Vacation rentals in Oyster Pond

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.

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.

Luxury Home- Chatham Center- Walk to Town + Beach

Enjoy easy access to everything from this centrally located condo in the heart of downtown Chatham. This luxury condo is perfect for families, couples, or a group of friends looking to be walking distance to restaurants, boutiques, the beach & so much more! Enjoy an extremely spacious home with almost 2,700 sq ft of living space, 3 ensuites, & a large roof deck. In Downtown Chatham .3 Miles to Oyster Pond .5 Miles to Seaside Links Golf Course Experience Chatham with us & learn more below!

Cozy Cottage

Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Eleven year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

The Knoll

A quiet home nestled next to conservation land at the end of a dirt road. Though there are neighbors, the landscaping creates a private oasis. The downstairs apartment with private entrance is old New England with Cape Cod affects. The Bedroom has a queen bed. Second sleeping area has a Daybed with trundle and is partially open to the living area. Outside deck has a grill and shower for guest use. Close to School House pond, bike path, and 3 miles from beaches, shopping, and downtown.

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available

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!

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.

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond

This gorgeous home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, restaurants, the beach, a movie theater, Veterans Field for summer Chatham A’s games, The Squire, & more! This cozy, modern, & newly renovated apartment is ideal for a couple or two friends with an open living room & kitchen space + private patio. 1 Min Walk to Downtown Chatham 9 Min Walk to Oyster Pond Beach Experience Chatham with us & Learn More Below!

Private Pied-a-Terre, in-village hidden Oasis.

Great in-town location. Bright, Clean, Safe, Private and Spacious. Hidden away Above the shops, behind the Main Post Office. Great for Romantic Getaway, WEDDING GUESTS, business trips, overflow guests or just a quick get-away break. Comfortably furnished, thoughtfully outfitted. Well equipped Kitchen, Quality linens, duvet etc. Walk to everything. Private parking. **Please Note: Additional MA lodging tax of 12.45% will apply to all short term rentals**

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.