Holiday houses in Wainscott

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Wainscott

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
A US Open-sized tennis court is presented in a vibrant blue hue, surrounded by lush greenery. The court features clear boundary lines and a net in the middle, inviting recreational play in a private outdoor setting.
Home in The Hamptons
4.92 out of 5 average rating, 12 reviews

Hampton Oasis with private Tennis, Pool, Theater

Private 4800sqf Oasis located between village of East Hampton and Sag Harbor is the perfect summer getaway with US open sized and color Tennis Court, over sized heated Pool, Brand New pool deck! Expansive great room filled with natural sun light , kitchen and dinning with open floor plan perfect for entertaining. The main floor master bedroom with private deck,walk-in closet, double sinks , a soaking tub. There are 4 additional ensuite guest king size bedrooms, HomeTheater,office space,wet bar!

Guest favourite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in The Hamptons
4.95 out of 5 average rating, 474 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Guest favourite
An open-concept living space features a dining area with a rectangular wooden table adorned with a decorative bowl. A spacious couch is positioned near a fireplace, with large windows allowing ample natural light. A stylish chandelier hangs above, complementing the high, pitched ceiling.
Villa in The Hamptons
4.99 out of 5 average rating, 110 reviews

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Top Guest favourite
A cozy living area is shown with two comfortable sofas and a coffee table. Natural light enters through two windows adorned with bamboo shades. A flat-screen television is mounted on the wall, and a decorative rug adds warmth to the wooden flooring.
Apartment in The Hamptons
4.98 out of 5 average rating, 197 reviews

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!

Guest favourite
The airy living space features white shiplap walls and a high ceiling, accented by natural light from multiple windows. A gray sofa is paired with a glass coffee table, while a decorative fireplace adds charm. A ceiling fan provides airflow, enhancing the inviting atmosphere.
Home in The Hamptons
4.9 out of 5 average rating, 286 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Guest favourite
The sleeping area features a plush bed with white bedding and two neatly arranged pillows. Warm light from the wall-mounted lamps illuminates the space, while green foliage is visible through the large windows on either side, creating a soothing atmosphere.
Apartment in The Hamptons
4.97 out of 5 average rating, 38 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.

Superhost
A modern black-clad home is visible with large windows reflecting soft light. Lounge chairs line the pool area, accompanied by umbrellas providing shade. A playful inflatable is positioned in the sparkling aqua pool, framed by lush greenery creating a serene outdoor environment.
Cottage in The Hamptons
4.76 out of 5 average rating, 106 reviews

Spacious East Hampton Getaway with Pool

This bright and comfortable 3 bedroom, 2 bath Scandinavian home awaits! Located just a 5 minute drive Sag Harbor and 10 minutes to the heart of East Hampton to enjoy beaches, shopping, restaurants and bars. The light hardwood floors create a crisp feel that you have to witness. The first floor's two guest beds open out to a lovely eat-in kitchen with dining and living rooms featuring a wood-burning fireplace and pool to check every box for year-round fun.

Top Guest favourite
A cozy sleeping area is highlighted by a spacious bed with light blue bedding, positioned near a working fireplace. A television is placed on a wooden stand across from the bed. Soft lighting from bedside lamps creates a warm ambiance, complemented by a decorative artwork on the wall.
Guest suite in The Hamptons
4.9 out of 5 average rating, 379 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.

Top Guest favourite
Guest suite in The Hamptons
4.97 out of 5 average rating, 173 reviews

Central cozy retreat king bed 2bths fireplace

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/treats

Top Guest favourite
A spacious dining area features a large wooden table surrounded by white chairs. Natural light streams through multiple windows, highlighting the warm tones of the decor. Stylish woven pendant lights hang from the ceiling, creating an inviting atmosphere for gatherings.
Home in The Hamptons
4.94 out of 5 average rating, 18 reviews

Tasteful Hampton 4 Bedroom w Heated Pool EH / Sag

Nestled on a serene half acre, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 4 delightful bedrooms, 3.5 sleek bathrooms, and a pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

Guest favourite
A charming house is presented, featuring a blend of shingled and brick exterior. The porch is outlined by neatly trimmed hedges, and a gravel pathway leads to the entrance. Lush greenery surrounds the home, accentuating its inviting curb appeal.
Home in The Hamptons
4.94 out of 5 average rating, 32 reviews

East hampton 3 bedroom home w/ pool great location

Welcome to your hamptons summer home! Amazing location 5 minutes from both Sag Harbor and East Hampton towns and 10 minutes to Bridge Hampton. Beautifully landscaped backyard with heated pool and bbq. The primary bedroom includes a king bed, the 2 secondary bedrooms have queen beds. Open floor plan with kitchen and dining room flowing to the backyard is perfect for indoor/outdoor lunch and dinners. 2 full bathrooms and central air.

Top Guest favourite
The living area features two comfortable sofas, a wooden coffee table, and a dining table set for four. A window allows natural light to fill the space, while decor accents create a relaxed environment. Air conditioning unit is visible on the wall.
Cottage in The Hamptons
4.97 out of 5 average rating, 353 reviews

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).

Popular amenities for Wainscott holiday rentals

When is the best time to visit Wainscott?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$917 AUD$1,042 AUD$1,071 AUD$1,071 AUD$1,315 AUD$1,613 AUD$2,088 AUD$2,144 AUD$1,431 AUD$1,018 AUD$943 AUD$952 AUD
Avg. temp0°C1°C4°C10°C15°C21°C24°C23°C19°C13°C8°C3°C

Frequently Asked Questions

  • Are there Wainscott vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 320 vacation homes with pools in Wainscott, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there pet-friendly vacation rentals in Wainscott?

    Four-legged friends are welcome in Wainscott. Choose from more than 170 vacation rentals for guests traveling with pets.

  • Do house rentals in Wainscott have air conditioning?

    Absolutely! We offer over 340 house rentals with air conditioning in Wainscott. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Wainscott?

    Yes! Work meets play with ease at over 230 vacation rentals in Wainscott featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Wainscott have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Wainscott. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wainscott have a kitchen?

    Absolutely! We offer over 320 house rentals with a kitchen in Wainscott. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Wainscott?

    Make yourself at home in Wainscott by choosing from our most frequently booked neighborhoods. We have over 850 vacation rentals in Sagaponack, and over 2,220 vacation rentals in Wainscott.

  • What are the most popular amenities for House Rentals in Wainscott?

    Enhance your stay in our House Rentals with the most popular amenities: over 320 homes with a kitchen, over 340 homes with air conditioning, over 340 homes with wifi, over 330 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in apartment rentals in Wainscott?

    Experience the best of Wainscott with our apartment rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Wainscott?

    Wainscott has more than 340 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Wainscott

  • Total holiday rentals

    Explore 380 holiday rentals in Wainscott

  • Nightly prices starting at

    Wainscott holiday rentals start at $153 AUD per night before taxes and fees

  • Verified guest reviews

    Over 5,940 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    320 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    370 of Wainscott holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Wainscott rentals

  • 4.9 Average rating

    Wainscott stays are highly rated by guests—averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Wainscott