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.

Luxurious 5-Star Location with Scenic Ocean View

Step into the luxury 1BR 1Bath condo nestled in the heart of Plymouth, MA. This unit is one of many we offer at the Harbourtown building also known as Thomas Sea Suites. It offers a relaxing retreat just a few steps from the picturesque waterfront, restaurants, shops, and historic attractions. The stylish design and a rich amenity list will leave you in awe ✔ Comfortable King Bedroom ✔ Open Design Living Area ✔ Full Kitchen ✔ Washer/Dryer ✔ Balcony ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Parking

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.

Guest suite on cranberry bog, 1 mile from beach

Why fight the traffic to Cape Cod when you can enjoy New England's beaches, trails and seafood from beautiful Duxbury - just an hour from Boston! Our home is on a gorgeous cranberry bog surrounded by biking and walking trails and just a mile from the beach. Skylights and french doors to a private patio fill the suite with sunlight. Guests enjoy the fire pit, grill and yard in summer or hit the trails on snow shoes and sleds in winter. The bog freezes over too and is great for ice skating!

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.

Cozy Modern 2BR 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.

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. Located within a sought after cape style cottage community. It offers a Pristine Private Association Beach. There are water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. Location! Close to Cape Cod Canal, Restaurants, Beaches, Walking Trails, Golf Courses and Cape Cod Bridge. August Last Minute Deals- 25% OFF! 10% off 4 days.

Stylish Artist Cottage Near Beach &Plimoth Patuxet

Walk to dog-friendly Plymouth Long Beach or Plimoth Patuxet from this renovated 1800s coastal cottage and former artist’s studio that blends New England Charm and modern comfort. Thoughtfully designed with curated antiques, cozy interiors, a private seashell patio, Solo Stove, grill, outdoor shower, and games, The Dory is an intimate retreat for couples, beach weekends, wedding stays, and slow New England getaways just minutes from downtown Plymouth, the harbor, shops, and restaurants.

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.

Mink Cove Treehouse

A unique adult adventure awaits in this cozy hand crafted tree house! Nestled 12 feet off the ground amongst the chirping birds, red oaks & breathtaking views of Mink Cove in Buzzards Bay. The tree house is accessible by a suspension bridge that leads you to a partially covered porch where you can enjoy a cup of coffee or sit back & take in the sunset with a glass of wine. Step inside to the living space & snuggle up on the couch for an intimate evening.

Remodeled Studio Apartment in Downtown Plymouth

Come experience the charm and rich history of “America’s Hometown!” Get transported back in time in an 1887 colonial home located in the heart of downtown Plymouth. Enter through the French doors into a recently remodeled studio apartment with a full kitchen, full bath and king-sized bed. All the modern comforts you could ask for in a quaint and cozy rental. Walking distance to restaurants, shopping, Plymouth Rock, the Mayflower and more!

Off-Grid (heated) Forest Cabin

Escape to a private off-grid cabin on 40 acres beside Freetown Forest. Easy to access from the road, heated, fully secluded, and perfect for a quiet retreat. Enjoy rustic simplicity with modern essentials, including WiFi and a 12V power source for charging devices. Hike, relax, or work remotely in peaceful nature. A perfect getaway for solo travelers, couples, writers, and anyone needing a reset.