Wainscott Woods Rentals By Owner

There are a lot of options in Wainscott Woods. If you plan on staying in the Wainscott Woods area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Wainscott Woods:

• Spacious Open Floor Plan on 1.5 Acresnn
• Designer home in a prime location - Close to wineries and Ocean Beaches
• Near beaches, restaurants, BH & SH village. Heated pool. Discounts for 4+ weeks.
• East Hampton village quiet family rental, heated pool, tennis, pets welcome.
• Luxury, private, gated heated pool, hot tub, fenced in property! Child friendly!
• Wainscott Southampton Estate Timeless luxury with a private pool,.
• East Hampton Village - Reduced Monthly Rate - Pool, Beach, Pristine, Pets
• East Hampton/Sag Harbor Private Modern 3 Acre Retreat
• Luxury private retreat: pool, tennis court, mahogany decking & close to all
• Sag Harbor Sleeps 12 …5 min drive to town.

There are many large, family-friendly vacation homes available in Wainscott Woods; however, here are the most popular family rentals listed on our site:

• Summer 2026 Now Available! Grab an Amazing Property in the Heart of the Hamptons
• Brightwater by Rove Travel - Sauna, Pool & Outdoor Spaces
• Cozy 5 Bedroom With Wi-fi And Air Condition
• Amazing Getaway! Stunning East Hampton house. CAPTIVATING!

Yes, there are 549 self-catering vacation homes in Wainscott Woods that have hot tubs, swimming pools, & other amenities.

There are more than 549 luxury villas and vacation homes in or near Wainscott Woods. Filter by price to compare find the most expensive places to stay on Traveltrekkie.

Yes, there are 549 pet friendly vacation homes and places to stays that are available in or near Wainscott Woods that you may consider.