Holiday houses in Brewster

4.98 out of 5 average rating, 51 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

4.98 out of 5 average rating, 62 reviews

“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.

4.97 out of 5 average rating, 180 reviews

Condo 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!

4.97 out of 5 average rating, 373 reviews

Guest suite in Brewster

Sheep Pond Get-Away

The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

4.96 out of 5 average rating, 106 reviews

Apartment 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.

4.88 out of 5 average rating, 256 reviews

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. 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!

4.96 out of 5 average rating, 161 reviews

Apartment 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.

5 out of 5 average rating, 18 reviews

Newly remodeled cottage with path to beach

Enjoy the brand new kitchen and furniture in this newly remodeled cottage, The Sandpiper. The property is conveniently located next to Spruce Hill Conservation area allowing you direct access to its trails that lead to Spruce Hill Beach (.3 miles). Hop on your bike and head to the Cape Cod Rail Trail or Nickerson State Park, both less than 1 mile away. Have your fish and chips or lobster rolls across the street at Cobies, or enjoy our local coffee shops and fine dining.

Guest suite in East Orleans

4.92 out of 5 average rating, 184 reviews

Charming Old Cape Cod

Relax and enjoy spending time at Snowtop on the Town Cove, many activities including sailing, paddle boarding, water skiing and spectacular sunsets! A short walk to swim, sit on the sand or take a beach walk. The offered space has a private entrance with bath, bedroom with a king size bed, a sunny living room with dining table over looking the water where you could choose to dine in, have coffee in the morning or play a game.

4.92 out of 5 average rating, 266 reviews

Privacy with Cape Cod charm

This lovely, private one bedroom apartment is located above the unused garage on the grounds of our classic half cape house, just a 3 minute walk to our private beach on the bay. It sleeps 2 with a double bed and has a full kitchen and bathroom, along with an outdoor shower, grill, fire pit and picnic table located in private yard. Linens will be provided. Coffee maker and coffee will be waiting for you...

4.97 out of 5 average rating, 107 reviews

Tiny home in Brewster

Waterfront Romantic get away Nest

Prepare to be swept away by breathtaking panoramic views and bountiful wildlife. This is a secluded romantic getaway that is tucked back in the corner on our historic 9 acre cranberry bog and adjacent pond. Enjoy private pond access. Boats and fishing gear available for your enjoyment. The Nest tiny home is built Eco-Friendly and compliments the natural environment to give you and immersive feel.

4.98 out of 5 average rating, 187 reviews

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

• Fully equipped + stocked kitchen • Driveway parking for 3 vehicle + boat • Outdoor fire pit + hammock • Enclosed outdoor hot shower + sink • Access to private Blueberry Pond • Private deck Weber gas grill Cape Cod corn Hole yard game • Onsite washer + dryer • 15min drive to Chatham • 10min drive to Orleans Stroll to Nickerson State Park 6 Adirondack chairs Sea Peace Cottage-East Brewster

Holiday rentals for every style

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Villas

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Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Brewster holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Brewster's top sights

Skaket Beach31 locals recommend

Sesuit Harbor Cafe79 locals recommend

Nickerson State Park55 locals recommend

Other great holiday rentals in Brewster

5 out of 5 average rating, 16 reviews

Nestled In Brewster

DavidRating, 5 stars10 months ago

Coralie's place in Brewster is fantastic! The home is lovely with a large, beautiful private yard. It is very close to main streets making it easy to get anywhere yet very private and quiet. You do not hear or see neighbors or the road. The home itself is very clean and comfortable. Everything feels new and updated. The kitchen is the best stocked of any place we have stayed at the Cape in the past 10 years. Nice new appliances, cookware, utensils, and a fantastic spice drawer, all of which feel more like a nice home kitchen than a rental kitchen. The laundry facilities are also new, large capacity, and very nice. Similarly, the towels and linens are high quality and new. There are also great beach supplies including towels, chairs and a new umbrella that are all essential to enjoy the beach. Everything in the home feels new and high quality making for a very comfortable stay. Coralie is a great host - great communication - responds very quickly. Highly recommended!

Apartment in Brewster

5 out of 5 average rating, 3 reviews

Bright and Peaceful Studio

AlexisRating, 5 stars3 weeks ago

Nestled in a beautiful and private neighborhood in Brewster, this Airbnb was the perfect weekend getaway. The yard was spacious and great for our dog to run around to play fetch in and sun on the deck. We loved mornings out on the deck table listening and spotting birds. The unit was clean and cozy. There’s ample daylight in the unit and lots of windows. The fold down Murphy bed was straight forward to set up. The kitchen was stocked with the essentials. The water pressure in the bathroom shower was great and the water heated up fast. The hosts are responsive and friendly. They have amenities like bikes and paddle boards that we didn’t end up utilizing. Inside the unit was a great little binder of local recommendations and we tried a handful of them and ate lots of great food.

5 out of 5 average rating, 28 reviews

Condo in Brewster

Lovely townhouse at Cape Cod's Ocean Edge

ChristineRating, 5 stars8 months ago

We thoroughly enjoyed our stay as the place was very comfortable. The instructions as well as the check-in were easy and simple! Communicating with Jeff was also super easy. This pace was super convenient for us as we were participating in a weekend golfing event at Captains Golf Course which is located very close to Ocean Edge Resort. The home is lovely and very well maintained. I would highly recommend this place!

4.97 out of 5 average rating, 35 reviews

Modern Cape, Private Salt Water Pool, Beaches-Golf

MarissaRating, 5 stars1 week ago

Walt's place was the perfect spot for a weekend bachelorette getaway. The place was stocked with all the basic necessities and the outdoor area + pool was top notch. Walt was super accommodating and communicative. Would 100% recommend to anyone looking for a quiet peaceful place to stay on the Cape!

4.82 out of 5 average rating, 11 reviews

*NEW* fire pit, by Long Pond + Greenland Pond

KarisaRating, 5 stars3 weeks ago

A beautiful home with the perfect Cape Cod vibe! Sat by the fire-pit in the backyard a couple of nights and it was so peaceful! It’s centrally located on the Cape. I walked a couple mornings in the neighborhood and felt safe, it’s a very quaint neighborhood!

4.89 out of 5 average rating, 9 reviews

Old Cape Charmer

MikeRating, 5 stars8 months ago

The Cape Charmer was better than expected. It was suprisingly kid friendly. Our one year old really loved crawling around the soft carpet in the living room. The space was even nicer than the photos and the beds were extremely comfortable. Would book again.

4.96 out of 5 average rating, 166 reviews

Brewster Home on Lower Mill Pond

Michael & SharonRating, 5 stars2 weeks ago

A great place to stay at a very good price for the location. Agree with all the positive remarks and can't really add much new. Just be aware that the curtains are very sheer, so if the morning light wakes you, bring a sleep mask or plan to be up at sunrise. Nonetheless, we would stay again if returning to Cape Cod.