Holiday rentals in Miles Standish Park

Waterfront Rocky Nook Beach House

Waterfront 3 bedroom rental beach house on Plymouth/Duxbury/Kingston Bay, steps from private sandy neighborhood beach on quiet street. Area exceeds crowded Cape Cod for quiet vacation. Wake to fantastic views & sunrises on unique tidal bay; step out to the beach without packing a car! Downtown historic Plymouth has many new & upscale shops & restaurants, water sports; Cape Cod bridges 20 mi south, Boston 35 mi via nearby train, take ferry to Martha's Vineyard, Provincetown, Nantucket for a day

New (Built-2022) 1 Bedroom Guest home

Kick back and relax in this calm quiet, stylish newly constructed spotless former In-Law 1 bedroom apartment with kitchen, walk-in closet, large walk-in shower in the master bathroom, and 1/2 bathroom with washing machine and dryer near living room area. This new 1 bedroom was built in 2022 and is centrally located in Kingston, Massachusetts. The location is only 5 miles away from historic America's Hometown Plymouth, Massachusetts, and its waterfront and downtown tourist area attractions.

Tiny farm house on horse farm

Set in a quiet cul-de-sac at the end of our driveway, this tiny house is part of our family compound and working horse farm. We have and many animals. Enjoy your space, knowing we are just 50 yards away should you need anything. This is a true tiny house experience. The kitchenette has everything you need. The sleep loft is accessible by a ladder and has a low ceiling. Disclaimer there is no door on the toilet, which is tucked away in the kitchen area. WiFi connection is not guaranteed.

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.

Updated: Cozy Modern 2BR near Grays Beach

Entire home for rent, filled with modern comforts from central ac to a large sectional couch and a backyard patio/pergola with lights. Free snacks and great coffee. Cook, grill, or just use the best toaster oven ever. Play darts, PS5, Meta VR, and Nintendo Switch. Kids activities! Trampoline, swings, and fenced in yard on a quiet street. Close to highway, beaches, and historic Plymouth. This is our home, so it’s fully furnished and comfortable. Updated and well maintained.

Cozy Apt in Snug Harbor Duxbury

Welcome to our charming two-bedroom, one-bathroom apartment in the heart of Snug Harbor, Duxbury, Massachusetts. Located just steps from Duxbury Bay, this cozy retreat offers the perfect blend of comfort and convenience for your seaside getaway. Overview: ● Bedrooms: 2 ● Bathroom: 1 ● Sleeps: 4 ● Minimum Stay: 1 nights About the Apartment: This delightful two-bedroom apartment is part of a well-maintained historical building, offering a warm and welcoming atmosphere.

Historic 1 Bed/In Town/Best Location/Hot tub/deck

Please do not book weekends, holidays, or summer dates in advance. This 1-bedroom is only offered to fill midweek gaps when the full home isn’t booked. Beautifully restored historic home in the heart of town—steps from the Pilgrims' first settlement, ocean, restaurants, shops, and more. Located on Town Brook near the Gristmill, with a deck, firepit, hot tub, grill, cozy bed, and working wood stove. Clean, comfortable, and full of charm.

Classic New England Beach Cottage

NO CLEANING FEE! LESS THAN 5 MIN WALK TO THE BEACH Enjoy a fun and relaxing stay in Kingston, within a 10 min drive to the Plymouth waterfront, featuring Plymouth Rock, the Mayflower replica and many great restaurants and shops. Less than an hour to Boston and 30 mins to Cape Cod. Our cottage has a private back yard with a gas grill, patio for outdoor dining, an area for lounging & an outdoor shower. See our 200+ five-star reviews!

Historic Downtown Plymouth

Enjoy the elegance and history of downtown Plymouth. This studio apartment has a separate full kitchen and a combined living/sleeping space. Beautifully private yet located in a antique historical building just steps from Plymouth Rock, the Mayflower, downtown shops and restaurants.