Fitness-friendly vacation rentals in Chilmark

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Chilmark

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

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Superhost

Home in Barnstable

4.88 out of 5 average rating, 34 reviews

Paradise home in centerville

Have you always dreamed of a getaway on Cape Cod at what feels like your very own private resort? Here it is! All amenities of a resort made privately available to you, all in one place. Take a swim in this magnificent pool, workout at the gym, relax in the jacuzzi, unite all around the fire or the pool table, gather a team to play basketball or soccer, let the kids play in the playground or the arcade while you cook in your outdoor kitchen or bathe in the sun by the pool. Live the way you dream

Guest favorite

Home in Somerset

5 out of 5 average rating, 102 reviews

Beachfront W/ HotTub,Sauna, Pool & Panoramic view

Welcome to the Heart of Somerset! Nestled at the very tip of Somerset on a private dead-end road, this coastal waterfront home is the perfect place for a family retreat, romantic getaway or friends seeking adventure Marvel at the panoramic views and dramatic colors from Sunrise to Sunset of the Braga Bridge, Mt. Hope Bridge & Bay, Bristol, Tiverton Rhode Island & the Fall River cityscape on the horizon. Grab a kayak or relax, soak up the sun & let the gentle sea breeze wash your worries away!

Guest favorite

Home in Oak Bluffs

4.94 out of 5 average rating, 191 reviews

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

Guest favorite

Home in Edgartown

5 out of 5 average rating, 16 reviews

Edgartown Designer Retreat With Pool & Hot Tub

Located in Katama, this 3,000-square-foot home has undergone a complete renovation, and offers privacy and easy access via bike path to downtown Edgartown and South Beach. Everything is brand new. There is a salt water heated pool & hot tub! Highlights include 8 inch wide white oak flooring, a custom marble vanity, ultra thick quartz countertops, custom lighting, high end art throughout, all new high end appliances and designer furniture, outdoor shower, gym, and 4 bedrooms / 3.5 bathrooms.

Guest favorite

Cottage in Edgartown

5 out of 5 average rating, 14 reviews

2br Cottage Steps to Beach w/pool

Welcome to Lighthouse Cottage the best location on island! This amazing XL deluxe cottage in the Harbor View Resort has it all with 2 King bdrms/2 master baths with outside shower all on the first floor! Walk to Lighthouse and Fuller beaches to take a swim in the ocean and play in the sand! Downtown Edgartown and lighthouse are just steps away with quaint shops and restaurants. Come jump in the pool, have a drink at the bar and dine at the restaurants on site. Come enjoy Vineyard lifestyle!

Superhost

Home in Edgartown

4.78 out of 5 average rating, 111 reviews

Katama gem.

Select Dog friendly, - mile from downtown, mile from south beach, steps to bike path, fenced in yard.. Gorgeous pool, w/a seperate pool house with flatscreen, mini fridge, and fold out queen. Downstairs the "cave", there is bar, pool/ping pong, flatscreen, pull out queen. Basic gym w/flatcreen.. Four bedrooms- one with private deck, and an upstairs office, five using very private pool house . The pool is sublime, hot tub is new, large yard, upstairs bathrooms with heated floors,

Guest favorite

Rental unit in Centerville

5 out of 5 average rating, 9 reviews

1BRTH @ Cape Winds Resort - Hyannis, MA

An oasis of Cape Cod charm and hospitality, Cape Winds is a beautiful four-season vacation condominium resort - centrally located in the heart of Cape Cod - Hyannis, MA. Perfect for couples, families or singles. Within minutes of Hyannis Harbor, Hyannis Historic Main Street, the John F. Kennedy Museum and Memorial, the Cape Cod Melody Tent, golfing, area beaches, fabulous restaurants -- and the central Cape Cod Highway, Cape Winds is within easy reach of all the best Cape Cod offers!

Superhost

Home in Edgartown

4.83 out of 5 average rating, 12 reviews

Charming Edgartown Log Cabin with Peloton bike

Adorable log cabin sitting atop isolated property at the end of a dead end street. The property abuts 100+ acres of conservation land. Beautiful for walking, hiking, birdwatching, and stargazing. We now have an in home Peloton! This home is centrally located with 3-bedrooms and is a quiet, tranquil spot to spend your time on the Vineyard. The cabin has beautiful patios. Has a rustic character, yet clean and modern. Great access to shopping, restaurants and wildlife preserves.

Guest favorite

Home in West Yarmouth

4.94 out of 5 average rating, 53 reviews

Sandy Pause - Less than 5 min walk to beach!

Less than 5 minute walk to the beach!! Conveniently located in West Yarmouth, this house is within 2 miles of downtown Hyannis, the Nantucket/MV Ferry, and several beaches. The house is cozy yet spacious. Whether you want to enjoy your morning coffee at the breakfast bar or sit and play games inside, the house has all the space and everything you need for entertaining. Great for big family or group gatherings! Enjoy all the beach has to offer, especially the epic sunsets!

Superhost

Home in New Seabury

4.91 out of 5 average rating, 34 reviews

New Seabury home,Tesla charger, great location

- Updated in 2023, this home boasts new siding, new patio doors and many more - Convenient accommodation for New Seabury weddings - Within walking distance of Popponeset Inn, Marketplace, The Lure/The Raw Bar - South Cape Beach is just 1.5 miles away - Central AC - Tesla Level II charger - Brand new furniture in the house - Outdoor shower -Fully-equipped kitchen with a Nespresso Machine - Large outdoor deck w/ BBQ - Attached garage - Large backyard with a fire pit

Guest favorite

Guesthouse in West Tisbury

5 out of 5 average rating, 24 reviews

Charming W. Tisbury Studio Guest Cottage

Charming rustic studio guest cottage with a private yard and outdoor shower, a perfect getaway. Walking distance to North Tisbury Farm and Market and State Road Restaurant and short ride to the small town of West Tisbury where you can check out Alley’s general store or get a great sandwich at 7a’s takeout. Ten minutes to Vineyard Haven and centrally located to all island destinations and many of the scenic Vineyard hiking trails. Access to West Tisbury town beaches.

Guest favorite

Home in East Falmouth

5 out of 5 average rating, 13 reviews

Spacious Renovated Cape Cod Beauty w/ Fenced Yard

Our charming family and pet friendly home in the heart of East Falmouth is the perfect spot to call home during your Cape Cod holiday! You’ll love the renovated kitchen, bathrooms, and living spaces, as well as the spacious fenced in backyard with a deck and patio. It's the perfect spot to unwind for a peaceful escape, while still being close to the best attractions on Cape Cod, like nearby beaches, shops and wineries.