Are There Starter Amenities?

Your vacation home is ready for you! You’ll find some basics on hand to get you started. When these items run out, our homes are close to stores where you can easily replace the things you need. If you’ve booked a home in our Luxury Collection, these homes also include bath products like shampoo, conditioner and body wash.

What Is the Best Way to Get Around?

The land area of Brewster is less than 23 square miles! That makes it a somewhat walkable town, with many activities, attractions, shopping, and dining close by. Many people can be seen biking in the area and walking to the beach. Your vehicle is likely the fastest way to get to where you want to go.

What Is There to Do in Summer?

Cape Cod and its many towns are a summer vacationer’s paradise. The harsh winter is mostly for locals, so minimal services are open. When the summer hits, the towns come alive. In Brewster, you’ll want to visit the many beaches, Crosby Mansion, Stony Brook Grist Mill and Museum, and many other historic places.

Brewster Vacation Rentals

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Cape Cod Rentals

Brewster is full of New England charm, and it boasts many of the Cape’s best beaches on Cape Cod Bay. At low tide, you can walk straight out from shore for a mile or more on the famous “Brewster Flats.” Take the kids and watch them discover all sorts of harmless critters in the tidal pools. Build a sandcastle, then retreat to shore and watch the incoming tide slowly destroy it. Be sure to be on the beach at sunset, because on this side of the Cape, you’ll enjoy breathtaking sunsets over the bay. Take in some area history at local museums and historic sites like the Crosby Mansion, a three-story, 35-room mansion built by Albert and Matilda Crosby in 1888 and visited by such noteworthy guests as Mark Twain.

Many Floor Plans for Many Living Styles

When you step into a vacation rental in Brewster provided by Pretty Picky Properties, style, comfort, and craftsmanship are a few words that may come to mind. Homes in Brewster come in a myriad of styles and floor plans, so too do the vacation rental properties we offer in Brewster. Whether you’re looking for a cozy beachside retreat for a sweetheart getaway or small family, or a sprawling mansion with bay views, we can help you find what you’re looking for. You may choose a home with an open and bright great room that combines living, kitchen, and dining into one space, or a home that defines the spaces more intentionally, so you can focus on each other and the moment. No matter which Brewster rentals you choose, our vacation rental homes in Brewster contain all the necessities of a home. Open living rooms offer plenty of comfortable seating, and entertainment centers with flat-screen smart TVs. Each of our houses has a fully equipped kitchen that is the heart of the home.

Spacious counters, cupboards, and drawers full of all the utensils and cookware you’ll need, and modern appliances work together to help you create and serve delicious home-cooked meals. Gather in a dining space indoors or outside, enjoy the meal together while planning the next day’s events or recounting favorite memories of an adventure just enjoyed. Gather together for board games, card games, and more.

Conveniences of Home

You chose a vacation rental home for your Brewster getaway for privacy, but also for the many conveniences a private home offers. All of our Brewster, MA rentals offer in-house laundry with a full-size washer and dryer, so you can pack light and save room in your luggage to take home fun souvenirs. Share Brewster fun – and maybe brag a little bit – on social media when you use the home’s complimentary Wi-Fi to post pictures and videos of your vacation adventures to social media. Send a quick email to check in with loved ones and keep them in the loop, even when they can’t be with you.

Testimonials

Mickey Souris

Our family stayed in one of the large beach houses. It was beautiful. We enjoyed our stay. Just a warning: there are a lot of rules and the owners are super picky but it's worth it. Would rent from this agency again.

Trish Gibson

PPP has the best communication and properties. All staff are friendly and helpful. Quick response to inquiries. Wont hesitate to use them again.

Penny Janiak

We always use Pretty Picky when we visit the cape and they have never let us down. The properties are gorgeous and there always seems to be something "extra" about them. Most recently, the EXTRA was this view that I couldn't get enough of.

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Vacation Privacy in Brewster Vacation Rentals

Treating yourself and your traveling companions to a resort or hotel stay in Brewster may sound like fun, but it may not provide the privacy you value most. When you want to kick back and relax in your hotel room, guests in surrounding rooms turn up the TV, or are constantly coming and going while pursuing their own vacation plans. Avoid the chaos and vacation in your own way, in private. After a day of Brewster area fun, curl up in a private bedroom for a good night’s sleep. Snuggle into comfortable beds and pillows professionally made up for you with fresh linens. Need more space for everybody? Then make sure to check out our 6-bedroom Brewster, MA rental homes!

If you’ve planned a trip with other couples or families, each room in our Brewster rentals is as lovely as the next, so everyone can be happy with their accommodations. Some homes have multiple-bedroom suites with private, full baths included. Bathrooms in our Brewster, MA vacation rentals feature spacious showers and bathtubs that will leave everyone feeling pampered each day. Looking to elevate your getaway? Choose our luxury Cape Cod rentals in Brewster, MA featuring amenities you’ll love!

Outdoor Relaxation

If you’ve come for the outdoor activities, sand, and water of Cape Cod Bay, you’ll likely be spending most of your time outdoors. Take a hike or a bike ride on the famous Cape Cod Rail Trail bike path. Or head to the bay for water activities. Or spend time in the great outdoors just outside your rental. More than a few Brewster, Cape Cod rentals provided by Pretty Picky Properties include private, heated pools and/or hot tubs. Soak the stress away or sit around the pool with a drink and a good book, watching the kids splash away. Spend time on a patio or balcony and enjoy the weather or turn to the provided BBQ grill and accessories and grill up a meal to enjoy al fresco.
Planning your getaway around Brewster in Bloom? Don’t miss our Cape Cod rentals in Brewster for this unforgettable event!

Come Stay with Us

Take the first step in planning your Brewster vacation when you book your dream Brewster cottage rental with Pretty Picky Properties. Contact us today and let us guide you to a vacation to remember for years to come!
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FAQs about our Brewster Vacation Rentals

Are There Starter Amenities?

Your vacation home is ready for you! You’ll find some basics on hand to get you started. When these items run out, our homes are close to stores where you can easily replace the things you need. If you’ve booked a home in our Luxury Collection, these homes also include bath products like shampoo, conditioner and body wash.
What Is the Best Way to Get Around?

The land area of Brewster is less than 23 square miles! That makes it a somewhat walkable town, with many activities, attractions, shopping, and dining close by. Many people can be seen biking in the area and walking to the beach. Your vehicle is likely the fastest way to get to where you want to go.
What Is There to Do in Summer?

Cape Cod and its many towns are a summer vacationer’s paradise. The harsh winter is mostly for locals, so minimal services are open. When the summer hits, the towns come alive. In Brewster, you’ll want to visit the many beaches, Crosby Mansion, Stony Brook Grist Mill and Museum, and many other historic places.