
Vacation rentals in Wainscott
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Top-rated vacation rentals in Wainscott
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

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.

Chic East Hampton 7 Bedroom, 7 Bath, heated Pool
Elegantly designed 7 Bedroom / 7 Bath home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches and the vibrant Easthampton Village. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Kindly familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property are smoke-free.

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.

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.

Serene 3 Bed 2.5 Bath House w/Heated Pool
Situated off a quiet lane on a half-acre, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 3 wonderful bedrooms 2 modern bathroom and a heated saltwater pool ( See Pool heat and Pool Closure Details ) with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Sunny Southampton Studio
Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive

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).

Designer East Hampton Farmhouse -Cozy Fall Getaway
Tucked away on a private lot, just minutes from East Hampton Village, Amagansett Village, and Ocean Beaches this 3-bedroom, 2.5-bath cottage features a heated saltwater pool & Mahogany outdoor shower, outdoor lounge area, and charming children’s playhouse - creating the perfect setting for relaxing days spent at home.

4 BD w/ Heated Pool in E Hampton, Fully Furnished
Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.

Sunny 1 bedroom Guest Suite w/private entrance
Beautiful apartment with a private entrance, bath and kitchen. Walk to nearby beaches & drive to private marina with grills and picnic tables and enjoy the most spectacular sunsets. Embrace the coastal lifestyle and indulge in the ultimate relaxation in this beautiful and sunny appartment.

1800 Historical EH Home, 1 Mile to Town!
This East Hampton cottage is conveniently located only 1 mile to Main Street, .5 miles to grocery shopping and restaurants and 2 miles to Main Beach. This 1800's farm house is possibly one of the most charming homes in all of East Hampton.
Popular amenities for Wainscott vacation rentals
Other great vacation rentals in Wainscott

East Hampton sanctuary

Storybook Cottage Seconds to East Hampton Village

Peaceful cottage

East Hampton Secluded Escape with Gunite Pool

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Cute cottage apartment upstairs in Sag

Hamptons Hideaway

Southampton Apartment with Private Entrance
When is the best time to visit Wainscott?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 518 | € 589 | € 605 | € 605 | € 743 | € 911 | € 1,179 | € 1,211 | € 808 | € 575 | € 533 | € 538 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°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 vacation rentals in Wainscott

Total vacation rentals
Explore 380 vacation rentals in Wainscott

Nightly prices starting at
Wainscott vacation rentals start at € 86 per night before taxes and fees

Verified guest reviews
Over 5,940 verified reviews to help you choose

Family-friendly vacation rentals
340 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
320 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
370 of Wainscott vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wainscott rentals

4.9 Average rating
Wainscott stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with outdoor seating Wainscott
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- Rentals with a fireplace Wainscott
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- Rentals with pools Wainscott
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