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.

Guest favourite
Guest suite in Hampton Bays
CHARMING OCEAN BUNGALOW
My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.
18–25 AprIndividual Host,
€ 124 per night
4.98 out of 5 average rating, 310 reviews
Guest favourite
Guest suite in Sag Harbor
Artists Sag Harbor Village Retreat
January special -book second night for $125! 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.
18–25 AprIndividual Host,
€ 232 per night
4.88 out of 5 average rating, 308 reviews
Guest favourite
Flat in Sagaponack
Hamptons elegant and comfortable apartment
Enjoy your stay in this beautifully decorated and completely private basement apartment - with all original artwork- in the center of the Hamptons with the added convenience of being close to major towns and beaches. Large bedroom with comfortable king sized bed and high quality mattress and linen. Large-screen smart TV with many channels. Closet space, well equipped kitchenette, bathroom with glass-enclosed shower. Seating area for 4 and second large-screen smart-TV with comfy oversized couch.
31 Mar – 7 Apr
€ 489 per night
4.97 out of 5 average rating, 38 reviews

Popular amenities for Wainscott holiday rentals

Stay near Wainscott's top sights

Townline BBQ36 locals recommend
La Capannina12 locals recommend
The Wine Stand at Wölffer Estate25 locals recommend
Levain Bakery - Wainscott21 locals recommend
The Clubhouse45 locals recommend
HomeGoods4 locals recommend

Other great holiday rentals in Wainscott

Guest favourite
Home in East Hampton
East hampton 3 bedroom home w/ pool great location
1–8 Feb
€ 435 per night
5.0 out of 5 average rating, 12 reviews
Guest favourite
Guest suite in Bridgehampton
Bridgehampton New & Modern Design
31 Mar – 7 Apr
€ 291 per night
4.95 out of 5 average rating, 40 reviews
Guest favourite
Guest suite in East Hampton
1 Bedroom Apartment with Pool in Springs
11–18 DecIndividual Host,
€ 153 per night
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in East Hampton
Marvelous 4 Bed East Hampton home w Heated Pool
5–12 May
€ 868 per night
4.94 out of 5 average rating, 87 reviews
Superhost
Home in Sagaponack
Nature Retreat
17–24 Jan
€ 874 per night
4.87 out of 5 average rating, 45 reviews
Superhost
Home in East Hampton
Private retreat on 4 acres
19–26 Apr
€ 792 per night
4.89 out of 5 average rating, 18 reviews
Guest favourite
Home in East Hampton
Bright Modern Home With Stunning Yard & Pool
1–8 May
€ 820 per night
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in East Hampton
Stunning 3 BR / 2.5 New Construction with Pool
18–25 Oct
€ 981 per night
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Sag Harbor
Secluded Modern Beach Style House
19–26 Jan
€ 800 per night
5.0 out of 5 average rating, 91 reviews
Guest favourite
Cottage in East Hampton
Chic cottage on lush, secluded acre by the beach.
27 Oct – 3 Nov
€ 336 per night
5.0 out of 5 average rating, 17 reviews
Superhost
Home in East Hampton
Renovated 1800s Modern Farmhouse - House A
28 Apr – 5 MayIndividual Host,
€ 419 per night
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Sag Harbor
Sag Harbor Chic Mid-Century retreat.
7–14 Jun
€ 656 per night
4.96 out of 5 average rating, 26 reviews

Quick stats about holiday rentals in Wainscott

Total rentals

290 properties

Rentals with a pool

230 properties have a pool

Pet-friendly rentals

130 properties allow pets

Family-friendly rentals

250 properties are a good fit for families

Total number of reviews

3.9K reviews

Nightly prices starting at

€ 55 before taxes and fees

Destinations to explore

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