House holiday rentals in Chatham

Walk to the Beach from a Family-Friendly Home in Chatham

Peaceful, quiet and private ocean-side neighborhood. Very short walk, 10 minutes or less, to Hardings Beach, a mile-long sandy beach. Defined by knotty wood floors and understated furnishings throughout, this home lends a muted color palette of sky blues and creamy whites, appointing a serene timbre to each room. Dine alfresco on the deck patio overlooking the conifer-clad yard. Enhanced Cleaning Protocols. All surfaces, door knobs, light switches sanitized and all bed linens, blankets and towels removed and replaced between guests. Classic Cape Cod home, perfect for family beach vacations, friends getting together and family reunions. Walk to Harding's Beach (2/10th's of a mile away), Walk to an ocean harbor (3/4 of a mile away), shop and dine in quaint Chatham Village. Enjoy the oceanside neighborhood and walks near the ocean, along the beach and along Chatham's harbors. Watch the fisherman empty their catch at the Chatham fish pier amid the watching seals. Kayak, paddle board or fish for stripers. Enjoy the hiking trails and the nature trails in Chatham's convservation areas. Bike ride on Chatham's Rail trails which connect to Harwich Port, Dennis Port, Brewster, Orleans and Nauset. Chatham is centrally located to enjoy all that the cape has to offer. We will provide everything you need before your arrival including keyless door lock information, and information about the house, the neighborhood, and local activities. Enjoy exploring Chatham, and we'll respond right away if you contact us and need anything during your stay. Set in a peaceful oceanside neighborhood, the home is nine houses down from a charming footpath down the sand dunes to arrive at Hardings Beach. Charming shops, restaurants, and supermarkets along Main Street are a short drive away. Fast Wifi, comfortable work space and child friendly. Walk to Hardings Beach, and to Oyster River's Barn Hill Landing (ocean harbor with a public dock, lobster boats and fishermen. Bike ride or walk behind the sand dunes at Hardings Beach to arrive at Stage Harbor Lighthouse. Bike on the Cape Cod Rail trail to get to Nauset Beach, which is 11 miles away. Chatham Village is only 2 miles away.

Walk to Ridgevale Beach

We have done extensive renovation and remodeling to the home with attention to detail. We believe we have created a warm and inviting atomosphere. The home is decorated in a coastal style with carefully chosen accents from the edison bulbs in the dining area to the custom barn/boathouse style door and repurposed hand hewn 18th century beam that anchors the staircase. The Kitchen is equipped with the same attention to detail for those who enjoy preparing their own meals. Summerfell is an entire home rental. Both hosts live nearby, Patty and Bill will be accessible via cell, text and email. The property is in a peaceful neighborhood with a good mix of seasonal homes and full time residences. The area has a number of quiet roads perfect for evening strolls. Of course, the beach is a short 5 minute walk away. The kitchen is equipped for the guest who enjoys cooking. From small appliances (Crockpot, waffle iron, blender, hand mixer etc) to small gadgets (citrus press, microplane, garlic press, potato ricer etc) A three burner weber gas grill is on the deck.

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Luxury Chatham Escape w/ Stunning Waterfront Views

Wake up to stunning waterfront views at this beautifully designed Chatham retreat. The main level features an open living, dining, & kitchen space with double sliders to a deck overlooking the water. Sleeping 8, three bedrooms and luxe radiant-heat bathrooms await, while the primary king offers direct deck access. The lower level adds a sectional, TV, game room, and laundry - all with uninterrupted water views. Just minutes to Jackknife Beach, idealic downtown Chatham, and Chatham Bars Inn.

Amazing Location! Chatham Center, Walk to Beach!

Steps from Chatham Center and short walk to Lighthouse Beach, this is the perfect spot for families and couples! Our centrally air-conditioned home comfortably sleeps six people. The house has two living room areas - with plenty of space to play games, read a good book or watch the large flat screen TV - as well as an updated kitchen equipped to meet all your needs. This ideal location allows guests to enjoy all that this quintessential Cape Cod town has to offer without getting in the car!

Meadow + Main

Welcome to Meadow + Main – A Boutique Coastal Retreat in South Chatham Nestled between the peaceful Twine Field Meadows conservation area and South Chatham's Main Street, you'll be just a short walk from the Old Colony Rail Trail while some of Cape Cod's most beautiful beaches, restaurants, golf courses, and villages are only minutes away. The home is notably tucked away from the main road and surrounded by mature trees, creating a peaceful and private setting where you can truly unwind.

Walk to Ridgevale Beach | Chatham Escape

Walk to Ridgevale Beach from this bright, designer-renovated Chatham retreat—perfect for easy beach days and relaxed family evenings. Soaring ceilings and coastal style create a welcoming space to unwind. Enjoy 3 TVs, 2 full baths, outdoor shower, game room, central A/C plus supplemental A/C in the lower level, fully stocked kitchen, workspace, flexible sleeping, fresh hotel-quality linens and bath towels (4 nights +). Close to downtown Chatham shops, dining, bike trails, and family fun.

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!

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Open concept living room with a large kitchen island. Great space for families ! Bank street Beach and Wychmere Beach Club wedding venue are 4 min drive from us ! We’re very close to Harwich Port downtown with great restaurants. We’re centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy the bike trail nearby with rental location if needed.

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Spacious Pet Friendly Cape, Large Yard

Our home is located in a quiet neighborhood close to beaches, golf courses and bike trails. It is a short drive to Chatham town center and is the perfect location to be close to all attractions but secluded enough to unwind. Take advantage of the outdoors on a new deck and large backyard. Large, mature plants and trees surround the property on three sides. Blackberry, raspberry and blueberry bushes in the backyard provide ripe fruit in the summer months.

The Chatham Bars White Foam House Steps From Beach

Settle back in one of the rocking chairs on the front patio and take in the views of the harbor. Charm and warmth abound in this Cape Cod cottage with Chatham Seaside Links located across the street. Leave the car and walk to local restaurants and shops. Watch band concerts at the park and bask in the views from the Chatham Lighthouse. Go for a long stroll along Claflin Landing Beach all the way to the Fish Pier and buy the day's fresh catch.