Fitness-friendly vacation rentals in Chatham

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Modern 2nd floor 2 bed/2 full bath Ocean Edge condo located in the heart of Brewster with balcony overlooking the resort golf course. Access to OE resort amenities (additional fees apply). Easy access to Cape Cod Rail Trail. Scenic route 6A offers arts & crafts galleries, coffee places 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. 15 minute walk to Ellis Landing Beach, great sunsets! Central A/C and heat

After Dune Delight; Renovated, Perfect Location

Whether you're here for your vacation or a special event, you'll be ready for anything at our centrally-located home. After Dune Delight is 3 min from Rt 6 and less than 10 min from many destinations such as Ocean Edge and Wequassett Resorts. Long Pond is around the corner, and many beaches are just a quick drive away! Want to adventure down to the outer cape/National Seashore? You'e almost there, the famous Beachcomber is just 28 minutes away! This location is just right for any Cape vacation!

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.

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.

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!

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

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 (+ bidets) - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 leather recliners & couch, Gas stove, 65” OLED TV Wooded yard - gas fire table, grill Ping Pong - (unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

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!!)

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

*****"By far the BEST Airbnb I’ve ever stayed in!!!" -Dan***** Come relax + unwind, walk to Millway Beach, it’s epic “Brewster-like” tidal flats, it’s shallow, calm & clear “Cape Cod warm” water & acclaimed sunsets. This fully renovated, A/C, family-friendly home is located on a quiet street, in a quaint village, near all the conveniences of urban life. It has everything you need to work remotely, enjoy a family vacation, or have as a home away from home. Available Sun-Sun. May-August

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.

NEW Luxury Waterfront - Hot Tub, Deck & Waterviews

Welcome to Aunt Laura’s Retreat, a newly renovated waterfront home ideal for families and groups seeking a relaxing Cape Cod getaway. Enjoy beautiful water views from every room, direct access to Swan Pond for kayaking and beautiful sunsets to end the day. Unwind in the hot tub, dine on the deck overlooking the water, or relax on the lower patio with a grill and cozy seating. - Direct access to Swan Pond - 5 min drive to Sea Street Beach - Close to Cape Cod Rail Trail & dining

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!