Holiday rentals with outdoor seating in Chatham

Steps to Oak St Private Beach!

Relax with your family at this updated home steps to a private beach! Large sunroom with dining table, sectional & TV overlooks the front yard with patio offering sectional & firepit. Fenced in backyard with hot tub, dining table, sofa & chair, grass area, gas grill & shed. Open concept kitchen & living room. Spacious master suite with king bed, sitting area, desk & bathroom with tiled shower & double vanity. Queen bedroom & 2 twin bedroom adjacent to main bath with tub/shower. See linen policy.

Cozy Luxury Cape House - 5 min to Beach!

Warm, modern, tastefully designed 4br/2b happy-place in Yarmouth Port, central Cape Cod’s cutest historic village. - Outdoor shower, grill, firepit, dining & lounge area - Family & pet friendly - Comfortably sleeps 10 adults - Linens & towels included - Centrally located; historic sites, fantastic food, golf, airport, wineries, breweries & shopping - 8min to Mayflower Beach, 5min to Gray's Beach, 12min to Chapin Beach - 10min to Martha’s Vineyard & Nantucket ferries - Fully renovated Fall '22!

Modern Mid Century in West End with Parking

Newly renovated 2 bedroom 2 bath in desirable west end on 2 levels. It is close to beaches and walking distance to commercial street. The unit comes with 2 dedicated parking spaces. Upstairs, open living floor plan with direct access to large patio, outdoor shower and outdoor dining; office space with desk and additional pull out sofa bed; and main bedroom with king size bed and bath. Downstairs, bedroom suite with a queen size bed, kitchenette & bath & another direct access to small patio.

Beautiful private apartment walk to everything!

This is an incredible property! Renovated and spotless with all the amenities to make your stay feel like home, only better. Downtown Oak Bluffs and her beautiful beaches are within a five-minute walk. There is a local market and deli right next door where you can find anything you need in a pinch, and a great BBQ restaurant across the street. This second floor apartment has one bedroom with a queen-sized bed and a queen pullout couch. Smart TVs, full kitchen and laundry plus much more!

The BayBreeze

Enjoy your Cape escape this summer in this coastal cottage! Newly renovated interior and beautiful landscaping complete with a new outdoor shower, cowboy cauldron, brand new grill and outdoor patio furniture, relaxing water feature and a Bocce ball court! We have 4 beach cruisers that you can use at your own risk. We also have 4 backpack beach chairs in a locked shed. The beach is just a half mile away and close to restaurants and shopping. Dogs must be pre approved and only one dog.

Walk 2 Beach| Firepit| Dog Friendly| Location!

Escape to our charming Cape Cod cottage, just minutes from Sea Street Beach. This well-furnished 3-bedroom, 1-bath haven boasts a dreamy backyard oasis with an outdoor dining table, fire pit, & a refreshing outdoor shower. Perfectly fenced for kids and dogs to play freely. Embrace coastal living where sun, sand, and serenity converge! 2 Min to Sea Street Beach 15 Min to Cape Cod Inflatable Park 20 Min to Mayflower Beach Explore Cape Cod's magic with us and learn More Below!

Serene Lakefront Retreat: Your Perfect Getaway!

Escape to our serene lake house with breathtaking views & endless opportunities for outdoor adventure. With a dedicated workspace, stay connected while enjoying tranquility. Take a paddle on the lake with kayaks & pedal boat, or relax on the patio with outdoor fire pit. Fully furnished & decorated, feel at home cooking in the fully equipped kitchen or curling up in the cozy living room. Book your stay today and experience the magic of nature firsthand!

Brad’s Place-Great Indoor and Outdoor Space!

Centrally located in South Yarmouth just off route 28! This home offers exceptional convenience with mini-golf, beaches, restaurants, the pirate museum, and more, all within a mile. Enjoy the amenities of an outdoor living space with a bar complete with flat screen TV, fire pit, fenced in backyard, and outdoor shower. Stay comfortable year-round with heating, central air conditioning, and lounge on the wraparound patio. Parking for 4 cars available.

Dreamy house in the woods. 3bdr/6beds/2.5ba

Welcome to our sun-drenched, newly updated New Seabury getaway with 3+ br, 2.5 baths and an outdoor shower. 15-minute walk/3-minute bike ride to the Spit beach. Short drive or a scenic walk to the Popponesset Inn/Marketplace. Enjoy our big private backyard setup with a hammock, patio and a cozy fire-pit. Relax on our expansive wrap-around deck equipped with a 4-burner Weber grill, dining furniture, and a patio set.