Pet-friendly vacation rentals in Brewster

Sunset Sabbatical Cape Cod

**Newly updated Bathroom for 2026 Season!** Put your feet up and enjoy yourself! Just a 5 minute walk to South Village Beach, you will enjoy everything Cape Cod has to offer. A backyard oasis, complete with Outdoor Shower, beautiful lights, fire pit and grill - you will create family memories here for a lifetime. Updated kitchen with new gas stove, dishwasher and microwave. High-speed WiFi, Roku TVs, luxury pottery barn linens & towels. Small Hypoallergenic Dog(s) allowed with a $50 pet fee.

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

Sun filled single level retreat, outdoor shower

Wonderful 3 Bed, 2 full bath single floor home. Bedrooms on two separate wings. Fully stocked kitchen with center island and breakfast bar. Large living room, vaulted ceiling exposed beams, floor to ceiling windows overlooking private backyard. Central A/C, wifi, smart TVs, washer/dryer, outdoor seating/eating, fire-pit, outdoor shower. Very close to Cape Cod Rail bike path, restaurants, Beaches, Nickerson State Park, golfing, shopping. Dog allowed by request; $30 per night or $150 per week.

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.

Pet Friendly - Walk to Downtown Dennis Port!

Newly renovated - cozy, clean and bright! PET FRIENDLY! (PRE APPROVAL required) All amenities provided for an enjoyable and relaxing family vacation or quick get-a-way! Three car driveway and private outdoor shower. Five minute walk to Dennis Port Main Street shopping, restaurants, yoga, Pet Salon, and Town playground. South Side Beaches and Ponds just 1 mile away as well as Cape Cod Bike Trail minutes away! Pet friendly beaches in Dennis after Labor Day and before Memorial Day weekends.

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!

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.

Shining Sea Condo

Ocean Edge Condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

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.

Bayside retreat - Brewster flats

Cape Cod Beach House with Private Bay Access + Pet-Friendly! Enjoy a classic Cape escape just a 5 to 7-minute walk to a private Brewster Flats beach, one of the few where you can leave your chairs and umbrellas out all week. This 3-bedroom, pet-friendly home features a private outdoor shower, gas grill, fire pit, and all essentials included (linens, paper goods, soaps, shampoo). Once you arrive, park your car and walk or bike to shops, restaurants, and scenic spots.