Pet-friendly vacation rentals in Brewster

4.97 out of 5 average rating, 299 reviews

Home in Dennis Port

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.

A modern kitchen features sleek white cabinets and stainless steel appliances, including a double door refrigerator. A spacious island with seating for four is highlighted, while a wooden dining table accommodates additional guests. Natural light filters through multiple windows, illuminating the light wood flooring.

5.0 out of 5 average rating, 69 reviews

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.

4.98 out of 5 average rating, 131 reviews

A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.

Home in Harwich

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.

4.88 out of 5 average rating, 366 reviews

The exterior view presents a two-story condo unit with a stairway leading to the entrance. Lush greenery surrounds the path, while well-maintained shrubs complement the soft landscaping. The balcony above offers additional outdoor space, enhancing the overall appeal of the building.

Condo in Brewster

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!

The living area features wooden cathedral ceilings and a cozy seating arrangement with two grey sofas, adorned with colorful pillows. A wooden coffee table is centered on a patterned rug, with a fully equipped kitchen visible in the background.

4.93 out of 5 average rating, 150 reviews

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.

5.0 out of 5 average rating, 23 reviews

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.

A charming exterior of a Cape Cod house is framed by verdant trees and a gravel driveway. The structure features a pitched roof, large windows, and a welcoming front porch with seating arrangements. Lush greenery surrounds the property, enhancing its serene rural setting.

4.94 out of 5 average rating, 62 reviews

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.

4.93 out of 5 average rating, 163 reviews

4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC

Relax at this spacious mid-Cape retreat on a quiet private road, just a 5-minute walk to a private swimming beach and pond. Canoe included! Sleeps 8 with 4 bedrooms (2 on the main level, 2 upstairs) and 3 full baths with bidets. Enjoy central A/C, hardwood floors, a screened porch, 65" OLED TV, gas stove, gas fire table and grill, ping pong, and wooded yard. Convenient main-level washer/dryer. Near the Cape Cod Rail Trail, beaches, golf, tennis, boating.

4.96 out of 5 average rating, 206 reviews

A charming exterior of the Carriage House features weathered shingle siding and a cupola on the roof. Surrounded by landscaped gardens, the entrance showcases a well-kept pathway and a mix of greenery and blooming flowers, creating a welcoming ambiance.

Home in Eastham

The Sea Captain's Carriage House

The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Guest suite in West Harwich

A cozy living area features a brown sofa set, complemented by a rustic wooden coffee table at its center. A flat-screen TV is positioned on a white stand against the wall, while a rocking chair is visible in the corner. Soft natural lighting illuminates the space.

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

4.92 out of 5 average rating, 347 reviews

4.94 out of 5 average rating, 103 reviews

The exterior of Brewster Cottage features a two-car garage with beige doors and a charming wooden front door. Lush greenery surrounds the property, providing a natural and inviting setting. The roof is steeply pitched, typical of New England style architecture.

Guesthouse in Brewster

Cape Cod Cottage: Walk to the Beach in Brewster!

Brewster Cottage is a luxury guest house located right across the street from Ocean Edge Resort and Ellis Landing Beach! Living room has 1 queen size bed + 1 twin size bed that sleeps 2 people. Bedroom has 1 queen size bed that sleeps 2 people. The cottage sleeps a total of 4 people. 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!

An inviting living area features a comfortable seating arrangement with a grey sofa and an accent chair. A dining table is visible, accompanied by floral arrangements. Warm light filters through large windows, illuminating the space, while a fireplace and decorative elements enhance the cozy atmosphere.