Holiday 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

4.98 out of 5 average rating, 178 reviews

Flat in Sag Harbor

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!

Superhost

Guest house 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.

Guest suite in East Hampton

4.96 out of 5 average rating, 165 reviews

Get away from the world, yet 5 mins to town/beach!

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.

Superhost

4.82 out of 5 average rating, 51 reviews

Hamptons Perfection: Pool, Sauna and Location

Situated on a half-acre of land, this classic offers the ideal Hamptons getaway. Located between the picturesque village of Sag Harbor and EH. 10 minute drive to Wolffer & ocean beaches. 3 bedrooms, 3 bathrooms and heated pool | sauna, & EV Charger offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – Please note there is a basement apt w a seperate entrance w the owner living in that dwelling.

4.94 out of 5 average rating, 187 reviews

Home in North Fork

Harbor Heights

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

5 out of 5 average rating, 13 reviews

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

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

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, 29 reviews

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.

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!

5 out of 5 average rating, 14 reviews

Flat in Sag Harbor

Spacious Apt. Walk to Beach!

This light-filled, airy apartment with a private entrance and reserved parking spot for one (more space if requested), is perfect for a couple or solo traveler. Just a 5-minute walk from the private beach where you can swim, paddleboard, kayak, etc., this is your perfect getaway! Main Street is accessible by foot in about a 25 pleasant minutes either by a walk on the beach or drive/bike down the road. See you soon :)

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Other great holiday rentals in Northwest Harbor

Private room in Sag Harbor

4.96 out of 5 average rating, 217 reviews

Sag Harbor Home, Perfect for the Solo Traveler

RohanRating, 5 stars1 day 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

Flat in Sagaponack

Hamptons Elegant and Comfortable Apartment

JdRating, 5 stars1 day 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

4.82 out of 5 average rating, 28 reviews

Historic East Hampton Home - Private Beach Access

KyleRating, 5 stars1 month ago

Elizabeth was a wonderful host - we traveled with a toddler and an infant and Elizabeth could not have been more accommodating. She was so responsive and friendly before and during the entire trip. The house and property are absolutely beautiful— you can’t beat being able to walk right down to the beach. Highly recommend!

4.97 out of 5 average rating, 72 reviews

Cedar Cottage

FrankRating, 5 stars10 months ago

Wonderful! We were looking for an end of summer getaway to relax and de-stress; the Cedar Cottage of East Hampton was a perfect fit. Very comfortable, well equipped kitchen, fun outdoor deck, great beach, easy access to Sag Harbor or East Hampton. Thanks for all!

Private room in Shelter Island

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.

4.81 out of 5 average rating, 16 reviews

Luxurious East Hampton Retreat

JeromeRating, 5 stars10 months ago

We had a great week in this beautiful home. It was spacious, clean and private which was exactly what we were looking for. It has a really nice pool too that gave us a much needed break from the sun on the beach. We will try to book this house again next year and highly reccomend it to others as well.