The next time you need a break, take it in a locale full of small-town New England charm and waterfront fun. Point your compass to Chatham on Cape Cod. Just one of the Cape’s quaint towns, Chatham is located at the southeastern tip of the Cape and has beautiful Atlantic Ocean and Nantucket Sound beaches. Book Chatham vacation rentals and homes with Pretty Picky Properties. Ask about pet-friendly rentals —you may be able to bring along the entire family!
Book Our Chatham Vacation Rentals Below
Attractions and Activities for Everyone
Chatham has its own unique set of attractions and activities to keep you busy throughout your stay. Spend the day at Lighthouse Beach, and make sure to incorporate a visit to the lighthouse itself, considered to be one of the most famous and interesting lighthouses on Cape Cod. Stop by the Atwood Museum, created in 1923 for the preservation of the many artifacts and records of the town, or any of the other historical sites and museums that tell the story of the area’s history.
You’ll want to spend some quality time on Main Street in the heart of Chatham Village. This is a favorite destination for vacationers, no matter where on the Cape they are staying. They all head for Chatham for the outstanding restaurants, shops, galleries, a quaint movie theater, live music concerts and Cape Cod League baseball.
Great Accommodations for Great Chatham Experiences
Step into a luxury and private home away from home when you step into Chatham rentals provided by Pretty Picky Properties. Each of our Chatham vacation home rentals starts with wonderful accommodations that has everything you need for a private, restful, and relaxing stay with loved ones. Living spaces feature comfortable and cozy furnishings where everyone can find their own place to relax. Or watch a movie or TV show together on the large flat screen TV. There are plenty of delicious dining options in Chatham and the surrounding area, but there are times you’ll want to enjoy time with family and stay in. At those times, turn to the house’s fully equipped kitchen. You’ll find expansive counters, an array of cupboards and drawers full of all the cookware and utensils you’ll need, as well as modern appliances to make creating and serving a delicious home-cooked meal a breeze. Enjoy the meal in the dining area inside, or in an outdoor dining space.
Conveniences of Home in Chatham Vacation Rentals
You’re on a getaway, but you chose a private vacation rental home to continue to enjoy the benefits and conveniences of home. You have your favorite outfits that you wash and wear again and again. Bring only those outfits with you and wash them as much as you need, since our Chatham area homes offer laundry areas with full-size washer and dryer. It also means there will be more room in your suitcase for souvenirs! Share all your Chatham vacation fun and memories – and maybe brag a little bit – on social media with the home’s complimentary Wi-Fi. Send a quick email to check in with loved ones and keep them in the loop or stream favorite movies and TV shows so you don’t miss an episode. Your indoor comfort is assured when you choose a Pretty Picky home, since all our properties provide air conditioning via a central system, in-wall splits and/or window units.
Vacation in Private in Chatham
After a day of Chatham area fun and activities, cozy up in a private bedroom for a good night’s sleep in preparation for another day of activities or vacation relaxation. Stretch out on comfortable beds and rest your tired head on pillows dressed in fresh linens, professionally made up in anticipation of your arrival. Maybe you’ve planned a trip with other couples or families. No problem, since each bedroom in our Chatham rentals is as stunning and spacious as the next. Some homes have multiple suites with en suite bathrooms included. Bathrooms in our Chatham, MA vacation rentals often feature spacious and luxurious showers and bathtubs and privacy. You can go through your regular morning or evening bath rituals without interruption.
You’ll find the outdoor space at our Chatham, MA rentals as fun and relaxing as the indoor spaces of the home. Open green spaces offer a place for kids to run and burn off energy in the evening. Sit out on a balcony and enjoy the outdoors with a drink and in most cases, a special view. Private patios, both covered and uncovered, are prime entertaining spaces and include outdoor dining and living furnishings. Many homes offer wet bars, and every home has a grill for preparing meals al fresco. Select homes, private pools, hot tubs, and outdoor showers where you can wash away the sand and water of the beach before heading inside.
Book A Chatham Getaway Today
Make your dreams of the perfect Chatham vacation a reality! The friendly and helpful team at Pretty Picky Properties is waiting to help you with your vacation rental home plans. Contact us today to book your ideal vacation rental and start planning the Chatham vacation of a lifetime!