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Updated Antique in Historic Downtown Plymouth

Updated antique colonial within walking distance to everything historic Downtown Plymouth has to offer- waterfront, boating, shops, restaurants, historic sites, and more. Fenced in backyard with patio overlooking gorgeous, well-maintained garden. Patio has large farm table with umbrella and Weber grill, great for entertaining! This charming in-town location offers you the best of both worlds - walking distance to everything while also being cozy and comfortable to enjoy a day at home to relax.

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

White Sail w/ Private Beach Access & Scenic Trail

This charming detached villa sits just 100 feet from the ocean. Enjoy fast 800mbps WiFi, central air conditioning, Fireplace and a private backyard BBQ—perfect for relaxing after a day of adventure. Whether you're into sailing, windsurfing, or fishing, this location is ideal. The property is only 2.2 miles from Tabor Academy, about a 15-minute bike ride (three complimentary bikes provided). Please note: The small beach directly behind the house is private and reserved for residents.

The Driftwood Home, 5 min from Mashpee Commons, AC

- NOW PET FRIENDLY! - 15 min to Old Silver, South Cape, and Falmouth Heights beaches - 5 min to Mashpee Commons - 15 min to Falmouth Main St - 1600 square feet, built in 2014, w/ central AC - Large kitchen w/ all cookware and utensils - Outdoor deck with seating, fire pit, and grill - 55” Smart TV - 10 min to Shining Sea Bike Trail - Less than 10 min to Falmouth, Cape Cod, and Quashnet Valley Country Clubs - Centrally located to all of the Upper Cape - No parties or events!

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Thimble Cottage

My place is close to Tabor Academy, Sippican Harbor, Marion Village and Town playground, Beverly Yacht Club, the beach, parks, art and culture, restaurants and dining. Pedestrian friendly sidewalks! You’ll love my place because it is a quaint New England seaside cottage with nooks and gardens, super cozy and known locally as the Thimble Cottage. My place is good for couples, solo adventurers, business travelers, and families (with kids) and Tabor Academy visitors.

Relax by the Sea, Cozy 2 bedroom home

Relax with the whole family at this Ocean front family home. This home is tide dependent. This single family home is in a quiet neighborhood where the kids can ride their bikes, walk to the canal or splash park. In the cooler months watch a storm while cuddled on the couch. We are conveniently located less then 1/4 mile to Mass Maritime Academy. Wifi, smart TV, lots of options. If traveling with Pets please see our pet policy No smoking on the property

Sunset Cove Beach

This ocean view cottage is perfect for you and your family to relax, unwind and adore the wonderful scenery it has to offer. This charming cottage is on a quiet dead-end street, suitable for a small family or a couple, seeking to appreciate the neighborhood and beaches without the hassle of cape traffic. Come and enjoy the warm water, beautiful sunrises, breathtaking sunsets, and much more.

The Flirty Flamingo-Wareham, Ma

Welcome to The Flirty Flamingo, a stylish coastal retreat near Cape Cod’s beautiful beaches. This bright, family-friendly home blends seaside charm with modern comfort, featuring a fully equipped kitchen, air conditioning, and inviting spaces to relax after a day of exploring. Conveniently located near Boston, Cape Cod, and Gillette Stadium, it’s the perfect home base for your getaway.

Oceanfront | Firepit | Gameroom | Pets | Kayaks

Welcome to Beach Bliss—AS SEEN ON THE EMMY AWARD WINNING TV SHOW - STAYCATION! This newly renovated 5BR, 2BA waterfront retreat in Buzzards Bay offers a fire pit, game room, modern amenities, and cozy charm. Walk to local restaurants and attractions, or relax with breathtaking views. The perfect escape for comfort, style, and tranquility on Buttermilk Bay.

Beautiful ocean front home with amazing view

This one story house on Buttermilk Way is just as comforting as the name of the street it's located on. Its white walls, large open windows, and backyard deck with a view of the bay is perfect for a relaxing getaway. Equipped with three bedrooms, two bathrooms, a full kitchen, and common space ensures that your comfortable yet functional vacation.