Vacation rentals in Miles Standish Park

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Top-rated vacation rentals in Miles Standish Park

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Top guest favorite

The entryway features a wooden staircase with white railings leading to the second floor. A cozy seating nook sits beside a window, adorned with decorative pillows. Light-colored walls complement the hardwood flooring, while a console table with a decorative bowl adds a welcoming touch.

Home in Plymouth

5 out of 5 average rating, 135 reviews

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.

Guest favorite

A deck overlooks the bay, featuring two wooden lounge chairs positioned for relaxation. The tranquil water reflects the sky, with distant hills and boats visible on the horizon. The scene conveys a peaceful coastal setting, ideal for enjoying views of sunrises and sunsets.

Home in Kingston

4.84 out of 5 average rating, 108 reviews

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

Guest favorite

A newly remodeled kitchen features modern stainless steel appliances and ample counter space. White cabinetry contrasts with warm wood paneling and flooring. A dining area with a wooden table and chairs is visible, along with soft lighting from pendant fixtures above.

Cabin in Cohasset

4.92 out of 5 average rating, 351 reviews

Lionsgate at Cohasset

Lionsgate is the perfect retreat to refresh the soul. Newly remodeled fully stocked kitchen with comfortable amenities provide a home away from feel. Enjoy a roaring fire in a rustic cabin during the winter or the coolness of a mini split in the summer. Cohasset, jewel of the South Shore is a quintessential New England seaside village located half way between Boston and Cape Cod. The ocean offers abundant recreation opportunities as well as plentiful parks for hiking and biking. A must visit.

Top guest favorite

A seating area features a dark blue sofa accented with decorative pillows, alongside an armchair with a matching pattern. A round table sits in the center, while a large mirror reflects natural light from the nearby windows adorned with white blinds and a blue valance.

Guest suite in Kingston

5 out of 5 average rating, 50 reviews

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.

Guest favorite

A small, red-roofed structure is visible in the foreground, surrounded by a neatly maintained grassy area. A white fence encloses the space, with trees and lush greenery present in the background. Two horses can be seen grazing peacefully, adding to the serene rural setting.

Tiny home in Pembroke

4.85 out of 5 average rating, 124 reviews

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.

Top guest favorite

An entryway reveals a bright yellow door framed by clear glass panels. A dark wooden bench is positioned against a deep teal wall, and a small rug saying 'welcome' is located on the floor. Wall hooks are available for coat storage.

Guesthouse in Plymouth

4.94 out of 5 average rating, 34 reviews

Cozy private suite Plymouth

Enjoy this peaceful & cute private suite w/your own entrance through the garage. You will be w/in a 30 minute walk to downtown & 15 minute walk to Morton Park where there's a lake & areas to hike/picnic. You are a 10 minute drive from the shopping areas at Colony place or a 2 minute drive (25-30 min. walk) to more shopping, coffee shops, restaurants & the history (Plymouth rock etc.) in downtown Plymouth. Safe, quiet & friendly neighborhood. New painting, new appliances & new furniture.

Top guest favorite

The exterior of a welcoming home is shown, featuring a porch with elegant front doors. Soft lighting illuminates the entryway, while lush greenery and colorful flowers enhance the landscape, providing a warm and inviting entrance.

Apartment in Pembroke

4.99 out of 5 average rating, 135 reviews

Beautiful Lakeside Apt between Boston and Cape Cod

Beautiful apartment, with extraordinary lake views, located on a quiet street and midway between Boston and Cape Cod. Access to the lake is just feet from your back door. Enjoy grilling, swimming and the use of kayaks, canoe and standup paddle boards. 1 bed, 1 bath, can sleep 5 with a pull out queen and twin couches. Full kitchen, laundry, internet, cable. Your own access with keypad and off street parking is an added bonus. NO SMOKING OF ANY KIND IN OR OUTSIDE-NO EXCEPTIONS.

Guest favorite

The image captures a serene seascape at twilight, showcasing a vibrant sky filled with shades of pink and purple. Gentle waves lap against the shore, while a distant landmass is visible on the horizon, creating a calming backdrop to the tranquil waters.

Cottage in Kingston

4.94 out of 5 average rating, 93 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.

Top guest favorite

A bright and airy living area features large windows allowing natural light to fill the space. A light gray sectional sofa and a coffee table are arranged around a wall-mounted television. A stylish dining table with black chairs is situated nearby, complementing the hardwood floor.

Apartment in Duxbury

4.95 out of 5 average rating, 55 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.

Superhost

A spacious room features a king-sized bed with a neutral quilt and decorative pillows. French doors open to a view of the outdoor area, allowing natural light to illuminate the space. A patterned area rug enhances the room's aesthetic.

Apartment in Plymouth

4.91 out of 5 average rating, 152 reviews

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!

Guest favorite

A charming cottage is displayed, featuring soft yellow siding and blue shutters. A welcoming front door is framed by greenery, while neatly arranged stones lead to the entrance. The surrounding yard is lush, showcasing various plants and flowers, set against a peaceful backdrop of trees.

Cottage in Kingston

4.87 out of 5 average rating, 256 reviews

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!

Guest favorite

The exterior of an antique home is showcased, featuring a sloped roof and neatly arranged windows with shutters. A brick pathway leads toward the entrance, bordered by manicured gardens and decorative planters. A vintage-style lamp post stands beside the path, adding charm to the welcoming front yard.

Guest suite in Plymouth

4.96 out of 5 average rating, 237 reviews

Comfortable & Historic Plymouth Suite

Our place is perfect for couples or single guests who are looking to enjoy Plymouth for all of the scenic and historic opportunities it has to offer. This space is part of our antique home, yet guests will be able to enjoy their privacy. We are centrally located between Plimoth Patuxet, Long Beach, and Downtown.