Holiday rentals 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.

Ocean View Cottage

Charming cottage with an ocean view in a private setting seaside community with updated kitchen that does NOT include a stove there is a cooktop, microwave and toaster oven, 3/4 bathroom w a shower. Firestick/RokuTV. It is ONE room, open concept with a comfortable memory foam easy fold out king couch. The cottage is separate from the house with its own entrance w parking for 2 cars. 1 mile from the beach and 5 miles from downtown. **PLEASE NOTE ONLY 2 PERSON OCCUPANCY / 450 LB LIMIT COUCH

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!

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.

Captain's Lodge- #1, Plymouth Water Front Condo

1200 square foot condo. 2 bedrooms plus loft. 1 +1/2 baths. Full large eat in kitchen + dinning and living room area. Massive outside deck over looking Plymouth harbor. Located in the heart of the historic Plymouth Water front. Short walk to the rock, Mayflower and beaches and surrounded by resturants , pubs and night life. Location offers access to all that Plymouth has to offer. Condo has been recently remodeled and everything is new and clean. Off street parking on location.

Drift Loft Houseboat

Stay aboard this charming houseboat with rooftop seating and the best harbor views, overlooking the historic New Bedford-Fairhaven Swing Bridge. Minutes to beaches, ferries to Martha’s Vineyard & Nantucket, downtown dining, and the Whaling Museum. Steps from Fathoms (award-winning chowder!). Walkable, convenient, unforgettable waterfront escape. 4 min drive to Seastreak Ferry 3 min drive to commuter rail 🚉 10 min walk to downtown New Bedford 2 min walk to Dunkin’ and liquor store

Lakefront Bliss,Your Perfect Getaway on the Water.

Welcome to our charming lakefront Airbnb! Nestled on the shores of Monponsett lake, this cozy retreat offers breathtaking views and a peaceful escape from the hustle and bustle of everyday life. With comfortable accommodations for up to 6 guests, our Lake front features a fully equipped kitchen, a spacious living Room, fireplace, private deck overlooking the water. Enjoy a morning coffee as the sun rises over the tranquil lake, or unwind in the evening with a bonfire by the shore.

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.

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 walk 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.

Backyard Oasis | Gazebo, Pool table & Fire Table

Spacious and family-friendly home near Boston featuring a private backyard oasis with a gazebo, pool table, fire table, and outdoor dining area. Perfect for vacations, graduations, business trips, and family gatherings. Enjoy a fully equipped kitchen, fast Wi-Fi, Smart TVs, comfortable sleeping arrangements for up to 8 guests, and free driveway parking. Relax, unwind, and create lasting memories in a space designed for comfort and connection.