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 Brewster

4.92 out of 5 average rating, 106 reviews

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck

Updated, spacious, peaceful Mid-Cape home Private road, private beach/pond (5 min walk) Silent central AC 4 BR/3 full bth: > Ground floor: 2 BR + 2 bth - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Koa Hardwood Floors Large, screened porch Large living room: 2 recliners, leather couch, Jøtul gas stove, 55" Roku TV Wooded yard with gas fire table, grill, wood fire pit Ping Pong Near 25-mile Cape Cod Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

Nov 22 – 29

G$57,770 GYD per night

Guest favorite

Home in Somerset

5.0 out of 5 average rating, 65 reviews

Beachfront NEW Pool&HotTub/ Sauna & 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!

Dec 10 – 17

G$79,379 GYD per night

Guest favorite

Guest suite in Yarmouth

4.83 out of 5 average rating, 124 reviews

Cape EsCape:2 Rm Private Suite, EZ walk to beaches

location, LOCATION; comfy, contemporary newly renovated (‘21) private bedrm & family rm 0.4mile from neighborhd river-beach, 0.9mi from row of ocean beaches. Separate private entrance. A/C. Queen bed. Outside space with picnic table, chairs, & hammock. Beach chairs provided. W/in 5 min walking distance of bakeries, mini-golf, restaurants, shopping, bike trail, kayaking, & more. Bikes for guests. Child/infant friendly. If you need anything, tell me; please don’t wait & note it in your review.

Nov 23 – 30

G$25,547 GYD per night

Guest favorite

Home in Oak Bluffs

4.93 out of 5 average rating, 169 reviews

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and the outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, 6/21) 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!

Nov 24 – Dec 1

G$133,290 GYD per night

Guest favorite

Home in Barnstable

4.92 out of 5 average rating, 112 reviews

Stylish home with beach pass, close to everything

Modern home near Dowses and Craigville beach, Ropes and Loop beach (2.3 miles) with pass included for all ponds, lakes and beaches in Barnstablle. Beautiful 3 br ranch. Brand new Central AC and heating system, furniture, beds and kitchen appliances. Private fenced yard with deck, BBQ, fire pit, plenty of seating, outdoor shower. 2.5 mi to Joshua pond, North Pond- for fishing and Wequaquet Lake for swimming. Main st Hyannis restaurants and clubs, Cape Cod Mall. Fast internet, cable, smart TV.

Oct 20 – 27

G$68,810 GYD per night

Guest favorite

Home in Harwich

4.93 out of 5 average rating, 43 reviews

Stunning Home in Harwich Port

Welcome to our stunning retreat in charming Harwich Port! This beautiful 4-bed, 2-bath home is the perfect destination for your next getaway. The spacious interior and finished basement are perfect for families or groups and the big fenced-in yard is ideal for outdoor activities, relaxation and pets (please include pets when booking)! A 5 min drive from the beach and downtown, you'll enjoy all that the area has to offer. Book today and experience the best of Cape Cod in this beautiful home!

Oct 17 – 24

G$73,690 GYD per night

Superhost

Home in Edgartown

4.79 out of 5 average rating, 99 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,

Jan 18 – 25

G$109,525 GYD per night

Guest favorite

Home in Little Compton

4.98 out of 5 average rating, 48 reviews

Little Compton Modern: A Designer Hideaway in RI

Welcome to Little Compton Modern! This newly renovated home (completed in 2020) sits on 2.4 acres in the heart of Little Compton, RI. Located a mile to town and less than 10 minutes to Goosewing & South Shore beaches. Enjoy a quiet setting down a dirt road designed with relaxation in mind. We’ve designed our property unlike any other in the area with a clean, mid-century modern feel. Connect with friends and family and be inspired at this special property! -> LittleComptonModern.com

Mar 1 – 8

G$108,470 GYD per night

Superhost

Home in Edgartown

4.86 out of 5 average rating, 7 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.

Apr 13 – 20

G$150,483 GYD per night

Guest favorite

Guesthouse in West Tisbury

5.0 out of 5 average rating, 13 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.

Oct 16 – 23

G$71,821 GYD per night

Guest favorite

Cottage in Warren

4.94 out of 5 average rating, 18 reviews

Cozy Cottage in Warren

Find calm in this redone 1937 cottage just 5 mins from Water Street & all things seafood. One level near the scenic Kickemuit River. Ideally located for; bikers, beach goers, remote work, foodies & weddings. If you don't see your dates or for longer stay inquires please message ~ You are: 35 min from Newport 5 min from Water St & East Bay Bike Path 10 min from RW University & Bristol Harbor 13 min from Blithewold (Weddings)

Dec 22 – 29

G$37,356 GYD per night

Guest favorite

Home in Middletown

4.96 out of 5 average rating, 46 reviews

Cheerful 4 bedroom home for you and your pups!

Located in Middletown RI, this property is located minutes from local beaches and a short ride into downtown Newport. This 4 bedrooms, 1.5 bath includes a spacious backyard and fire pit for you and your guests to enjoy. Have your morning coffee in the sun porch, use the gym for your daily workout, and enjoy nights by the outdoor fire pit. Perfect place to getaway, unwind and relax! Dogs allowed!

Sep 14 – 21

G$149,390 GYD per night