
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.

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

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!

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)

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!)

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.

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

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.

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

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).

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
Other great vacation rentals in Northwest Harbor
Relax into Coastal Life at a Sun-Drenched Sag Harbor Home

Enchanted Story Book Home

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

Sunny, walk to beach, large pool

Sunny and Secluded Modernist Gem with Heated Pool

Private Escape In East Hampton

Spacious East Hampton Getaway with Pool

Peaceful Hamptons Contemporary Retreat
When is the best time to visit Northwest Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 °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 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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- Rentals with a fireplace Northwest Harbor
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- Beach
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- Ocean Beach Park
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- Mystic Seaport Museum
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- Powder Ridge Mountain Park & Resort
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