Fitness-friendly holiday rentals in Chatham

Swan Pond Getaway

Get the "Best of Both Worlds" with this charming 4 Bedroom lakefront cottage on a quiet circle in Dennisport. You have waterfront access right outside your back door with gorgeous views of Swan Pond and conservation land. Spend time on the lake or visit Sea Street and Glendon beach about 1 mile down the street. Sunrises & sunsets from your private patio. Available Year Round. Great getaway for those in need of a Cape Cod vacation or those who are working remotely and need a change of scenery.

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.

Now Open for Fall 2025 | Dog Friendly Home!

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!

Opulent Private Waterfront Escape, Family Friendly

Welcome to The Wandery! Escape to the Cape and experience the perfect balance of relaxation and recreation at this spacious and private lakeside retreat! Nestled on a quiet street just minutes from Ocean beaches, shopping, and dining, this beautifully appointed home offers generous indoor and outdoor living areas, ideal for families or groups. Waterfront on Johns Pond Mashpee Commons – 7 min New Seabury Country Club – 7 min Explore Mashpee magic & Learn More Below!