
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 (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.

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!

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 –

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.

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

Exclusive Sag Harbor Compound
A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

Classic Southampton Village Home w/ Pool
Newly renovated Southampton village home with great light, offering the best of indoor-outdoor living. A beautiful backyard with a pool surrounded by lush privet hedges for privacy. Perfectly situated in the heart of the village, one block from restaurants, shopping, and one mile from the ocean beaches. Perfect with space to spread out, play or work remotely! Ask about special rates for long-term summer rental!

Sag Harbor Cottage, Walk to the Beach!
Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

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

Dream Home with a wonderful heated pool in SH
Situated on a half-acre of land, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 4 wonderful bedrooms 3 modern bathrooms and a solar heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –
Popular amenities for Wainscott vacation rentals
Other great vacation rentals in Wainscott

Spacious One Bedroom Apartment, Close to Beaches

East hampton 3 bedroom home w/ pool great location

The Hideaway | Clearwater Beach

Perfect Beach Home in Sag Harbor

Winter Inquiry - 5 Bed Village Cottage Retreat

Wainscott Vacation Home

Hampton Oasis with private Tennis, Pool, Theater

Delightful Sag Harbor Home w Pool
When is the best time to visit Wainscott?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$125,283 GYD | G$142,434 GYD | G$146,408 GYD | G$146,408 GYD | G$179,663 GYD | G$220,448 GYD | G$285,286 GYD | G$293,025 GYD | G$195,559 GYD | G$139,088 GYD | G$128,839 GYD | G$130,094 GYD |
| 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 G$20,915 GYD 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 a hot tub Wainscott
- Fitness-friendly rentals Wainscott
- Rentals with pools Wainscott
- Rentals with outdoor seating Wainscott
- Rentals with a washer and dryer Wainscott
- Rentals with a fire pit Wainscott
- Pet-friendly rentals Wainscott
- Rentals with beach access Wainscott
- Family-friendly rentals Wainscott
- Luxury rentals Wainscott
- Rentals with a patio Wainscott
- Rentals with a fireplace Wainscott
- House rentals Wainscott
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