Fitness-friendly vacation rentals in Wainscott

5 out of 5 average rating, 23 reviews

Home in Amagansett

Amagansett Gated and Private Modern Ranch

Remarkable modern ranch-style home in Amagansett, one of the Hampton's prime hamlets 4 bedroom, 3 bath home with a private gated entry Five minute drive to beautiful ocean beaches, walk or bike to Amagansett Village In the mood to stay in? Enjoy the pristine Gunite pool, hot tub and fire pit with large patio surround The professional gym includes a treadmill, gym equipment and weight sets Central air, internet and wifi Whole house generator Sleeps 8 The hot tub and pool are open May to October

Superhost

4.72 out of 5 average rating, 47 reviews

New Private EH Home Pool Jacuzzi Sauna Game Gym

Nestled in a quite neighborhood, this 5300 sq ft 7-BR, 6-BA designer smart home offers 2 living rooms, fast wifi, large kitchen island w/ 8 person dining table, gym and sauna, game room, pool and Jacuzzi, covered outdoor living and dining room, front porch with swings, and steam spa. The elegant interior meets an open outdoor fenced-in oasis, making it perfect for getaways. This home has plush amenities to try and meet all your needs from high end kitchen appliances to bath and body essentials.

4.94 out of 5 average rating, 310 reviews

Home in Sagaponack

Amazing Home close to Everything -

Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. 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 grouds are smoke-free.

4.85 out of 5 average rating, 34 reviews

AMG-Salt Water Pool Open & Heated, Walk to Town

Sleek renovated Amagansett home. Large corner property with Heated Saltwater Pool (May to late October) & separate cottage/pool house w/with Peloton, Sonos surround sound, large screen TV, bar & foosball table. Open kitchen w/marble counters. 2 baths with glass showers & Jacuzzi tub. Master with Queen bed, second bedroom has two twin beds. There is also an oversized sleeping loft with two twin beds. Bluestone patio with BBQ, dining & lounge area. Walk to town & beaches. No Pets.

4.96 out of 5 average rating, 96 reviews

Home in North Fork

Stunning North Fork House • Heated Pool/ Wineries

Chic and luxurious farmhouse retreat in North Fork. Set on a private 1-acre lot with a pool, lounge areas, and ocean breeze. Family-friendly and perfect for couples or a friends' getaway. Just 1.5 hours from NYC and close to beaches, wineries, farm stands, hiking, seafood, and golf. Enjoy fast Wi-Fi, a full kitchen, stylish interiors, outdoor pool, and landscaped grounds. Ideal for a peaceful escape, remote work, or wine country retreat near the Hamptons, North Fork and Shelter Island.

4.94 out of 5 average rating, 87 reviews

Oasis backyard, Pool, Gym, and Sunroom!

Oasis pool and landscaping makes it feel like your on a private island. Sunroom with smart TV over looking oasis back yard. Decks in the back yard with lounge chairs and 2 patio dining tables. Front deck with lounge chairs. Outdoor gym located in the corner of the yard. Paddle boards, boogie boards, beach chairs, and beach towels provided. Walk to EHP Resort (SiSi Restaurant), and Harbor Bistro featured on Delicious Destinations. Paddle Diva paddle board/kayak rentals also nearby.

5 out of 5 average rating, 102 reviews

Villa in Southampton

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

5 out of 5 average rating, 47 reviews

Home in Southampton

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Chic, 5-bedroom, 3.5 half-bath home is close to the water and the village of Southampton. The sparkling pool has a beautiful backdrop of a lushly landscaped garden. Southern exposure in the backyard brings an abundance of sunshine inside and out. The home includes an outdoor sauna, fire pit and rock garden perched above the pool for your very own spa retreat. The inside of the home is thoughtfully designed with a relaxed, chic & luxury feel making it the perfect Hamptons getaway.

4.86 out of 5 average rating, 108 reviews

Cabin in North Fork

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

Welcome to nature's retreat, our secluded North Fork haven where 2+ acres of wild beauty and private beach access promise unparalleled relaxation. Delight in our hot tub's warmth under the stars, unwind on swings, or glide on bay waters with our kayak. With enchanting porch views, an invigorating outdoor shower, and nearby organic farms, our cabin is an idyllic escape. Experience the local charm with vineyard tours and return to a haven of comfort and adventure.

4.96 out of 5 average rating, 50 reviews

East Hampton 3 Bed / 3 Bath Charmer w Pool

Situated on a half-acre of land, this classic shingle cottage with designer interiors offers the ideal Hamptons getaway. Located in the picturesque area of East Hampton, less than 5 miles from town, bay 7 Ocean beaches. 3 bedrooms, 3 modern bathrooms and heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

4.97 out of 5 average rating, 35 reviews

Villa in East Hampton

SERENITY AT SHOREWOOD Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.