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When you’re seeking a vacation filled with fun and adventure, choosing Chatham on Cape Cod for your vacation escape is the first of many excellent decisions you will make. Offering adventures around every corner, this getaway promises to be everything you dreamed it could be and so much more—especially when you stay in one of our New England Vacation Rentals Chatham properties, but we’ll get into that later! Right now, we want to show you the adventures you can have in just one day during your Chatham vacation.

After a Hearty Breakfast

Hopefully, you fueled up well at breakfast, because today is going to be a busy one! Your first adventure will be one that brings serenity to your soul: We’re going stand-up paddleboarding with equipment we’ve rented from Adventure Chatham, located on the Harwich/Chatham Border at 1150 Queen Anne Road in East Harwich. Offering paddleboards for rent and the opportunity to rent equipment for the day or the week (we recommend renting it for the entirety of your stay!), your morning on the waters of the Cape will allow you to explore the natural habitat of the creatures who live in the sea, as well as enjoy vistas of pure bliss. Spend a couple of hours on the water and then prepare for more adventures in Chatham.

Our next stop, after you take your paddleboard back to your rental property, is a visit to the Chatham Shark Center. Located at 235 Orleans Road in North Chatham, this wildlife museum will teach you everything you never knew you needed to know about the great white shark, the one creature we’ve all been terrified of since Jaws first came out in the 70s!

Let’s Go Shopping

After a morning spent enjoying watery adventures, the afternoon will be filled with a tamer sort of fun. Start out with a shopping trip for souvenirs and gifts! You planned ahead and packed light, so you’ll have plenty of room in your suitcases to bring back all the things you can’t live without! Chances are, even after a hearty lunch, you might be suffering from a deletion of energy, but we’ve thought of that—a trip to Chatham Candy Manor is the first item on our agenda this afternoon! Located at 484 Main Street and designed to make Mr. Wonka’s factory look like an amateur created it, the treats found here will sweeten your day! From there, we will head towards Ducks in the Window (507 Main Street), the Mayflower Shop (525 Main Street), and maybe even Chatham’s Children Shop (515 Main Street). As a matter of fact, how about we just turn you loose on Main and let you choose the spots that appeal to you?

Nighttime at the Beach During Your Chatham Vacation

Just because the moon has risen, it doesn’t mean your adventures have to end; a walk on the beach under the glow of a full moon is an adventure you may find yourself having every day of your stay! When you come home to your Chatham vacation home from New England Vacation Rentals, it will be the perfect end to another perfect day in paradise. Reserve your stay with us today!

As cooler days begin to arrive on Cape Cod, our thoughts start to turn to the simple pleasures in life: a roaring fire in the fireplace, a cup of steaming hot coffee on a cold November morning, and a sweet treat that fills the empty spaces in our stomach as it warms our souls. Because we Northeasterners understand that a piece of pie or a cupcake or even a homemade piece of fudge is the way to anyone’s hearts, our bakeries are amongst the best in the nation! When it’s time for your Chatham vacation, be sure to make some time to stop in any, or all, of the following establishments; these are the best bakeries in Chatham!

Marion’s Pie Shop, 2022 Main Street

If you’ve ever attempted to make your own pie from scratch, you understand it’s not as easy as it looks. From the crust to the filling to the toppings, it takes a pie artist to conquer the problems and create heaven. Marion’s Pie Shop has been serving pies since 1947, and even though neither of the owners today are named Marion, their pies are masterpieces of magnificent sweetness and wonder that would do Marion proud! Also serving savory pies of chicken, steak, and seafood, everything they offer is flavorful and delicious.

Chatham Village Café & Bakery, 69 Crowell Road

This sweet eatery lives up to the quality you have come to expect from the town of Chatham, serving epicurean delights that never fail to please! Known for its hearty lunches that in the summer can best be enjoyed on the wooden picnic tables set up on its lawn, it’s the scrumptious treats they make fresh every day that has us coming back time and time again. Also offering donuts and breads in addition to their pies, cakes, and pastries, if you can’t find what you’re looking for at the Chatham Village Café & Bakery, you’re not really trying!

Chatham Perk, 307 Orleans Road

Can you imagine a coffee shop that doesn’t serve some kind of sweet treats to go along with their main attraction, the simple cup of joe? Well, we can’t either, and Chatham Perk is the perfect spot for those moments when you want something strong, rich, and dark and a little sweet to go along with it! Their pastry display case is chock-full of tasty goodness, including cannolis, cupcakes, and personal sized pies and tarts, and if you miss out on this spot during your Chatham vacation, you’re sorely going to regret it!

What Best Accompanies These Sweet Treats?

A stay in one of our New England Vacation Rentals Chatham escapes! Reserve yours today and discover the top bakeries in Chatham.

The best part of any vacation, in our humble opinion, is being able to eat the foods that make that region great: Mexican food in Arizona, barbecue in Texas, comfort foods in the south, and when on Cape Cod, ANYTHING seafood related! We’re surrounded by water; why would we want to try anything else? Fortunately, unlike those other region’s popular foods, seafood is a healthy treat, and if you’re trying to keep an eye on your waistline, you can still do so while on your unforgettable vacation in Chatham. Here’s some Chatham restaurants in the area that offer other healthy choices as well!

Chatham Bars Inn

If you’ve never heard of the Chatham Bars Inn, then chances are someone you know has! Located at 297 Shore Road, this is a Five Star Cuisine offering luxury beachfront and private dining. You will be awed over the breathtaking panoramic views of Chatham Harbor from a high point where the restaurant sits. CBI serves this amazing mouthwatering lobster roll that tastes so rich and delicious you’ll want to have another! This Inn is a landmark in Chatham and the Cape!

The Squire

Situated right in the heart of Main Street in Chatham (487 Main Street), The Squire is a local favorite for dining and entertainment. It’s pub-like atmosphere and casual flair make it cozy and comfortable. It’s open until 1:00am! A guaranteed good time will be had there!

Blue Fins Sushi & Sake Bar

When it comes to fresh Japanese cuisine and an authentic atmosphere, you will not be disappointed with Blue Fins! Located at 513 Main Street, you can stroll and shop all of the quaint and specialty stores and gift shops that line both sides of Main Street, work up an appetite and head over to Blue Fins for a unique lunch or dinner. The seafood doesn’t get any fresher than here on Cape Cod. So indulge!

The Corner Store, 1403 Old Queen Road

Fresh, healthy, and delicious, The Corner Store is mostly a take-out spot, allowing you to enjoy healthy treats in the comfort of your Chatham vacation rental. Famous for their burritos served in a bowl and made with all fresh ingredients, you never knew a dish that is good for you could taste this good!

Organic Market, 1218 Main Street

Offering locally sourced food and juices, Organic Market allows you to stock your NEVR vacation rental with the makings of healthy meals that taste good, or you can just buy their ready-made sandwiches and salads and take them for a picnic on the beach. Fresh food prepared daily will make your palate smile!

Bistro on Main/Chatham Raw Bar, 593 Main Street

You don’t always have to go to a restaurant that serves exclusively healthy or vegan meals, sometimes you can find the right choices at places like Bistro on Main. Let the family explore the fattier options while you stick to the leaner, yet equally delicious meals! The Seafood Papardelle Diablo is chock full of sweet treats from the sea, and the spicy sauce adds a delicious kick to every bite!

The Blue Coral, 483 Main Street

Presentation is as important as taste in this charming eatery located in the downtown area. Offering mostly seafood-based choices, patrons can enjoy a full spectrum of meals that are healthy and delicious. The seared scallop rolls are a local favorite, but you can keep your meal even lighter by choosing a spinach salad and topping it with chicken, shrimp, scallops, or salmon.

The Talkative Pig, 2642 Main Street

Our final Chatham treat is another one where you can choose to behave or choose to be bad. It’s your vacation, and we aren’t going to judge! The good choices found here include a fresh fish of the day meal, tasty salads, and a gluten free pizza—eating healthy doesn’t have to mean you kick pizza to the curb!

Just Down the Street

Our Chatham vacation rentals are located near everything that makes Chatham special, so you’re guaranteed to have the vacation of a lifetime in one of our classic New England cottages! Our fully equipped kitchens make cooking fun, allowing you the option of creating your own healthy dishes with locally sourced ingredients. Reserve yours today and enjoy a healthy and adventurous Cape Cod vacation!