Beach house holiday rentals in Chatham

Waterfront Rocky Nook Beach House

Waterfront 3 bedroom rental beach house on Plymouth/Duxbury/Kingston Bay, steps from private sandy neighborhood beach on quiet street. Area exceeds crowded Cape Cod for quiet vacation. Wake to fantastic views & sunrises on unique tidal bay; step out to the beach without packing a car! Downtown historic Plymouth has many new & upscale shops & restaurants, water sports; Cape Cod bridges 20 mi south, Boston 35 mi via nearby train, take ferry to Martha's Vineyard, Provincetown, Nantucket for a day

LOCATION! Sea Captain's House, Walk to Beach/Town

Overlooking Chatham's beautiful Oyster Pond, this home is the perfect location for your vacation. Take advantage of the beach just outside your door or wander down the street into Chatham center! Enjoy so much of Chatham - without getting in your car! This Sea Captain's house includes five bedrooms (sleeps three on first flr and six on second flr), four and a half bathrooms, full kitchen and dining area, two living room areas with two TVs, laundry room, water view porch and patio w/ BBQ grill.

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

Private Bay Beach and Sunset Views! Dog friendly.

The beauty of Cape Cod awaits in this meticulous cottage with water views. Access to a private bayside beach is just steps away, across from the driveway and down a short sandy path. Beach chairs and beach towels included. Ride or walk 1 mi away to a great bike trail, or to National Seashore beaches, shops and restaurants. Or, relax at the cottage with updated amenities, appliances, comfortable beds, and a wonderful outdoor space with deck, fire pit, outdoor shower, lawn games and a hammock!

Beachfront Charmer! Newly Renovated.

Steps to a beautiful sandy beach and just a mile to the heart of Chatham! This charming, newly renovated beach house has the amenities you need to make the most of your time with friends & family. Just 300 ft from Little Beach & a 5 minute walk to Chatham Lighthouse and Lighthouse Beach, we've made our new home the perfect place to gather and relax. All BRs and Living room have AC. Grill on the back deck, stroll to town, rinse off in the outdoor shower...this house has it all!

Cozy Cape Stay! bike path, beaches, water view!

Set on an idyllic spot between two ponds, our newly renovated cottage has everything you could dream of to create memories year round! INCREDIBLE location for hiking, biking, kayaking and fresh water, bayside or oceanside swimming. Here you will find a New England stay with all the wonders of the Outer Cape but close to Chatham/Orleans/Wellfleet for shopping or dining. A quintessential stay w/ water views, near to ANYTHING you'd want to see and do no matter the season!

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

On the water/Dog Friendly/Sleeps 7/SeaDuction

Indulge in the epitome of summer bliss at our exclusive beach home along the shoreline of a private beach. Brought to you by the Heart of Cape Cod, our sun-soaked haven reflects natural light flooding through expansive windows overlooking Cape Cod bay. Unlike the hushed winter, this retreat invites you to embrace the lively spirit of summer with its airy design and seamless connection to the outdoors. Your dog is welcome to come as well!