
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.

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.

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.

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.

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!

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.

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.

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|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.

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

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

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.

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
Other great holiday rentals in Northwest Harbor

Summer Serenity

East Hampton Rental w/ Pool, Moments to Amenities

Safari Tent Glamping,S9-CedarPt, East Hampton, NY

Idyllic Designer Sunny Cottage StepsToBeach 1.2 ac

Cute East Hampton Cottage w/ Patio - Walk to Beach

Sag Harbor Modern Comfort – Cozy & Sunlit Home

Peaceful Hamptons Contemporary Retreat

Sag Harbor Summer House
When is the best time to visit Northwest Harbor?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°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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- Rentals with an EV charger Northwest Harbor
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- Family-friendly rentals Northwest Harbor
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- Rentals with pools Northwest Harbor
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- Rentals with beach access Northwest Harbor
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Charlestown Beach
- Ocean Beach Park
- Southampton Beach
- Mystic Aquarium
- Mystic Seaport Museum
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- University of Rhode Island
- Sleeping Giant State Park
- Yale University Art Gallery
- Long Island Aquarium
- Wölffer Estate Vineyard
- Meschutt Beach
- Wesleyan University
- Orient Beach State Park
- Ocean Beach
- Blue Shutters Beach





