Fitness-friendly vacation rentals in Wainscott

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Top-rated fitness-friendly rentals in Wainscott

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Hampton Bays

4.94 out of 5 average rating, 85 reviews

Hamptons Getaway: Stunning 5BR House near Beach

Welcome to our stunning rental property located in the heart of Hampton Bays. This modern home is the perfect place for you to relax and unwind in style. Located just a short distance from some of the Hamptons' most popular attractions, including pristine beaches, world-class restaurants and boutique shops, this property is the ultimate vacation retreat. Whether you're looking to relax and unwind or explore all that the Hamptons has to offer, this luxurious rental property is the perfect choice.

Oct 16 – 23

G$181,783 GYD per night

Guest favorite

Apartment in Patchogue

4.88 out of 5 average rating, 151 reviews

1 Bedroom Apartment on Long Island

Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport

Sep 9 – 16

G$24,834 GYD per night

Superhost

Home in East Hampton

4.93 out of 5 average rating, 61 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 and fire pit. 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.

Dec 30 – Jan 6

G$128,722 GYD per night

Guest favorite

Villa in Southampton

5.0 out of 5 average rating, 76 reviews

NEW Hamptons Water Living: Dock Beach Kayak & Fish

One mile from the beach, this child-friendly waterfront Southampton home is a perfect family destination. Ready for watersports: kayaking, paddleboarding, boating, or jet skiing. Walk down to the beach for a swim in the bay. Return home to a backyard that has it all: a large private dock, fire pit, swing/playset, hammock, Weber grill, and oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village and Sag Harbor.

May 7 – 14

G$134,771 GYD per night

Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 14 reviews

Hamptons Oasis, 5bed/4bath, 1 acre w/ Heated Pool

Welcome to your luxurious getaway in East Hampton! Nestled on a serene 1-acre of cleared land, this spacious 5-bedroom, 4-bathroom, home offers the perfect retreat for families or groups. The house is perfectly located on a tranquil cul-du-sac road, with ample amounts of indoor and outdoor entertainment space overlooking a fully fenced-in backyard and 20x40 heated pool. Just 3-mins to neighboring bay beaches, restaurants, & shops and 10-mins to Amagansett, EH Village and Atlantic Beaches.

Dec 25 – Jan 1

G$180,974 GYD per night

Guest favorite

Home in Water Mill

4.92 out of 5 average rating, 91 reviews

Peaceful 1850s barn w/Pool

Family, friends and work-friendly property. Sleeps 8 (+2) in 4 bedrooms with 3 bathrooms. Tranquil 3000 sq ft house w/heated pool (pool season circa May 21 to Sept 20) set in 1.7 quiet acres off private driveway. Large garden and fenced pool area. Fresh in summer, cozy w/log fires in winter. Minutes from beautiful beaches, Water Mill's historic charm and the visual & performing arts. A simple but stylish and very comfortable house! Well-behaved pets with thoughtful owners are welcome.

Apr 20 – 27

G$169,709 GYD per night

Guest favorite

Home in Mattituck

4.9 out of 5 average rating, 10 reviews

NorthFork FarmHouse, Amazing Pool, Beach,Vineyards

Relax with the whole family at this peaceful place to stay. Centrally located surround by best vineyards, farms, great neighborhood, beaches only 5 minutes away, aquarium 15', water park 15' A bustling beach town year-round From boating to wining and dining, it’s all at your fingertips in Mattituck.Locally owned restaurants, bakeries and boutiques on Love Lane; boaters have direct access to Long Island Sound via the Mattituck Inlet; and wine lovers will relish the area’s vineyards.

Dec 11 – 18

G$159,980 GYD per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 34 reviews

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.

Feb 10 – 17

G$153,301 GYD per night

Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 44 reviews

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home is set along a quiet cul-de-sac and is just moments from shopping, restaurants, and ocean beaches. An abundance of natural light, crisp neutral color tones and tall pitched ceilings enhance the sense of space . The Pool is very calming and heated. Please take a look at our disclosures and house manual before you proceed with booking. We want to be sure this is the right home for you .

Jun 6 – 13

G$212,708 GYD per night

Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 8 reviews

Sag Harbor Dream Home: Heated Pool

Just minutes from Main Sreet in Sag Harbor, Long Beach, Wolffer Vineyard, and Sagg Main Beach, this home is a perfectly located, brand-new gut remodel, with over 3500sqft interior and an entertainer's dream yard - on a quiet cul-de-sac street. A stylish experience at this centrally-located escape! Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Oct 22 – 29

G$192,898 GYD per night

Guest favorite

Condo in Montauk

4.95 out of 5 average rating, 107 reviews

Deluxe Studio Apt@The Montauk Manor

Beautiful, deluxe studio apartment with every amenity. Registered historical landmark. Magnificent lobby with fireplace, restaurant. Cable TV with HBO, DVD and WI FI. The in-door pool, jacuzzi and sauna are not available due to renovations) The restaurant is open at various dates and times off season. Call the Montauk Manor for more information. Don’t miss out on the fabulous beaches.

Apr 23 – 30

G$66,857 GYD per night

Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 11 reviews

Designer East Hampton with Bay Views + Pool

Direct Harbor & Bay Views- Designer renovated 4 bedroom/3.5 bath East Hampton pool home has the wow factor! Nestled on a half acre in prime East Hampton, the home sits on the highest lot in the neighborhood allowing incredible views of Three Mile Harbor and Gardiners Bay. A short 5 minute drive to Main Street and 8 minutes to East Hampton Beach!

Feb 21 – 28

G$227,828 GYD per night