Fitness-friendly holiday rentals in Shelter Island Heights

Find and book unique fitness-friendly rentals on Airbnb

Quick stats about holiday rentals that are fitness-friendly in Shelter Island Heights

  • Total holiday rentals

    Explore 50 holiday rentals in Shelter Island Heights

  • Nightly prices starting at

    Shelter Island Heights holiday rentals start at $194 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Shelter Island Heights holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Shelter Island Heights rentals

  • 4.9 Average rating

    Shelter Island Heights stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated fitness-friendly rentals in Shelter Island Heights

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

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Top guest favourite
An enclosed outdoor living space features a wooden deck overlooking a heated pool. Furnished with a large round table and comfortable seating, natural light floods through the screens, creating an airy atmosphere. Elegant trees and lounge chairs visible outside enhance the serene environment.
Home in Bridgehampton
4.94 out of 5 average rating, 330 reviews

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 grounds are smoke-free.

Guest favourite
A spacious rooftop terrace is adorned with string lights, enhancing the ambiance. Comfortable lounge seating is arranged around wooden tables, providing ample space for relaxation. A clear blue sky and scattered clouds frame the view, creating an inviting outdoor environment.
Flat in New Haven
4.94 out of 5 average rating, 154 reviews

Downtown Elegant Stay By Yale • Rooftop • Gym

Come and stay at this luxury, modern one-bedroom apartment just steps away from Yale! With Broadway just around the corner and some of New Haven’s best Pizza a stone’s throw away you’d be hard-pressed to find a better location for your stay. Enjoy cooking up a nice dinner at home one night using the fully-equipped kitchen provided. Spend the evening on the rooftop terrace watching the sunset over the city skyline before tucking in for the night. Use the downstairs gym for a morning workout.

Guest favourite
A modern lounge area features comfortable seating with decorative cushions. A sleek fireplace lines the wall beneath a mounted television, while a warm glow emanates from the flames. Artistic wall decor and a vibrant potted plant add visual interest to the space.
Flat in New Haven
4.96 out of 5 average rating, 111 reviews

King 1BR W/ Parking, Pool & Gym

This gorgeous apt, located in a brand-new luxury building at the center of New Haven’s historic downtown, offers unparalleled comfort, service, and amenities. You can watch a movie on a 65" HDTV, work in one of 5 co-working spaces, or relax at the pool w/ grills and cabanas. Highlights: • Walkable access to Yale • Deep-clean prior to every guest • Coffee, fresh linens, and bathroom essentials provided • 24/7 fitness center • Sun terrace + pool and grills • Entertainment lounge w/ bowling alley

Superhost
A living area features a gray futon adorned with decorative pillows, complemented by a small coffee table. A red accent chair provides additional seating. Soft lighting from the ceiling enhances the space, while wall art depicts blooming flowers, contributing to a welcoming atmosphere.
Flat in East Patchogue
4.87 out of 5 average rating, 262 reviews

Private 1br 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

Top guest favourite
A serene outdoor space is highlighted by a heated mineral spring pool surrounded by lush greenery. Light-colored loungers are positioned under white umbrellas, offering shaded areas. The stone patio complements the natural setting, inviting relaxation and enjoyment in a private backyard oasis.
Home in North Fork
4.96 out of 5 average rating, 28 reviews

POOL + Beach Oasis! Winter deals 2+ nights!

Chef kitchen: 2 ovens/lux app's/coffee bar w/ Nespresso/Keurig 2 living rooms Dining room seats 10 1st floor Primary Suite: king bed, gas fireplace, furnished deck overlooking pool, 4 piece bath: huge shower & jacuzzi tub 2 of 4 Guest rooms on 1st fl Gym/yoga rm: bench + weights (no treadmill) TV's in bedrooms inc. Firesticks Fenced backyard oasis w/ heated mineral spring pool, loungers, shaded cabana, outdoor dining, & Weber BBQ, outdoor shower Kitchenette in den/office Central AC/heat/fans

Top guest favourite
Flat in New Haven
4.99 out of 5 average rating, 108 reviews

Gemstone: Family-friendly, Close to Yale/Downtown

Welcome to Gemstone! Nestled on a quiet, tree-lined street, this architect designed space is just minutes from Yale Campus and downtown New Haven. Both beautiful and functional, it has been fully renovated and thoughtfully crafted to feature both modern and classic elements. In addition to two bedrooms and two full bathrooms, it includes everything you need to feel comfortable: central air, washer/dryer, WiFi, a 4-seat breakfast bar, new appliances, easy parking, and a 6-person dining table.

Guest favourite
An elegant two-story home features a welcoming entrance with a symmetrical layout. Lush greenery surrounds the stone steps leading to the front door. Large windows allow for ample natural light, while the architectural details add character to the facade.
Villa in New Haven
4.99 out of 5 average rating, 171 reviews

A Spacious 5BR Near Yale|Ideal For Groups&Family

Welcome to Dove Haven, a spacious and serene retreat in Westville, New Haven. Enjoy bright, cozy interiors filled with natural light, a private hot tub, and a peaceful backyard oasis perfect for relaxing or recharging. Tucked on a quiet, tree-lined street, you’re minutes from Yale University and near Edgewood Park. Perfect for: Photoshoots, Interviews, Small commercial shoots, wellness retreat filming, brand content, documentary crew lodging and filming, getaways, group stays, or work trips

Top guest favourite
Home in Milford
4.99 out of 5 average rating, 176 reviews

The ARLO - Walk to Brewery & Restaurants

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Guest favourite
Home in Greenport
4.97 out of 5 average rating, 33 reviews

Elegant Greenport Victorian-Winter Harbor House-

Winter Harbor House is a stylish Victorian walking distance from the best restaurants, bars and beaches in Greenport Village. Absolutely perfect location. Only a few hundred feet from the Mitchell Park/Marina, Waterfront Boardwalk/Beach and the North Ferry to Shelter Island. Enjoy gorgeous marina views and great people watching from the front porch. This 1890's Victorian has all the modern amenities you want while making you feel like you're experiencing a part of Greenport's history.

Top guest favourite
A private backyard oasis features a tranquil pool surrounded by lush greenery. Two lounge chairs are positioned on the grass, inviting relaxation. Natural stone stepping stones lead towards the pool, enhancing the serene outdoor setting.
Home in Springs
4.95 out of 5 average rating, 96 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.

Guest favourite
Home in Westbrook
5 out of 5 average rating, 26 reviews

Beachside Bliss w/ Game Room, Gym & Golf Green

Escape to this family-friendly retreat just steps from the beach and 2 miles from the heart of Westbrook, CT. Perfect for work or play, the home features a dedicated workspace, high-speed WiFi, a private workout area, and a fun game room for all ages. Enjoy the backyard fire pit and putting green, or explore nearby shoreline towns, shops, and restaurants. Whether you're here for a getaway or working vacation, this home has everything you need to relax and recharge.

Guest favourite
Cabin in North Fork
4.86 out of 5 average rating, 116 reviews

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.

Popular amenities for fitness-friendly rentals in Shelter Island Heights

When is the best time to visit Shelter Island Heights?

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Avg. price$774 SGD$645 SGD$645 SGD$913 SGD$968 SGD$915 SGD$1,005 SGD$979 SGD$903 SGD$774 SGD$903 SGD$839 SGD
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