Fitness-friendly holiday 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

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Recently renovated end unit townhouse located in the heart of The OE Villages. Beautiful views towards the golf course, and southern exposure with lots of natural light, A/C, W/D and private patio with Weber grill and outdoor furniture. Sports Membership so Guest passes are available for purchase at Linx for use of pools, hot tubs and gyms. Additional costs for use of courts may apply. Bike rail trail, Ice cream store, great restaurants, coffee, beaches and Kayak/Bike rentals are all close by.

Waterfront Cape Cod Escape w/ Water Access

Create lifelong memories at this exclusive Cape Cod waterfront retreat on a private road! Nestled on an acre with stunning water views, this 4-bedroom home (2 w/ ocean views) boasts a spacious open layout and 2 stylish living rooms. Relax in the large waterfront yard with an inflatable jacuzzi, BBQ, and outdoor shower. Enjoy deep water access, dine under the stars, soak in breathtaking sunsets, visit Old Silver Beach, and explore charming Historic North Falmouth. Your dream Cape Escape awaits!

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!

Modern Cozy Cottage 5 min Walk to Beach

Escape to The Abigail Cottage in historic Sandwich on Cape Cod! This modern beach cottage comfortably fits families and groups. Enjoy peekaboo ocean views from the roof deck and a private, fenced yard. Just a 5 minute walk to the beach, a 9 minute walk to the iconic Sandwich boardwalk, and a 10 minute walk to Treehouse Brewery. Premium amenities include EV charger and Peloton Row with guest login. The Abigail Cottage is filled with curated decor for the perfect cozy cottage Cape Cod getaway.

Your Home Away From Home!

This tranquil haven is your ideal stay on Cape Cod, offering a perfect blend of comfort, style, and convenience. Wellness room retreat: sauna, cold plunge and exercise equipment. Elegantly cozy bedrooms with plush bedding for a restful stay. The gourmet kitchen is well equipped and modern appliances. Two living rooms and great office space. Explore scenic trails, savorBeach access at First Light Beach. Property is a "Guest Favorite" listed with more bedrooms on different listing.

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!!)

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!

4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC

Relax at this spacious mid-Cape retreat on a quiet private road, just a 5-minute walk to a private swimming beach and pond. Canoe included! Sleeps 8 with 4 bedrooms (2 on the main level, 2 upstairs) and 3 full baths with bidets. Enjoy central A/C, hardwood floors, a screened porch, 65" OLED TV, gas stove, gas fire table and grill, ping pong, and wooded yard. Convenient main-level washer/dryer. Near the Cape Cod Rail Trail, beaches, golf, tennis, boating.

CapeEsCape Last Minute Cancellation-Special Price

Magical ALL year ‘round. location, Location, LOCATION; comfy, contemporary newly renovated (‘21) private bedrm & family rm 0.4mile from neighborhd river-beach, 0.9mi from row of ocean beaches, hiking trails, live theater, everywhere. 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.