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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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,

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.

Superhost

Home in Centerville

4.87 out of 5 average rating, 23 reviews

beautiful cape cod home with pool and hot spa

Welcome home to Centerville, we are 1 mile from one of the most beautiful beaches on the Cape. We are close to other beaches, ferry to the islands, food, hiking/kayaking/biking, Melody tent. You'll love it because of the location and lots of natural light. If you want to stay in, enjoy the private fenced backyard with fire pit, patio furniture, pool, spa and soccer area and for your comfort an outside gourmet area stocked with everything you need to relax. We hope you like it!

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.

Guest favorite

Rental unit in West Yarmouth

5 out of 5 average rating, 9 reviews

1BR @ The Cove at Yarmouth - West Yarmouth, MA

This fabulous one bedroom suite is at The Cove at Yarmouth Resort which is located near incredible beaches, golf courses and all the Cape has to offer. Variety of on-site activities including: indoor and outdoor swimming pools, a restaurant serving lunch and dinner, fully-equipped fitness center, spa, scheduled activities and a lot more. Complimentary Wi-Fi and free Parking - limit 2 vehicles.

Guest favorite

Home in Sandwich

5 out of 5 average rating, 15 reviews

A Cape Cod Hidden Gem

Come create lifetime memories with family and friends at this beautiful Newly Renovated Cape Cod Cottage set in the heart of Sandwich. Sandwich is a quaint and quiet New England town with seaside charm. Spend your days on the beaches near by and end the nights on the cozy patio. This is a rare find! A true hidden gem.