Holiday rentals in Brewster

4.98 out of 5 average rating, 56 reviews

Tiny home in Brewster

Whitecap Cottage-Tiny Luxury! PETok-Fireplace/pit

Whitecap Cottage 🤍 🌊 -located within The Salty Doors cottage community! 🌟Fully renovated 🌟Fully equipped kitchen 🌟Washer/Dryer combo 🌟High quality memory foam Queen mattress 🌟Cotton linens 🌟Down pillows/blankets 🌟Cotton towels 🌟 Shower toiletries 🌟Custom dining nook for 2 🌟Private screened in porch 🌟Private patio-propane fire pit/seating 🌟BBQ propane grill 🌟Two 43” smart TVs 🌟Stand up shower/full BR 🌟1 pet allowed 30lbs and under *additonal $30/per night pet fee will be due after booking

Superhost

4.87 out of 5 average rating, 213 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

4.97 out of 5 average rating, 182 reviews

Apartment in Brewster

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

2nd floor Ocean Edge end unit condo located in the heart of Brewster with access to OE resort amenities: pools, gyms, tennis courts, as well as access to resort activities (fees apply). Easy access to Cape Cod Rail Trail for bicycles. Scenic route 6A offers arts & crafts galleries and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. A 30 minute ride to Cape Cod National Sea Shore. Welcome to your Happy Place!

4.91 out of 5 average rating, 137 reviews

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck

Updated, spacious, peaceful Mid-Cape home Private road, private beach/pond (5 min walk) Silent central AC 4 BR/3 full bth: > Ground floor: 2 BR + 2 bth - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 recliners, leather couch, Jøtul gas stove, Roku TV Wooded yard - gas fire table, grill Ping Pong - (in unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

4.96 out of 5 average rating, 113 reviews

Flat in Brewster

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.

4.83 out of 5 average rating, 188 reviews

The Drake Cottage - Brewster Beach Getaway

Come and experience quintessential Cape Cod in The Drake Cottage located right on 6A in Brewster, Ma. The Drake Cottage is conveniently situated within about a mile of Drummer Boy Park, The Cape Cod Museum of Natural History and Paines Creek Beach. The Drake 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.

4.92 out of 5 average rating, 101 reviews

Antique Cape Home With Modern Conveniences

The Elisha Howland Saltbox provides your opportunity to experience the unmatched essence of a true 'Olde Cape Cod' home. We offer a restored antique Saltbox with 2 bedrooms and 2 bathrooms. For an additional charge, there is a detached cottage which can accommodate two more guests. PLEASE NOTE: we accept ONLY FULL WEEK RENTALS from mid-June to mid-September, but we welcome shorter or much longer stays during the rest of the year. Our home is a lovely place to spend a winter on Cape Cod.

4.87 out of 5 average rating, 269 reviews

Apartment 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. One king bed and one queen, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC in living room and heat throughout the unit. Wifi and two smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

4.99 out of 5 average rating, 612 reviews

Guest suite in Harwich

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Ten year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

4.96 out of 5 average rating, 165 reviews

Flat in Brewster

Sophisticated, Private Cape Cod living

LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

Superhost

Cottage in Brewster

4.87 out of 5 average rating, 61 reviews

BEACHFRONT Cute Cottage. PRIVATE BEACH. Great View

Great Location Beach front! Amazing sunset views over the bay from every room. Cozy and comfortable 2 BR beach cottage in a natural setting in desirable Brewster MA. New Sofa. Outdoor shower Only! All photos are taken on the property! A/C & WIFI Master Double Bed, bunk room, full kitchen, living room, bathroom, hot-water outdoor shower. The fabulous eat-in porch, with views so fabulous and ever changing, you won't want to leave.