Vacation rentals in Northwest Harbor

Place to stay in East Hampton North

5 out of 5 average rating, 9 reviews

Studio Private Small Close to Town No Car Needed

BOOKING means you Agree & will Follow Description & Cancellation Policy. Questions: Use “MESSAGE HOST” feature prior to booking Couch PULLS OUT TO BED. Dog Friendly. Pet $Fee. No Cats (Asthma&Allergies) WiFi Smart TV TV Apps renter responsibility AC/Heat. Desk Keurig coffee maker Breville Counter Toaster Oven or Microwave (Guest choice) Sm Refrig. Trash pickup Laundry: $25 per week Hot Plates NOT Allowed. Dog welcomed Dog waste must be picked up. Leaving Dog alone forfiets stay

A modern deck features contemporary outdoor seating with a side table, positioned beside a heated pool. Sunlight illuminates the surrounding area, showcasing lush greenery and the pool's calm water. An umbrella is stationed nearby for shade, enhancing the outdoor living space.

4.96 out of 5 average rating, 25 reviews

Fully renovated dream summer house in the Hamptons

This stunning fully renovated and modern appointed summer house is located in a peaceful cul-de-sac on a one acre lot. Ideally located between Sag and E. Hampton, it is only 10 minutes from the Ocean or the Bay. Designed for indoor/outdoor living, you will enjoy its high-end appliances, oversized heated pool and fully equipped deck. The beautiful landscaped garden is completely fenced, private and lit to enjoy late outdoor diners. Your ideal summer oasis to lounge, entertain or rest.

Superhost

The kitchenette features a small refrigerator, microwave, countertop oven, and a Keurig coffee maker. A rack displays various coffee pods, and a paper towel holder is positioned nearby. Light-colored cabinetry provides ample storage space above the countertop.

Guesthouse in East Hampton

4.82 out of 5 average rating, 319 reviews

Detached bungalow w/ private bath

Cozy, simple living, in separate guest house with use of amenities (shared with our family of 4). The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, micrwave, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 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.

A bright staircase with wooden steps leads upward, flanked by white railing. The walls feature light paint and a few framed artworks, while natural light enhances the inviting atmosphere. Visible in the distance is an open area, suggesting a spacious layout.

4.9 out of 5 average rating, 20 reviews

4 BR/3BA Quiet Pool Home

We welcome you to our family home, up to 5 guests, pets are welcome with additional pet fee. Nice new pool and surrounding deck with outdoor sitting area, chairs, umbrella, and charcoal grill. 1 gbps internet for movies streaming on disney plus, prime video, or for your work. 5-8 minutes to town and the beaches. Plenty of nice restaurants and great local shopping. We don't allow other guests on property that is not mentioned in advance. No gatherings and no parties. Thank You.

Superhost

A gated entrance is framed by lush greenery and neatly manicured hedges, leading to a gravel pathway. The serene outdoor space features natural earth tones and is surrounded by tall trees, creating a sense of privacy and tranquility.

Apartment in East Hampton

5 out of 5 average rating, 4 reviews

The Hideaway | Clearwater Beach

Your private retreat in the heart of Clearwater Beach, East Hampton! Escape to this serene, design-forward suite nestled in one of the most peaceful corners of the Hamptons. Just minutes from the bay, this luxury hideaway offers the perfect balance of comfort, style and convenience. The space features a plush king bed and all the amenities you need for a relaxing stay. Sip your morning coffee in your private outdoor space before heading off for a swim at Clearwater Beach.

Guest suite in East Hampton

A clear, inviting pool is framed by a spacious patio area. Four blue lounge chairs with vibrant green and white cushions are positioned alongside the pool, providing a relaxing space to enjoy the outdoors. Lush greenery and colorful flower pots enhance the surrounding ambiance.

4.96 out of 5 average rating, 165 reviews

Private king suite 2 bths Private access and pool!

Beautiful, bright, spacious King suite w fireplace, two 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/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/snacks and breakfast treats provided.

5 out of 5 average rating, 13 reviews

An outdoor patio area features a wooden dining table surrounded by six white chairs, ideal for al fresco meals. A charcoal grill is situated nearby, along with lounge chairs, all framed by well-maintained greenery and expansive views of Gardiner's Bay under a clear blue sky.

Home in North Fork

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

★ "Beautiful hidden home on the water… enjoy the North Fork summer in style." Private beachfront property with 2 homes & views of Gardiner’s bay. ☞ Bikes + kayaks + paddle boards ☞ Wrap around balcony w/ seating ☞ Fully equipped + stocked kitchen ☞ Deck w/ lounging + water views ☞ Dedicated workspace + printer ☞ Master w/ king + bathroom ☞ 55” Smart TV + Xbox ☞ Indoor gas fireplace 6 mins → DT Greenport (cafes, dining, shopping) 13 mins → Orient Beach State Park ⛱

Guest suite in Sag Harbor

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.

4.9 out of 5 average rating, 356 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 & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking. Fully self contained and private.

4.98 out of 5 average rating, 44 reviews

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

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.

4.97 out of 5 average rating, 30 reviews

A spacious deck is illuminated by soft cafe lights, featuring a large striped umbrella over a dining table and seating area. Comfortable outdoor furniture creates a welcoming space for relaxation, while the surrounding greenery enhances the natural setting at sunset.

Villa in East Hampton

SERENITY AT SHOREWOOD 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.

A stone pathway leads to a charming, blue-shingled cottage with a small set of wooden steps. Lush greenery frames the entrance, featuring bright yellow foliage and flowering plants. Outdoor seating is visible on the porch, inviting relaxation amidst the serene surroundings.

4.96 out of 5 average rating, 26 reviews

East Hampton Cottage Oasis

Relax and unwind at our beautiful, private and serene East Hampton Cottage. Our private cottage includes a beautiful backyard and front yard sitting area, light drenched bedroom, and fully equipped kitchen. We are located in East Hampton springs, where you can enjoy the quietness of the Hamptons, but are also close to all landmarks and dining. Everything you need for a short stay, or even an extended comfortable stay!

4.95 out of 5 average rating, 99 reviews

The exterior of the recently renovated house is showcased, featuring a wraparound porch supported by columns. Lush green grass surrounds the property, complemented by manicured shrubs. Multiple french doors are visible, providing access to the interiors, while large trees add to the natural setting.

Home in Sag Harbor

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

The newly renovated house with 4 spacious 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.

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Popular amenities for Northwest Harbor vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Northwest Harbor

5 out of 5 average rating, 45 reviews

A welcoming entrance features a partially open front door adorned with a floral arrangement. A small dog sits on a soft mat, looking towards the outside. Light enters through the glass door, illuminating the wooden floor and inviting atmosphere.

Home in Noyack

Sag Harbor Chic Pool Grill Gym Outdoor Shower Dog

ArianaRating, 5 stars3 days ago

Aniik was delightful, generous, and a matchless host. We planned a mommy-daughter trip to the Hamptons and when an additional two guests were able to come, Aniik was flexible and accommodating. We spoke on the phone and I knew instantly that Aniik is a gem of a person. Her space is beautifully appointed, clean, and spacious. The outdoor space with a salt water pool, umbrellas, and beach chairs made for hours of fun for the three young ladies with us. The house is walkable to a farmstead with wonderful produce, about a 5-10 minute drive to downtown Sag Harbor (charming town with excellent dining and retail), and a short distance driving to Cooper’s Beach in Southampton where we spent an afternoon. Aniik’s instructions were clear and she made her home and amenities accessible to us. Thanks, again, for a beautiful memory filled stay.

A modern kitchen features a spacious island with four bar stools positioned in front. Stainless steel appliances complement white cabinetry, while a patterned backsplash adds visual interest. Natural light enters through sliding glass doors, enhancing the airy atmosphere of the open layout.

5 out of 5 average rating, 24 reviews

Walk to village and hidden from the hustle EH home

Sneha SusanRating, 5 stars14 months ago

Victors place was warm and cozy - the perfect retreat from the hustle and bustle of everyday life. It was private and made us feel right at home. Victors house is well stocked with all the required supplies. They have the Monopoly - Hampton edition which made it fun while driving around the Hamptons.

Private room in Sag Harbor

A charming dome home is surrounded by greenery, featuring a wooden front deck adorned with potted plants. Steps lead from the deck to a stone path lined with vibrant flowers, welcoming guests to a peaceful outdoor space.

4.96 out of 5 average rating, 217 reviews

Sag Harbor Home, Perfect for the Solo Traveler

RohanRating, 5 stars4 days ago

I genuinely cannot speak highly enough of Barbara and her home. She met me at the door for check in, personally took me around the space to show me all the amenities and has many fun books and magazines to read through. Her house is beautiful and tucked away in the woods, so it feels private and has great views, but is also a less than 5 minute drive from downtown Sag Harbor. Barbara was so welcoming and we had some great conversations. It feels like a more personalized, local version of the Hamptons and it was great! And finally, she made an incredible breakfast every morning of fresh fruit, yoghurt and homemade zucchini bread, which was all excellent! Do yourself a favor and stay with Barbara because I will be doing so if possible again!

4.95 out of 5 average rating, 64 reviews

Apartment in Sagaponack

Hamptons Elegant and Comfortable Apartment

JdRating, 5 stars4 days ago

Can't say more about the how perfect Cinthya and Holger's place is. So incredibly comfortable, felt like we were at home. The space is laid out, really feels very large. Check in was smooth and easy! Looking forward to our next stay

5 out of 5 average rating, 3 reviews

Harbor Cottage

KeithRating, 5 stars10 months ago

Lovely place in a lovely area, and a wonderful host to boot.

5 out of 5 average rating, 22 reviews

The entryway features a white door framed by soft, golden light. Two black chairs are positioned on a covered porch, accompanied by potted plants. A large, wooden planter contains vibrant greenery, enhancing the welcoming atmosphere of the home.

Apartment in Sag Harbor

Cozy Get Away Sag Harbor Village Studio

DouglasRating, 5 stars4 days ago

Despite the elevated prices in Sag Harbor this weekend, likely due to the long Juneteenth holiday, the rate, while high, was well worth it compared to other available options. The property offered a perfect balance of peaceful and private, yet still conveniently close to the heart of town. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing escape that’s still within easy reach of the action.

Private room in Shelter Island

A shaded seating area is presented with a comfortable couch featuring striped pillows. A patio is visible in the background, furnished with dining chairs and a table, surrounded by potted plants and flowers. Sunlight filters through the wooden structure.

4.97 out of 5 average rating, 130 reviews

Sunny Country cottage with pool

AllisonRating, 5 stars8 months ago

Such a lovely place to stay.

A landscaped outdoor area features a gravel surface with two lounge chairs positioned near an outdoor fire pit. Two freestanding umbrellas offer shade, and the surroundings include vibrant greenery and flowering plants. The cottage's exterior is visible, showcasing large black windows.