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, 134 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, 106 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

Top guest favorite

A serene bedroom features a spacious bed adorned with a blue and white striped blanket and decorative pillows. The wall is decorated with exposed brick and a green wall accent. Soft lighting from wall sconces enhances the calming ambiance, while a door leads outside.

Apartment in Plymouth

4.96 out of 5 average rating, 68 reviews

The Blue Door

The Blue Door is right in the heart of Plymouth. It is a lovely apartment that sleeps 4. Everything you want and need for a relaxing stay in Americas home town. All five star reviews. Lots of surprises in our bnb. Summer, Fall, Winter, or Spring every season has much to offer! Festive Christmas, Fall, is of course,a great time, Thanksgiving Parade, in America’s home town, tons of fun! Spring is a beautiful time to come to Plymouth. Summer with boating and beach season, restaurants & shopping!

Superhost

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.

Superhost

Home in Plymouth

5 out of 5 average rating, 18 reviews

7 Bed - Private Beach -Ocean Front w/Boat Moorings

Welcome to Bayberry Dunes! This completely remodeled beach house is located on a secluded, private beach on Western Point, Saquish. Soak up the most beautiful sunsets over Duxbury, Plymouth & Kingston Bays from one of the three decks. Enjoy fishing, boating, kayaking, and sunbathing right outside your front door. Bring a boat to use one of the two private moorings directly in front of the property. Ideal rental for single family, two families, or even multiple couples. *4x4 IS A MUST*

Guest favorite

A view overlooking a well-maintained pool surrounded by green grass, with beach access visible in the distance. The landscape features a mix of trees and charming houses, set against a clear blue sky and tranquil water.

Home in Plymouth

4.9 out of 5 average rating, 289 reviews

Ocean Side, Amazing View, close to town/beach, Spa

PRICING IS FOR 2 GUESTS, 1 BEDROOM, 1 BATH ONLY, can add additional bed/bath for a fee, YOU WILL HAVE THE HOUSE TO YOURSELF. We only use this listing to fill gaps when the larger listing isn't rented & will decline ALL WEEKENDS, HOLIDAYS, PEAK times and will only accept mid-week, non summer/holidays. Please read additional info. OCEAN FRONT, HISTORIC SUMMER COTTAGE, AMAZING VIEWS, GREAT LOCATION, less than 1 mile walk to town and beach. Hot tub, fireplace, stocked kitchen, fresh linens.

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, 134 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 exterior of a two-story white house is displayed, featuring a well-maintained lawn with a fenced yard. An American flag is positioned on the porch. Large windows are present across the front, inviting natural light. Driveway access is located beside the property.

Home in Kingston

4.9 out of 5 average rating, 29 reviews

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.

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.

Guest favorite

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, 151 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!

Superhost

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

4.88 out of 5 average rating, 253 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!

Top guest favorite

A spacious sleeping area features a king size bed with crisp bedding. Two armchairs are positioned beside a round table, illuminated by a lamp. Natural light enters through two windows with shades, complementing the neutral wall color.

Apartment in Plymouth

4.98 out of 5 average rating, 121 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.