Holiday rentals in Billington Sea

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.

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

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.

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.

Peaceful Waterfront Retreat

This brand-new, three-bedroom, two-bath retreat offers stunning views of Billington Sea — a serene, scenic, fully recreational 269-acre freshwater lake tucked away in historic Plymouth, Massachusetts. The home comfortably sleeps up to six guests and is designed for both relaxation and connection. Whether you’re lounging indoors or soaking in the natural beauty from the expansive 1,500-square-foot deck that literally hangs over the water, you’ll enjoy a peaceful sense of privacy.

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.

The Secret Garden 4 Bedroom, 7 Bed 3 Baths

This beautiful 2.5 acre fully fenced in private property has gardens, an in-ground pool & pool house with an outdoor heated shower. Our home offers 2 kitchens, dining room seating 12, a great room, 3 bedrooms with private sitting areas & lower level with 2 bunk beds (bottoms are full beds) & exercise area. Outside are 2 grills & a fire pit. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod.

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.

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.

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!

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

1200 square foot condo. 2 bedrooms plus loft. 1 +1/2 baths with shower in each. 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. Off street parking on site.

Unique Industrial Penthouse

This incredible unit is located on the top floor of the Post Office building and alongside the “First Street in America." Watch the boats cruise around the harbor while enjoying the rooftop firepit, grill, or hot tub. Relish the breeze while people-watching on the bustling streets of downtown Plymouth. Restaurants, bars, beaches, shops, and historic sites are within walking distance.