Short Term Rental

Vacation - Retreat

(508) 776-6223

Lower Cape Cod

Harwich - Brewster Border 

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Pond Front in The Woods

 Enjoy every season around the Villa

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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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If you just want to stay at home just