
Vacation rentals in Miles Standish Park
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Top-rated vacation rentals in Miles Standish Park
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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.
5.0 out of 5 average rating, 167 reviews
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.
4.92 out of 5 average rating, 195 reviews
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!
4.95 out of 5 average rating, 110 reviews
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.
4.9 out of 5 average rating, 52 reviews
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.
4.94 out of 5 average rating, 105 reviews
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!
4.99 out of 5 average rating, 100 reviews
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.
4.98 out of 5 average rating, 163 reviews
Classic New England Beach Cottage
August 16 to 22 just opened up! 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!
4.87 out of 5 average rating, 272 reviews
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.
4.95 out of 5 average rating, 81 reviews
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.
4.9 out of 5 average rating, 199 reviews
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.
4.95 out of 5 average rating, 281 reviews
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.
4.99 out of 5 average rating, 139 reviewsPopular amenities for Miles Standish Park vacation rentals
Other great vacation rentals in Miles Standish Park

Designer 2BR with Sage Kitchen & Quartz Counters
5.0 out of 5 average rating, 10 reviews
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4.6 out of 5 average rating, 10 reviews
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Welcome to Dune Side on Rexhame beach
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Homey Plymouth Condo
4.96 out of 5 average rating, 45 reviews
The Quarterdeck | Oceanfront Fun for All Ages
5.0 out of 5 average rating, 63 reviews
Oceanfront Hot Tub | Home Theater| Game Room
4.86 out of 5 average rating, 7 reviewsDestinations to explore
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