams run across the ceiling, complementing the neutral-toned furnishings, including a cozy sofa. A dining table is visible in the background, surrounded by greenery.
Cottage in East Hampton
4.98 out of 5 average rating, 57 reviews

Chic cottage on lush, secluded acre by the beach.

Charming cottage with spacious lawn surrounded by lush vegetation and protected land. 5-minute walk to a secluded and serene Northwest Harbor beach. An approximately 10-minute drive from both East Hampton and Sag Harbor restaurants and stores. Chic and modern rooms with brand-new, high-end bathrooms. Perfect rental for those who want a mix of quiet time and quick access to everything else. Relax and unwind at this unique and tranquil getaway.

Top Guest favourite
A cozy living area is highlighted by a chandelier, providing soft illumination. Two stylish chairs flank a round table, while a decorative sculpture and a vintage fireplace enhance the space. Large windows allow natural light to fill the room, offering views of the surrounding greenery.
Home in Sag Harbor
4.89 out of 5 average rating, 111 reviews

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.

Popular amenities for Northwest Harbor holiday rentals

When is the best time to visit Northwest Harbor?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$993 AUD$1,000 AUD$1,000 AUD$964 AUD$1,110 AUD$1,428 AUD$1,654 AUD$1,614 AUD$1,188 AUD$857 AUD$998 AUD$1,008 AUD
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Northwest Harbor?

    Northwest Harbor has more than 500 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in villa rentals in Northwest Harbor?

    Experience the best of Northwest Harbor with our villa rentals, starting at about $260 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Northwest Harbor?

    Four-legged friends are welcome in Northwest Harbor. Choose from more than 260 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Northwest Harbor?

    Yes! Work meets play with ease at over 340 vacation rentals in Northwest Harbor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Northwest Harbor vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 440 vacation homes with pools in Northwest Harbor, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Northwest Harbor?

    Make yourself at home in Northwest Harbor by choosing from our most frequently booked neighborhoods. We have over 2,200 vacation rentals in Northwest Harbor, over 890 vacation rentals in Sag Harbor, and over 1,310 vacation rentals in East Hampton North.

  • Do apartment rentals in Northwest Harbor have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Northwest Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Northwest Harbor have a kitchen?

    Absolutely! We offer over 10 villa rentals with a kitchen in Northwest Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Northwest Harbor have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Northwest Harbor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Northwest Harbor have free parking?

    Absolutely! We offer over 470 house rentals with free parking in Northwest Harbor. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Northwest Harbor

  • Total holiday rentals

    Explore 560 holiday rentals in Northwest Harbor

  • Nightly prices starting at

    Northwest Harbor holiday rentals start at $114 AUD per night before taxes and fees

  • Verified guest reviews

    Over 11,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    500 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 260 rentals that welcome pets

  • Holiday rentals with a pool

    440 properties feature pools

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Wi-Fi availability

    540 of Northwest Harbor holiday rentals include Wi-Fi 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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