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

East Hampton (walking distance to village)
Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

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 with it’s own thermostat controls & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking. Fully self contained and private.

Sunny & Serene Private Cottage near Downtown EH
Our lovely one-bedroom cottage sits on a quiet lane 3/4 of a mile from downtown East Hampton. The cottage is light and bright, with whitewashed walls, vaulted ceilings and skylights, lots of windows and beautiful minimalist décor. It's an incredibly peaceful place to wake up in the morning, with a gorgeous green yard right outside the many bedroom windows. Every bay and ocean beach around East Hampton is 5-10 minutes away and Nick and Toni's is less than a 10 minute walk.

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .

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.

Charming Bungalow on the Bay
This newly remodeled 1960’s bungalow is the perfect getaway for couples and families alike. Located right on Gardiner’s Bay, there’s a gorgeous view of the water from the large windows and front porch. From the front steps you can follow the 300 yard path to your own private beach where you can wade, swim, snorkel, paddleboard, or just enjoy the amazing view and salt air. (East Hampton Rental Registry Certificate Number: 24-234)

Private Cozy Cottage with Pool / Private Beach
**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway

Recharge at our Renovated ocean front unit
Looking for a relaxing weekend to recharge on the beach? Then this newly renovated, bohemian-chic, apartment is perfect for you. Imagine waking up every morning to beautiful unobstructed ocean views and ending your night with a drink in hand watching the sunset. If you’re lucky, you might see some whales or dolphins breaching in the water right off our private beach. We would love to host you for your Montauk beach getaway.

Walk to Vineyards, Beaches, Farms & Town
Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

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).

Renovated Guest Cottage close to E.Hampton Village
This modern beach guesthouse has white washed wood floors, all new stainless steel appliances , central air, and very conveniently located . We are a short walk to East Hampton Village and 1.9 miles to the nearest beach.There is a private back patio with a cedar outdoor shower and sitting area in a serene setting .

Ritz-East Hampton Cottage- 5 stars
Separate 2 Bed/2 Bath guest cottage on a private family compound. Enjoy beautiful sunset views and a cool breeze located on a 5 acre waterfront property with a natural Marina, overlooks 100+ acre nature preserve. Please read the 500+ perfect reviews Superhost 43 consecutive quarters.
Popular amenities for Wainscott holiday rentals
Other great holiday rentals in Wainscott

Storybook Cottage Seconds to East Hampton Village

Peconic Sound Beach Cottage | Walk to Sound

Dockside 2BR | Prime Location on the Marina Unit B

Bridgehampton Have It All with Pool + Pickleball

East Hampton Secluded Escape with Gunite Pool

Cute cottage apartment upstairs in Sag

Pool|GOLFSim|HotTub|Movie|Games|Firepit|Dogs

Spacious East Hampton Getaway with Pool
When is the best time to visit Wainscott?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £448 | £510 | £524 | £524 | £643 | £789 | £1,021 | £1,048 | £700 | £520 | £520 | £543 |
| 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 family-friendly house rentals in Wainscott?
Wainscott has more than 320 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Wainscott?
Experience the best of Wainscott with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly house rentals in Wainscott?
Four-legged friends are welcome in Wainscott. Choose from more than 150 house rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Wainscott?
Yes! Work meets play with ease at over 210 house rentals in Wainscott featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Wainscott house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 300 house rentals with pools in Wainscott, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Wainscott?
Make yourself at home in Wainscott by choosing from our most frequently booked neighborhoods. We have over 840 vacation rentals in Sagaponack, and over 2,190 vacation rentals in Wainscott.
Do house rentals in Wainscott have air conditioning?
Absolutely! We offer over 330 house rentals with air conditioning 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.
Do house rentals in Wainscott have wifi?
Absolutely! We offer over 340 house rentals with wifi in Wainscott. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wainscott have free parking?
Absolutely! We offer over 330 house rentals with free parking in Wainscott. Enjoy a tailored experience with all the comforts you desire.
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 £75 per night before taxes and fees

Verified guest reviews
Over 5,860 verified reviews to help you choose

Family-friendly holiday rentals
340 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
370 of Wainscott holiday rentals include wifi 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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- Fitness-friendly rentals Wainscott
- Rentals with outdoor seating Wainscott
- Rentals with a firepit Wainscott
- Rentals with beach access Wainscott
- Rentals with a washing machine and dryer Wainscott
- Rentals with a fireplace Wainscott
- Pet-friendly rentals Wainscott
- Rentals with a hot tub Wainscott
- Luxury rentals Wainscott
- House rentals Wainscott
- Rentals with a patio Wainscott
- Family-friendly rentals Wainscott
- Rentals with pools Wainscott
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