Fitness-friendly holiday rentals in Southold

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Southold

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

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Guest favourite

Home in Hampton Bays

4.94 out of 5 average rating, 84 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.

12–19 Nov

$1,217 SGD per night

Guest favourite

Flat 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

2–9 Oct

$165 SGD per night

Guest favourite

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.

5–12 Jun

$1,026 SGD per night

Guest favourite

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.

4–11 Nov

$1,205 SGD per night

Guest favourite

Holiday home in Southampton

4.98 out of 5 average rating, 42 reviews

5BR, Luxury Home, Pool, Yard Close to Beach & Town

Magnificent Renovated 4,416 sq ft. Contemporary on .67 acre has 5 bedrooms 5 full bathrooms Enter into light filled living areas, faulted ceiling , fireplace with stone , white panel wainscoting and eat in kitchen with island seating , stainless steel appliances and door to a wrap around rear deck. A family room has French Doors , Bar , to the pool and expansive backyard. The beautifully appointed master suite features a vaulted ceiling in the bedroom, walk in closets & Luxe bath.

25 Jan – 1 Feb

$1,215 SGD per night

Guest favourite

Flat in New Haven

4.96 out of 5 average rating, 279 reviews

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the vibrant core of New Haven's historic downtown, our stunning luxury apartment promises an unmatched experience in urban living. Immerse yourself in a world where modern comforts meet timeless charm. Highlights: - Steps away from Yale - Rigorous deep-cleaning for each guest - Complimentary coffee, fresh linens, and essentials - State-of-the-art 24/7 fitness center - Expansive rooftop terrace featuring grills and relaxation areas - Spacious 700+ sqft bathed in natural light

29 Jul – 5 Aug

$533 SGD per night

Guest favourite

Home in Manorville

4.98 out of 5 average rating, 199 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Ultimate house with 4 Bds, 3 Baths, finished basement with entertainment area and gym. Minutes from the Hamptons and North Fork. Everything for your rest in any weather and season. Yamaha piano, Japanese massage chair, karaoke, drum set, electric guitars, ping pong, fossball and pool tables,board games. Fully landscaped backyard with flowering plants, outdoor lights. 2 BBQ areas, Gazebo with fireplace and projector. Easy access to beaches, restaurants, farms, vineyards and shopping.

3–10 Oct

$800 SGD per night

Guest favourite

Home in East Hampton

5.0 out of 5 average rating, 16 reviews

Stunning 3 BR / 2.5 New Construction with Pool

Conveniently located equidistant to East Hampton and Sag Habor Villages, this 3 BR / 2.5 Bath ranch home on 1.3 acres is set back behind a buffer of trees. Offering approximately 1,700 sq. ft. of living space this L shaped home's open concept living areas flow among the living room with fireplace, dining area and kitchen. The primary suite includes a walk-in closet and luxe bath. 2 additional rooms share a Jack and Jill bath. Outdoors relax on the deck overlooking the inground pool.

24 Nov – 1 Dec

$1,407 SGD per night

Guest favourite

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.

10–17 Feb

$1,020 SGD per night

Guest favourite

Villa in New Haven

4.99 out of 5 average rating, 74 reviews

Dove Haven | Find Your Peace

Best & most beautiful Airbnb in New Haven. No expense has been spared in our well-appointed architectural gem just minutes from downtown New Haven. Luxurious amenities and curated design elements await you. Take lunch in the light-filled sun porch, unwind in the 8-person hot tub, move your body in the equipped home gym, or entertain in the private Zenscape garden. Endless possibilities exist at Dove Haven. You will leave feeling relaxed, inspired, and rejuvenated.

19–26 Jan

$726 SGD per night

Guest favourite

Home in Southampton

4.96 out of 5 average rating, 50 reviews

Renovated Southampton Shores pool, tennis, beach

Fully renovated; the house was gutted top to bottom. Heated pool, water views, massive bbq, four bedrooms, three full baths and two pull-out couches. New kitchen, floors, windows, etc. Designed with comfort in view. Everything new! The large master bedroom has two walk in closets and en suite bathroom. Southampton Shores residents and our guests have access to a private bay beach as well as three tennis courts for your use. Heated pool is private to the house.

30 Oct – 6 Nov

$1,277 SGD per night

Guest favourite

Cabin in Riverhead

4.86 out of 5 average rating, 87 reviews

Beach & Forest: Cozy Cabin, Hot Tub, Peloton

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.

2–9 May

$759 SGD per night