Holiday rentals in Brewster

The Drake Cottage - Brewster Beach Getaway

Experience quintessential Cape Cod in The Drake Cottage located right on 6A in Brewster, Ma. The Drake Cottage is conveniently situated within a mile of Drummer Boy Park, The Cape Museum of Natural History, Paines Creek Beach and a 9 min drive from Oceans Edge. The cottage offers an expansive private back yard with an acre of land. Enjoy a newly extended patio complete with fire pit, 10 person picnic table and BBQ grill. Our newly updated interior provides our guests with many modern amenities.

Beautiful 4 bed/3 bath in Brewster, MA

Plan a Fall Getaway! Beautiful 4 bedroom 3 bath spacious fully renovated cape house in Brewster MA. The private full acre lot backs directly up to Nickerson State park. Easy access to bay beaches and ponds. Master with king bed and en-suite bath, 2 additional upstairs bedrooms. One with 2 twin beds and one with a queen plus twin. 1st floor bedroom with queen and the third full bath. Rear deck and outdoor shower. NOTE: Pets considered on an individual basis. Additional pet cleaning fee applies

“Rooster Cottage and Gardens” Entire Private Home

Rooster Cottage and Gardens is located on a quiet street in Brewster. The home has many new features including updated kitchen and new furniture. Distance to Cape Cod Bay, 4 mi.; Atlantic Ocean, 7 mi.; Ptown, 23 mi. For travel nurses, we are 13 miles from Cape Cod Hospital. There are nearby stores, bakeries, restaurants, and the excellent Brewster Ladies Public Library. The porch overlooks the private gardens. We love gardening and try for interesting views & foraging for birds even in winter.

Beach & Recharge! Hot Tub, Fire Pit & EV Charger

This prime location is just over a mile from Main Street Brewster, Ocean Edge Resort & Golf Course, and Cape Cod Bay for the family-friendly Brewster Flats beaches. Bike down to the Cape Cod Rail Trail, or go on a hike at Nickerson State Park just around the corner. A 10-minute drive takes you to the closest grocery store in Dennis, Harwich, or Orleans, and beaches along the National Seashore. At home, enjoy wonderful amenities like the hot tub, fire pit, full kitchen, movie, and game nights!

Brewster Hideaway

Sunny, modern, open concept home with sunken living room and kitchen. Location affords privacy and natural, mature landscaping abutting conservation wetland. Chef's kitchen includes butcher block counters, 48 inch induction and gas range with double oven. Bike path access 1/4 mile down the road. Breakwater Beach on the bay side is a short 1.5 miles, Fisherman's Landing for freshwater swimming at Sheep Pond is 1.1 miles. Central location provides access to many restaurant and shopping options.

Songbird Studio- Secluded but close to everything!

Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

Renovated Beach House, Central AC, Private Ponds

Renovated Cape Cod vacation home, centrally located in Brewster near beaches, abutting conservation land in a quiet private neighborhood. Steps from scenic Greenland Pond, Long Pond, and close to Cape Cod Rail Trail, downtown Brewster, and mid-Cape attractions. Enjoy stunning sunsets and swimming at nearby ponds and visit local beaches. Enjoy newer furnishings, fast WiFi, stocked kitchen, 2 smart TVs, comfy beds, workspace, finished basement, patio with fire pit and outdoor furniture.

Cape Cod Farmhouse: Walk to the Beach in Brewster!

Defined by understated furnishings throughout, The Brewster Farmhouse is a serene beach retreat, right across the street from Ocean Edge Resort and a 10 minute walk to Ellis Landing Beach. Total of 3 bedrooms and 4 full bathrooms, with central AC and heating. All bedrooms have queen-sized beds, and their own private, en-suite bathrooms. Right next door to cute antique shops, art galleries, and boutique farms. Close walk or drive to all of the best restaurants and cafes in Brewster!

Brand new, on a secret pond

Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

Townhouse at Ocean Edge 2B/2B + Loft

Experience resort-style living at its finest! Tucked away just a 10-minute drive to the beach, this delightful townhouse offers the perfect blend of comfort and convenience. With two bedrooms, two baths, and an additional cozy loft space, there's ample room for relaxation. Enjoy lounging on the patio, take a refreshing dip in one of the resort pools (for an additional fee paid directly to Ocean Edge) or head to the beach for some sun and surf. Your ultimate getaway awaits!

Shop, Swim, Hike, Bike in Historic Brewster

Sunny, air-conditioned, single-floor cottage on 3/4 private wooded acre — a rare combination of seclusion and location on Cape Cod. Breakwater Beach and Sheeps Pond are each 1.3 miles away: ocean one day, calm freshwater the next. The Cape Cod Rail Trail is a one-minute bike ride; Brewster Store and the Scoop are a half-mile stroll. Gather around the fire pit, rinse at the outdoor shower, and sleep well on newer mattresses. Beach chairs and toys included. Ample parking.

Hawks Nest with path to beach

This classic Cape Cod cottage has a private wooded path to Spruce Hill Beach - so no need for a car, beach sticker or hassle. Located north of 6A, this house features a newly remodeled kitchen, four bedrooms, and multiple sitting areas. The Cape Cod Rail Trail, a popular bike trail, and Nickerson Sate Park can easily be reached by bike (400 meters). There are also a variety of restaurants and bars nearby, such as Cobie's across the street or the Front Lawn at Ocean Edge.