Holiday rentals 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, 251 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.

Top guest favourite
Home in Springs
4.91 out of 5 average rating, 123 reviews

Pool + Zen I 1 block to water, 8 mins. to Main St.

Escape to your serene, chic Hamptons oasis! Located just 1 block to the best waterfront dining + 8 mins. to Main St. shopping! Enjoy your gorgeous outdoor and indoor space - swim all day in your pool, spark up the BBQ + fireplace under the starry sky. Cook up a meal in your Chef's kitchen and eat outside on the porch. Curl up to your 80' streaming TV. Stroll just 1 block to the best waterfront restaurants for dinner, cocktails + coffee on the water. Drive 8 minutes to Main Street for shopping!

Guest favourite
A cozy bedroom features a queen bed with a light blue quilt and a green loveseat nearby. Natural light enters through sliding glass doors, revealing a serene outdoor space. A decorative plant and framed artwork add a touch of interest to the room.
Guest house in East Hampton
4.82 out of 5 average rating, 339 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
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 spacious living area is presented with a cozy blue sofa and an accent chair, complemented by a decorative rug. A dining table for four is positioned nearby, and a large TV center is visible. The room is well-lit with natural light streaming through skylights.
Guest suite in East Hampton
4.98 out of 5 average rating, 146 reviews

Hamptons Dream Suite

Hampton's Dream Suite- Is a guest suite in East Hampton, NY. From relaxing by the pool, to taking a day trip to Montauk, or visiting some of the best beaches in the Hamptons, the opportunities here are endless! It offers a bedroom with a Queen size Select Comfort bed, living room has two queen sofa beds and a full bathroom. It has a Kitchenette, Central AC/Heat with a 65" smart TV with surround sound and DVD, Blue ray and Xbox Games . There is also at TV and blue Ray player in the bedroom.

Top guest favourite
A well-maintained outdoor space features a large swimming pool surrounded by a wooden deck. Lounge chairs are placed around the pool, with red umbrellas providing shade. Adjacently, a patio area includes a dining table. Lush greenery frames the area, contributing to a serene ambiance.
Guest house in Springs
5 out of 5 average rating, 109 reviews

The Quail’s Nest

A beautifully landscaped tranquil oasis. Newly constructed private two bedroom, one bathroom guest extension to owner occupied house. Guests share large yard and pool with owner, and have private deck and seating area. Private entry and parking. Guest's may enjoy outdoor shower and BBQ. Please note there is no kitchen, however a small fridge, Keurig coffeemaker and microwave, plates/utensils are provided. Conveniently located to beaches, shopping and local restaurants in East Hampton.

Top guest favourite
A cozy living area is shown with two comfortable sofas and a coffee table. Natural light enters through two windows adorned with bamboo shades. A flat-screen television is mounted on the wall, and a decorative rug adds warmth to the wooden flooring.
Flat in Sag Harbor
4.99 out of 5 average rating, 212 reviews

Updated apartment in historic village home

Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

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, 392 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. Ideal for a fall or winter visit to explore the area during the quieter season. 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. Fully self contained and private.

Guest favourite
Flat in Sag Harbor
4.93 out of 5 average rating, 136 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

1 prvt pool 2 baths 3 miles to beaches 4 u 2 enjoy

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
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
The living area features two comfortable sofas, a wooden coffee table, and a dining table set for four. A window allows natural light to fill the space, while decor accents create a relaxed environment. Air conditioning unit is visible on the wall.
Cottage in East Hampton
4.98 out of 5 average rating, 364 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 holiday rentals

When is the best time to visit Northwest Harbor?

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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 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 apartment rentals in Northwest Harbor have free parking?

    Absolutely! We offer over 10 apartment 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 £59 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    540 of Northwest Harbor holiday 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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