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Short Term Rental

Vacation - Retreat

(508) 776-6223

Lower Cape Cod

Harwich - Brewster Border 

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Pond Front in The Woods

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We think you will enjoy located directly downtown. The Squire is known and loved by all. It has two sides: the bar side and the restaurant side, and features a lovely wine list and a broad – something for everyone.

Chatham Bars Inn:  297 Shore Rd, Chatham, MA 02633

Knots Landing Bar & Grill: 1077 Main St, Chatham, MA 02633 (Dine-in Curbside pickup · Delivery)

Del Mar Bar & Bistro: 907 Main St, Chatham, MA 02633 (only dinner)

Sweet Tomatoes Pizza: 790 Main St, Chatham, MA 02633

Hangar B - For Breakfast: we love, also in Chatham. It may be an airport restaurant, but it’s light years away from fast food created by a former Chef of the Chatham Bars Inn.

Impudent Oyster: 15 Chatham Bars Ave, Chatham, MA 02633

Bluefin (sushi) : 513 Main St, Chatham, MA 02633 (Open Tue – Sun for Indoor Dining from 5:00pm and Curbside Takeout from 3:00pm)

Mom and pops Burgers: 1603 Main St, Chatham, MA 02633

Red nuns fun (sports events) 746 Main St, Chatham, MA 02633

Dogfish taco 22 Barn Hill Rd, Chatham, MA 02633



@ Harwich East Plaza few minutes from the Villa

400 East Restaurant:

Upper Crust Pizza 

       The Villa's staff's most ordered dish: Chicken Pesto Pasta

Alecsies House of Pizza: they deliver to the Villa!

181 MA-137 #3, Harwich, MA 02645

Sundae School ice cream @ 606 MA-28, Harwich Port, MA 02646

Buca's Tuscan Roadhouse- 4 Depot Rd, Harwich, MA 02645 Cozy, a Tuscan-themed restaurant offering sophisticated twists on Italian staples & a vast wine list.

Outer Bar & Grille is phenomenal, with beach views and only four minutes away from the Villa @ 2173 MA-28, Harwich, MA 02645.

Scribano's Italian Market & Deli Takeout·No delivery. Italian Harwich Port, MA.

Jake Rooney's Restaurant comfy fixture with wood bar & fireplace known for entrees served on heated stone & live music.

119 Brooks Rd, Harwich Port, MA 02646'

Our Guest's most visited restaurants: 

Outer Bar & Grille





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OKI Sushi  Forster Square Sushi Restaurant

2655 Main Street #16 Brewster, MA 02631

Fare and Just Kitchen: An Animal Friendly Kitchen

2628 Main Street Brewster, MA 02631

Ocean Terrace: 2907 Main St, Brewster, MA 02631

refined dining experience against the stunning backdrop of Cape Cod Bay

The Brewster Fish House: 2208 Main St, Brewster, MA 02631

Spinnaker Restaurant: Mediterranean restaurant

2019 Main St, Brewster, MA 02631

Apt Cape Cod:    food and music restaurant

2149 Rt 6A, Brewster MA breakfast too during the weekends

Woodshed: live music & drink 

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Our Guest's fav for
breakfast / Brunch 
Cafe Alfresco:  1097 Main St, Brewster, MA 02631


The Beacon Room: Italian-inspired fare (with a focus on fresh local seafood) in a classy-casual atmosphere.

23 West Rd, Orleans, MA 02653

Mahoney's Atlantic Bar & Grill: 28 Main St, Orleans, MA 02653

Rock Harbor Grill: Tavern 18 Old Colony Way, Orleans, MA 02653

Land Ho: genuine Cape Cod hang out, with a charm and character all its own. 38 Main Street and, MA-6A, Orleans, MA 02653

Yardarm Restaurant - 48 S Orleans Rd, Orleans, MA 02653

Big Dog's Bbq at Orleans Bowling Center 191 MA-6A, Orleans, MA 02653

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Vegan Restaurants 


Sunbird in Orleans is known for its ultra-creative breakfast and lunch menu and many vegan dining options. Plant-based diners come for the chilled grain and bean bowls, fresh beet and tomato salad, and seasonal vegan jam bars.


Fare and Just Kitchen

A new edition to the vegan restaurants on Cape Cod, Fare and Just Kitchen,  recently opened in Brewster. Their menu is 100% plant-based, gluten-free, and peanut-free. The restaurant is take-out only and includes a large selection of smoothies, grain, and veggie bowls served up with lentil “meatballs,” falafel, or veggie burger.


Red Nun

There is a Red Nun in both Chatham and Dennis Port, and both are local favorites for burgers. The good news is that they have an array of different vegan burger options and great salads. Their famous Buddha Bowl is a crowd favorite—nutty quinoa, roasted veggies, and beans topped with homemade tahini dressing.


Local Scoop and The Ice Cream Café

No trip to Cape Cod would be complete without ice cream. Orleans is lucky to have two choices for vegan ice cream. The Local Scoop has hard and soft-serve vegan ice cream options with a large selection of toppings from which to choose. The vegan ice cream at Ice Cream Café is so delicious that it is a popular choice among non-vegans. Both shops make their own ice cream and rotate the flavors frequently.


J Bar

Main Street in Harwich Port has become a vibrant destination for locals and tourists. J Bar is a quick-serve option for smoothies, healthy vegan fare, salads, sandwiches & coffee drinks. Get your order to go and enjoy a casual stroll down the street or to the beach.


Apt Cape Cod

Brewster’s Apt Cape Cod is another farm-to-table gem with a host of vegan options for breakfast and brunch. Even the chef’s tasting menu at dinner has a vegan option.



Cuvée at the Chatham Inn (not to be confused with the Chatham Bars Inn right down the road) is perhaps the Cape’s quintessential fine dining experience. The 4-course menu options and 7-Course Tasting Menu are a modern, globally inspired, and locally acquired representation of Cape Cod cuisine. The chef is happy to plan an entirely vegan menu upon request.

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