
Fitness-friendly holiday rentals in Chatham
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Chatham
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access
Enjoy this 1,000 SF, 2 bed, 2 full new marle tile bathrooms, 2 showers, at Ocean Edge, right in the middle of the golf course. This Airbnb is a full member of the Ocean Edge Resort and allows you access to Ocean Edge golf, and free resort access included up to 6 guests to swimming pools, tennis, gym & pickleball. No one lives here, it is absent of personal items. From the moment you enter, you will know that you have made a great choice and that your time here will be above your expectations.

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
2nd floor Ocean Edge end unit condo located in the heart of Brewster with access to OE resort amenities: pools, gyms, tennis courts, as well as access to resort activities (fees apply). Easy access to Cape Cod Rail Trail for bicycles. Scenic route 6A offers arts & crafts galleries and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. A 30 minute ride to Cape Cod National Sea Shore. Welcome to your Happy Place!

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.

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!

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 Hardwood Floors Large, screened porch Large living room: 2 recliners, leather couch, Jøtul gas stove, Roku TV Wooded yard - gas fire table, grill Ping Pong - (in unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

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!

Dog and family friendly fun in Harwich
Spacious and light-filled house (2700 sq ft) on a quiet cul-de-sac with a huge yard and a short drive to the ocean, ponds, trails, and everything else the Cape has to offer. Please make yourself at home, in our home. Whether you're looking to work out on the Peloton, play yard games in the backyard, relax in the sun-room with a book, or lounge in the living room and stream Netflix... we've got you covered. Pets are encouraged to enjoy the fenced backyard and borrow the dog toys and beds.

"Wharf Cottage" Idyllic Cape in Yarmouth Port
Immerse yourself in this idyllic cottage and amazing gardens - Quintessential Cape Cod at its best. Located north of 6A and across from the water in one of the nicest neighborhoods on Cape Cod you are a stones throw from everything. Walk to the beach up the road. Coffee Shop and three fabulous restaurants just a walk. Or never leave the private back garden featured on the Annual Hydrangea Festival garden tours. This two bedroom cutie awaits. (PS - Not your average vacation rental!!)

New Seabury Retreat. Butchart Gardens' Inspired
A Tranquil Escape in New Seabury 5-Bedroom Cape Cod Home with Garden Oasis Inspired by Butchart Gardens Welcome to your year-round retreat, tucked away in a private setting among towering oaks in the heart of New Seabury, Cape Cod. This beautifully maintained 5-bedroom home offers the perfect blend of coastal charm and modern comfort. Step outside into your own slice of paradise—a professionally designed garden inspired by the world-famous Butchart Gardens of Victoria, British Columbia.

Thinking of Summer Already? - Book Now Summer '26
Modern 3 bedroom, 2 full bath single level home located in Chatham 1/10th of a mile to Old Colony Bike path and 1 mile to Forest Park Beach. Quick drive to other Sound-side Beaches. Home features super Fast WIFI, Central Air, Smart TV's, Brand New Kitchen, NEWLY FINISHED BASEMENT, All New Mattresses, 6 Foot Vinyl Fenced in Yard, Outdoor Shower, Fire Pit, Gas Grill, Large Composite Deck & Washer/Dryer! *DOG FRIENDLY* Directly across from 10 acres of public conservation land!

Hillside Cottage
A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen and a single sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

The Secret Garden 4 Bedroom, 7 Bed 3 Baths
This beautiful 2.5 acre fully fenced in private property has gardens, an in-ground pool & pool house with an outdoor heated shower. Our home offers 2 kitchens, dining room seating 12, a great room, 3 bedrooms with private sitting areas & lower level with 2 bunk beds (bottoms are full beds) & exercise area. Outside are 2 grills & a fire pit. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod.
Popular amenities for fitness-friendly rentals in Chatham
Fitness-friendly apartment rentals

Walk to Commercial Street! Water-View Retreat

Oceanfront Condo w/pool & beach

Waterfront, private, very large 2 br apt

On Smuggler's Beach Cape Cod

Oceanfront w/private beach & pool

Scituate Harbor Escape

The Mainstay at Menemsha Inn

WestEnd Penthouse~Awesome WaterViews/Best Location
Fitness-friendly apartment rentals

Beautiful, light-filled, two-floor condo with deck

Unit #7 - Ground Floor Efficiency Studio with A/C

Family-Friendly 1BR Condo w/ Pools & Kitchenette

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

Lovely townhouse at Cape Cod's Ocean Edge

West End Gem! Steps to Boatslip. Dedicated Parking

Memorial Day- Waterview Cove at Yarmouth- Cape Cod

Waterfront gem
Fitness-friendly house rentals

Swan Pond Getaway

Cape Cod Retreat by the Beach

New Seabury home, private yard, great location

After Dune Delight; Renovated, Perfect Location

Simone by the Sea

Winter/Summer rental, Cozy Cottage mid Cape Cod

5* Family-Friendly 4br/2ba, A/C, EZ Beach Access+

Cape Classic- Dennis Village - close to Mayflower!
Quick stats about holiday rentals that are fitness-friendly in Chatham

Total holiday rentals
Explore 30 holiday rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at £96 per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Chatham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chatham rentals

4.9 Average rating
Chatham stays are highly rated by guests – averaging 4.9 out of 5!
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- Fitness-friendly rentals Barnstable County
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Sandy Neck Beach
- New Silver Beach
- Pinehills Golf Club
- Cahoon Hollow Beach
- Lighthouse Beach
- Nickerson State Park
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Sea Gull Beach
- Skaket Beach
- Race Point Beach
- Scusset Beach State Reservation
- Saquish Beach
- Nauset Beach
- Sandwich Glass Museum
- New Bedford Whaling Museum




