Holiday houses in Plymouth County

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.

Location · Family · Backyard

Cozy Space w/ AC & Office, Walk to Beach/ Downtown

Our home is just 500 ft from Nelson Beach, with a splash pad and playground and less than half a mile to popular restaurants and shops. The Mayflower & Plymouth Rock are less than a mile away. Our 2nd floor apartment has central air, hardwood floors and granite counters. There are 3 bedrooms and a small home office. Free high speed Wi-Fi, 2 TV’s with Roku sticks and Netflix, washer & dryer, and 2 off street parking spots. Lockbox for contactless entry. Our home is smoke-vape free and pet free

Family · Location · Walkability

The Beachfront Estate: 360 Ocean Views, 5700 sqft

Welcome to your exclusive retreat where tranquility meets luxury and sleeps 24 comfortably. This stunning beachfront property offers an unparalleled getaway, ensuring complete seclusion and privacy. Special Features: - Private beach - Stunning 360 degrees ocean and harbor views - 6 bedrooms total: 4 bedrooms have king beds with en suite bathrooms, a bunk room with en suite, and 2nd bunk room / playroom - 6.5 bathrooms - Private road with only two houses - 8 bikes, 6 kayaks, 2 golf club set

Family · Value · Condition

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.

Family · Location · Layout

Updated: Cozy Modern 2BR+/1BA near Grays Beach

Entire home for rent, filled with modern comforts from central ac to a sectional couch and a backyard pergola/patio. Free snacks and coffee. Cook, grill, or just use the best toaster oven ever. Darts, PS5, Meta VR, and Nintendo Switch. Kids activities! Trampoline, swings, and fenced in yard on a quiet street. No house parties. Close to highway, beaches, and historic Plymouth. This is our home when not rented. It’s fully furnished and comfortable. Updated throughout. 1 bathroom, upstairs.

Value · Location · Condition

Ocean view home on Cape Cod Bay

Welcome to this family beach home on a 150-foot cliff with breathtaking views over Cape Cod Bay. This is one of the highest oceanfront locations on the entire East Coast. The airy, open living space has an ocean view, including the kitchen. Relax on the spacious screened porch. Take day trips to Plymouth, Boston, Cape Cod, and the islands. Have a picnic in the private cliff garden, and take in the vast, blue expanse below. This is an incredibly peaceful place, with so much to do nearby.

Family · Location · Hospitality

Oceanfront Year-Round Romantic Getaway w/Hot Tub

This stylish place to stay is perfect for group trips. Located inside Ocean Air Estates directly on a cliff over looking the ocean. This private community has its own beach access where you can swim and see ocean wild life. Every room has its own access to outside decks and patios. All bed rooms have decks and ocean views, room darkening shades and quality mattresses and bedding. The home lacks nothing for personal comfort. The large luxury kitchen has multiple sinks and ovens.

Location · Value · Hospitality

Quiet Luxe Water Front Oasis

Amazing ocean views from nearly every spot in the house. Open layout on first floor with kitchen, dining room, living room, and sunroom with deck to ocean. Gaze at the water as you work at the desk, cook your meals, or lounge on one of the two first floor couches. There's a half bath downstairs as well, and books and games to enjoy. The second floor features two bedrooms and full bathroom. Both bedrooms have ocean views; the master is your calming tranquil oasis next to the sea.

Value · Family · Condition

Welcome to Windansea. Duxbury Beach Vacation Home

Welcome to Windansea! This 3-BR/3BA colonial with bunkhouse is your newly furnished and tastefully preserved home at Duxbury Beach. Ideally located a short stroll to beach, back-river and iconic bridge. 10 minutes to Plymouth and about 45min to Boston, Nantucket, and Martha's Vineyard Island Ferry. Whether you seek a quiet, tranquil getaway by the ocean or an action-packed week of sightseeing excursions, this lovely escape at Duxbury Beach offers the best of both worlds!

Value · Location · Decor

Downtown Backyard Oasis

Enjoy easy access to everything from this perfectly located home base in downtown Plymouth. It is just a five minute walk to the 1620 Hotel, Mayflower, Plymouth Rock, beach, waterfront restaurants, Main Street boutiques & coffee shops, etc. Five minute drive to T station (in Kingston) for fun day trips to Boston without the traffic. Easy drive to Cape Cod for day trips as well! This newly renovated, yet charming, 2 bedroom first floor apartment is a perfect get away.

Family · Location · Beach

The Captain's House - Downtown Plymouth

A true downtown gem. Sparkling clean PRIVATE 1,600 sq ft HOUSE. Unbeatable location with all that Plymouth has to offer literally outside the door - restaurants, the harbor and historic sites (yet on a quiet street). Stylish, renovated 5 bedroom, 2 full bathrooms, laundry, a huge front porch and hidden backyard courtyard. Full kitchen, dining room, and living room. Park 2-3 cars in driveway. Central AC. A guest favorite that rarely disappoints.

Family · Location · Pets

Coastal 2BR Sleeps 6 & 3 min drive to Downtown

Newly listed waterfront suite — 376 reviews and a 4.88 average across our Plymouth portfolio Discover your serene coastal retreat! This brand new 2-bedroom suite boasts stunning water views and is just a 3-minute drive from downtown Plymouth. With 2 queen beds and a sleeper sofa, it comfortably accommodates up to 6 guests. Perfect for families or couples seeking a stylish getaway with modern amenities, a full kitchen, and a dedicated workspace.

Family · Location · Cleanliness