Iindawo zeholide eziqeshisayo eNorth Monomoy Island

Waterfront Suite on Emery Pond

Comfortably furnished studio suite w/private parking & entrance offers a garden setting w/picnic table just steps to a fresh water pond & outdoor shower. The friendly, cottage-style decor is inviting w/queen-size bed, couch, ample closets, private bathroom w/shower, small dining area w/microwave & fridge (no stove, no bbq); writing table, WiFi, Roku & DVD player. Enjoy the water view! Minutes by car to downtown Chatham. Fresh linens, bath & beach towels, shampoo/conditioner, coffee/tea. STR-46

Relax & Entertain | King Beds * Sauna * Bar Shed

Welcome to Cape Away, your charming family & pet-friendly retreat! Enjoy a fully stocked kitchen, cozy fireplaces, sauna, and outdoor shower. Unwind with dozens of board games, fire pit, and grill. The fenced backyard offers beach gear, paddle boards, and lounge area. We are perfectly located just 5–20 minutes from top spots, making it your ideal home base. With premium amenities, thoughtful touches like linens and towels provided, and space to relax and play, your perfect escape starts here.

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!

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Ten 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.

Charming Old Cape Cod

Indulge in relaxation and leisure at Snowtop on the Town Cove. The charming retreat features a private entrance, a spacious bedroom with a king size bed, a full bath, and a sunlit living room with a dining table offering picturesque views of the Town Cove. Guests are encouraged to bring their kayaks and paddleboards, as a town landing is conveniently located nearby. Nestled on a tranquil road, Snowtop is just 3 miles from stunning Nauset Beach and 2 miles from the center of Orleans.

Sophisticated, Private Cape Cod living

LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

Oceanfront Chatham Village Home

Quiet Peaceful Oceanfront Home, Short Walk to Chatham Village and Walk to Lighthouse Beach. Sleeps 12. Large kitchen, stainless steel appliances, gas stove. Every Room except one room has amazing ocean views! Stone patio overlooks Ocean Harbor on Little Mill Pond. A Video Walkthrough of the house, featured by Eileen Cotter of Pure Wander: https://www.youtube.com/watch?v=_tqi6m8-1zs&t

Chatham Rose Arbors Artist Cottage

One of a kind spacious and comfortable studio cottage perfect for 1-2 people. Less than 5 min drive to the beach, steps from the Cape Cod Bike Trail, queen bed, full bathroom + outdoor shower, two parking spaces, access to gas grill, wifi, bikes included. Ideal for a wedding week or quiet getaway. A perfect base for exploring Cape Cod, minutes from all Chatham has to offer.

Secluded Quiet Family-Friendly Cape Oasis

Escape to a secluded Cape Cod oasis we call the Hidden Hollow. This beautiful, family-friendly home features a cozy fire pit for relaxing evenings. Bring your furry friend along to enjoy the peaceful surroundings. Perfect for those seeking a tranquil getaway. Come enjoy stunning sunsets, sandy beaches, bike rides and a warm, welcoming atmosphere. Learn more below!