Holiday houses in Wainscott

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, 179 reviews

Apartment 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!

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

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.

4.97 out of 5 average rating, 32 reviews

Cottage in Southampton

Newly Renovated Towd Point Beach Treasure

This stylish modern chic beach home is situated by the waters edge and one of the most idyllic beaches in the Hamptons. Make this home your summer escape and enjoy the cozy interior with brand new furniture throughout, hand selected by a renowned Hamptons interior designer. Outside, relax in the gunite pool or take the scenic walk to the shore. Along Towd Point, you'll find gorgeous beach homes, friendly neighbors, summer vibes and sunsets that will create lifelong memories!

4.95 out of 5 average rating, 80 reviews

Cottage in Sag Harbor

Steps to the Beach - Designer Cove House Cottage

All new modern interior and exterior furnishings by luxury interior designer. Enjoy fabulous water views on the expansive mahogany deck from this sweet beach cottage that was completely renovated and is a short walk to beautiful Long Beach and just a couple of miles to Sag Harbor's Main St. The home features an open floor plan, cozy gas fireplace, an updated kitchen with stainless appliances and Viking range. Three bedrooms (one with a private office) and an outdoor shower.

Guest suite in East Hampton

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

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.

4.96 out of 5 average rating, 171 reviews

Home in Southampton

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

4.97 out of 5 average rating, 30 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.

4.98 out of 5 average rating, 326 reviews

Cottage in East Hampton

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).

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Other great holiday rentals in Wainscott

Private room in Sag Harbor

4.96 out of 5 average rating, 217 reviews

Sag Harbor Home, Perfect for the Solo Traveler

RohanRating, 5 stars3 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!

4.92 out of 5 average rating, 37 reviews

¤¤¤ Wonderful retreat on 4 acres with pool ¤¤¤

NasirRating, 5 stars2 weeks ago

My friends and I had an amazing time at Dmitri's place and were very sad to leave because of how beautiful it was. Of course we wish we stayed longer and next time we will !!

4.75 out of 5 average rating, 20 reviews

4BR Heart of the Hamptons w/pool

SeanRating, 5 stars1 week ago

Alec’s home in East Hampton was perfect for our group and everything was top notch at the home. Easy accessibility to all of the best areas and a perfect home to come back to spend quality time with our friends. Would definitely stay here again

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!

4.9 out of 5 average rating, 21 reviews

East Hampton Secluded Escape with Gunite Pool

MartaRating, 5 stars3 weeks ago

The place was clean, spacious and cozy. Allen was quick to respond to our messages and concerns. Thank you for being a great host.

5 out of 5 average rating, 4 reviews

4BR/4BA: private pool, outdoor dining, private

CaitlinRating, 5 stars10 months ago

This house was so nice and so well decorated, my friends and I absolutely loved it during our stay! Working with Stay Marquis was seamless and they even helped us hire a private chef at the house for one of our dinners. The location was perfect, super quiet and private. I would love to stay here again!