Plan your trip

A beach with wooden stairs leading down to the shore, a yellow raft on the sand, and a grassy area near the water.

Search Holiday Rentals in Brewster

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key

    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

  • Check prices for these dates

    Check prices for these dates, 15 – 16 December 2026

    View in a map

    Our top choices for Brewster holiday rentals

    1. Private Heated Pool • 5BR/3BA • Near Beaches and Nickerson Park

    A wooden deck with a fire pit, outdoor seating, and a pool area at dusk.

    2. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

    A beach with people, tents, and umbrellas.

    3. Beach Walks, Books & Bay Sunsets

    A sandy beach path leading to the ocean with a clear sky.

    4. Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

    A spacious living room with a large sliding glass door leading to an outdoor patio, a ceiling fan, and a white sofa with patterned cushions.

    5. The Brewster Pearl

    A beach with footprints, a large rock, and a clear sky.

    6. The Captain's Quarters Suite Unit - 10

    Terrace/patio

    7. The Cove at Yarmouth by Westgate Resorts

    A pool area with lounge chairs and flags.

    8. Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

    A wooden deck with outdoor furniture, a covered seating area, and a view of neighboring houses.

    9. Seaside Escape-Art-filled 2 Bd on Town Cove

    A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

    10. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

    A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

    11. 10 min walk to Beach - Home with Amazing View & Huge Deck

    A spacious living area with wooden floors, a large dining table, and multiple windows offering a view of the beach.

    12. Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

    A room with a wooden piano, a round mirror, a white door leading to a balcony with a view of greenery, and a hanging light fixture.

    13. Lovely House 5 Min to Beach with Deck, Grill, Garage

    A row of white buildings with storefronts, including a visible sign for 'Chatham' and a 'Chatham' sign above a window.

    14. Mazi's-A Waterfront/2 Bd/Dog Friendly Oasis for 4

    A table set for two with a view of the sunset over the water, outdoor seating, and a grill area.

    15. Winter Cape Escape - Walk to Wychmere, Fire Pit, Fenced Yard

    An outdoor patio with Adirondack chairs, a fire pit, and string lights.

    16. Beautiful home near Jacknife Beach and bike trail

    A sandy beach with a grassy path leading to the water.

    17. The Pet-Friendly Surf Shack Hideaway on the Cove

    A living room with a grey sofa, striped rug, and a lamp.

    18. Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

    Living room with plenty of seating and beautiful coastal design

    19. Seaside Getaway - Harwichport Beachhouse

    A beach with a wooden walkway leading to the shore, a rocky breakwater, and a clear sky at sunset.

    20. Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

    A bedroom with a bed, a desk, a chair, a TV, and a window.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

    View all properties

    Find holiday rentals that suit your style

    Aparthotels

    Apartments

    Condos

    Cottages

    Villas

    Top Brewster Hotel Reviews

    Candleberry Inn on Cape Cod

    A two-story house with a symmetrical facade, a central entrance, and a flag.

    Brewster by the Sea Inn

    A swimming pool with a fountain, surrounded by greenery and a gazebo.

    The Captain Farris House B&B

    A porch with white chairs and a planter with flowers.

    The Village Inn Cape Cod

    A white building with a sign reading "The Village Inn" indicating it is a fine lodging and breakfast establishment.

    Skaket Beach Motel

    A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.

    A Beach Breeze Inn

    A flagpole with an American flag, a circular flower bed with pink and white flowers, and white Adirondack chairs.

    Wequassett Resort and Golf Club

    A large two-story house with a balcony, a stone pathway, and a view of a lake.

    The Inn at Yarmouth Port

    An outdoor patio area with wicker furniture, a round table with a fire pit, and a white chair.

    The Escape Inn

    A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

    Chatham Tides

    A room with a bed, two wicker chairs, a small table, a coffee maker, and a view of the sea through a window.

    Hyannis Travel Inn

    A man sitting at a table with a laptop, overlooking a pool area with chairs and tables.

    The Villages at Ocean Edge

    An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

    Chatham Bars Inn

    A pathway leading to a beach with boats in the background and a building with a tower.

    Find out more about Brewster

    Everything you need to know about Brewster holiday rentals

    Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Brewster holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brewster holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Brewster holiday rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Brewster. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brewster holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Brewster holiday rentals we have selected for you start as low as £79 per night. Entering your travel dates in the search wizard you might find even better deals!

    How to find incredible deals on Brewster rentals

    At Expedia, we put the best Brewster holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Brewster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brewster holiday.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brewster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Are there holiday rentals in Brewster?

    Yes, there are holiday rentals in Brewster close to Cape Cod Museum of Natural History, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Brewster speak positively about the scenic seaside and seafood restaurants in this destination. Make sure you have time to check out the golf courses while you're in the area.

    What are some of the best holiday rentals that Brewster has to offer?

    Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!: This holiday home rental outside of Brewster is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room.

    How many holiday rentals are there in Brewster?

    Choose from 241 Expedia holiday rentals in Brewster for a memorable holiday.

    What’s there to see and do in Brewster?

    Enjoy the outdoors at Breakwater Beach and Paine's Creek Beach, or simply take in cultural attractions like Cape Cod Museum of Natural History and Harris-Black House and Higgins Farm Windmill. While here, Ocean Edge Golf Club and Nickerson State Park are other places worth a visit.

    What’s a holiday rental in Brewster like?

    Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Brewster. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.