Vacation rentals in Northwest Harbor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Northwest Harbor

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

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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

Top guest favourite
Home in Springs
4.91 out of 5 average rating, 128 reviews

Serenity + privacy; 1 block to waterfront dining

Enjoy the privacy and space of your own home! Located near all of the best Hampton's attractions. Enjoy your large home surrounded by nature and serenity. Swim in your pool, spark up the BBQ + firepit, enjoy al fresco dining under the stars. Stream on your 80' TV + cook in your large Chef's kitchen. Stroll just 1 block to the best waterfront dining + cafe for drinks/dinner/morning coffee on the sea. You will be 8 mins to Main St., 10 mins to beaches, close to museums, coffee + so much more!

Guest favourite
A classic two-story house with a wooden exterior is framed by neatly trimmed greenery. The front porch features a white gate, inviting guests. Views of the water and trees are visible in the background, suggesting a serene location.
Apartment in Sag Harbor
4.91 out of 5 average rating, 171 reviews

Whaling Captain Pierson's Apartment TOO

Whaling Captain Pierson's Apartment TOO is at a waterfront property. An apartment in one of the contributing homes which define Sag Harbor as a historic village. The house is a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only house and apartment offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets. (See my other listings of Whaling Captain Pierson's Apartment and Whaling Captain Pierson's Cottage)

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!)

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, 395 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 .

Luxe
Villa in East Hampton
4.98 out of 5 average rating, 58 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.

Top guest favourite
Guest suite in East Hampton
4.97 out of 5 average rating, 174 reviews

Super sweet king en-suite prvt access pool central

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.

Guest favourite
An inviting in-ground pool is surrounded by lush greenery and vibrant trees. Sunlight reflects off the clear blue water, enhancing the serene atmosphere. Outdoor seating can be seen nearby, providing a tranquil spot to relax amidst the natural setting.
Guest suite in Springs
4.9 out of 5 average rating, 252 reviews

Private Cozy Cottage with Pool / Private Beach

**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway

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).

Guest favourite
A charming lower-level apartment is nestled among trees, featuring a wooden deck that wraps around the structure. Large glass doors invite natural light, while the surrounding greenery enhances the tranquil setting, providing a private and peaceful atmosphere.
Cottage in Sag Harbor
4.83 out of 5 average rating, 78 reviews

Sag Harbor Retreat

Located in the peaceful Village of Sag Harbor, we are a 3 minute ride from Main Street where you can leisurely walk to various restaurants, shops, museums, galleries and marina. We are also located just 1.5 blocks from a private sandy beach.

Popular amenities for Northwest Harbor vacation rentals

When is the best time to visit Northwest Harbor?

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Avg. price$962 CAD$969 CAD$969 CAD$934 CAD$1,075 CAD$1,384 CAD$1,603 CAD$1,564 CAD$1,152 CAD$830 CAD$968 CAD$977 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 tent rentals in Northwest Harbor?

    Experience the best of Northwest Harbor with our tent rentals, starting at about $220 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 house rentals in Northwest Harbor have air conditioning?

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

  • Do house rentals in Northwest Harbor have a kitchen?

    Absolutely! We offer over 460 house 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 villa rentals in Northwest Harbor have free parking?

    Absolutely! We offer over 10 villa 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 $111 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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