Vacation rentals in Northwest Harbor

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Top-rated vacation 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, 254 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 charming guesthouse is situated near a tranquil pool. The exterior displays natural wood shingles, with large glass doors inviting light inside. Two blue lounge chairs are positioned by the pool, surrounded by lush greenery and a bamboo forest, creating a serene atmosphere.
Guesthouse in East Hampton
4.82 out of 5 average rating, 340 reviews

Detached bungalow w/ private bath

Cozy, simple living, in separate guest house w/ use of amenities (shared with our family of 4) including sauna & hot tub. The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 2 guests. 2 Adult guests ONLY, no children due to size of guesthouse and proximity to the pool. Please NO pets allowed since owners have pets

Guest favourite
Home in Hampton Bays
4.86 out of 5 average rating, 145 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Top guest favourite
A crystal-clear swimming pool is surrounded by a landscaped garden featuring lush greenery and blooming flowers. Natural stone patio borders the pool, offering space for lounging and relaxation in a private setting nestled among trees.
Home in East Hampton
4.98 out of 5 average rating, 137 reviews

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. (No AI used in these photos!)

Guest favourite
A private outdoor area features a hot tub on a wooden deck, complemented by a modern seating arrangement. The space is enclosed by a wooden fence and has a well-maintained landscape with shrubbery. Natural light illuminates the setting beneath a clear blue sky.
Home in East Hampton
4.97 out of 5 average rating, 161 reviews

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.

Top guest favourite
Guesthouse in East Hampton
5 out of 5 average rating, 18 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
An inviting outdoor sitting area features wooden chairs positioned near French doors. The space is surrounded by lush greenery, and a stone pathway leads to the entrance of the studio apartment. Flowering vines and potted plants add a touch of nature.
Guest suite in Sag Harbor
4.9 out of 5 average rating, 396 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
Apartment in Sag Harbor
4.94 out of 5 average rating, 142 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 .

Top guest favourite
Guest suite in East Hampton
4.97 out of 5 average rating, 174 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
An airy living room features a modern design with a fireplace framed by light-colored walls. A circular coffee table is centered among a comfortable sofa and two armchairs. Natural light enters through multiple windows, highlighting the inviting atmosphere of the space.
Home in Sag Harbor
4.95 out of 5 average rating, 110 reviews

Sag village, 4 en-suite BRs, hot tub, beach 5 mins

The spacious house with 4 large bedrooms (all with an en-suite bathroom) is only minutes from the Sag Harbor Village center. The private bayside beach is warmer and safer to swim (especially for kids) than the Atlantic coast. The house could also be a great base for a weekend trip with the Woelffer and Channing Daughters wineries only a short drive away.

Top guest favourite
Cottage in East Hampton
4.98 out of 5 average rating, 371 reviews

Carriage House - Cottage in East Hampton Village

Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

Popular amenities for Northwest Harbor vacation rentals

When is the best time to visit Northwest Harbor?

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Avg. price$969 CAD$976 CAD$976 CAD$941 CAD$1,083 CAD$1,394 CAD$1,614 CAD$1,575 CAD$1,160 CAD$836 CAD$974 CAD$984 CAD
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 house rentals in Northwest Harbor have wifi?

    Absolutely! We offer over 480 house 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 vacation rentals in Northwest Harbor

  • Total vacation rentals

    Explore 560 vacation rentals in Northwest Harbor

  • Nightly prices starting at

    Northwest Harbor vacation rentals start at $112 CAD per night before taxes and fees

  • Verified guest reviews

    Over 11,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    500 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 260 rentals that welcome pets

  • Vacation rentals with a pool

    440 properties feature pools

  • Rentals with dedicated workspaces

    340 properties have a dedicated workspace

  • Wifi availability

    540 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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