Winter Vacation Rentals & Cabin Rentals in Plymouth, MA

Compare 1,342 available beachfront holiday vacation home properties, starts from $45

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Plymouth, MA: Top Deals

Plymouth Inn
Plymouth Inn
Plymouth Inn
Plymouth Inn
Plymouth Inn
Plymouth Inn
4.0 (373 reviews)
Plymouth Inn
Hotel
$104 /night
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Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
4.3 (26 reviews)
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth
Hotel
$79 /night
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Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
4.1 (10 reviews)
Clear Pond Penthouse Inn, Private Cape Cod beach front property in Plymouth!
Villa · 4 Guests · 2 Bedrooms
$230 /night*
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Fairfield Inn & Suites by Marriott Plymouth
Fairfield Inn & Suites by Marriott Plymouth
Fairfield Inn & Suites by Marriott Plymouth
Fairfield Inn & Suites by Marriott Plymouth
Fairfield Inn & Suites by Marriott Plymouth
Fairfield Inn & Suites by Marriott Plymouth
Fairfield Inn & Suites by Marriott Plymouth
4.5 (137 reviews)
Fairfield Inn & Suites by Marriott Plymouth
Hotel
$129 /night
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John Carver Inn & Spa
John Carver Inn & Spa
John Carver Inn & Spa
John Carver Inn & Spa
John Carver Inn & Spa
John Carver Inn & Spa
John Carver Inn & Spa
4.0 (284 reviews)
John Carver Inn & Spa
Hotel
$119 /night
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Clear Pond Suite
Clear Pond Suite
Clear Pond Suite
Clear Pond Suite
Clear Pond Suite
Clear Pond Suite
Clear Pond Suite
Clear Pond Suite
4.8 (24 reviews)
Clear Pond Suite
Hotel
$120 /night
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Hampton Inn & Suites by Hilton Plymouth
Hampton Inn & Suites by Hilton Plymouth
Hampton Inn & Suites by Hilton Plymouth
Hampton Inn & Suites by Hilton Plymouth
Hampton Inn & Suites by Hilton Plymouth
Hampton Inn & Suites by Hilton Plymouth
Hampton Inn & Suites by Hilton Plymouth
4.2 (189 reviews)
Hampton Inn & Suites by Hilton Plymouth
Hotel
$128 /night
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Hotel 1620 Plymouth Harbor
Hotel 1620 Plymouth Harbor
Hotel 1620 Plymouth Harbor
Hotel 1620 Plymouth Harbor
Hotel 1620 Plymouth Harbor
Hotel 1620 Plymouth Harbor
Hotel 1620 Plymouth Harbor
4.3 (947 reviews)
Hotel 1620 Plymouth Harbor
Hotel
$127 /night
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Clear Pond Getaway
Clear Pond Getaway
Clear Pond Getaway
Clear Pond Getaway
Clear Pond Getaway
Clear Pond Getaway
Clear Pond Getaway
4.7 (14 reviews)
Clear Pond Getaway
Hotel
$144 /night
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Similar Inspirational Vacation Rental Destinations

How Does The Vacation Home Rental Price Look Like in Plymouth, MA?
Vacation House & Cottage Rental Price Information in Plymouth, MA
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The graph shows the percentages of vacation homes in each price bucket. Plymouth has the largest percentage (17.67%) of homes in $500+ price range.
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What are the best activities, communities or places of interest for snowbirds in Plymouth, MA?
Snowbirds Friendly Places To Visit In Plymouth, MA
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Plymouth, MA is an ideal destination for snowbirds. Located on the South Shore of Massachusetts, Plymouth offers easy access to nearby cities like Boston and Providence, RI, as well as plenty of local attractions and amenities. The town also boasts a variety of outdoor activities such as hiking trails, beaches, and golf courses. With its proximity to healthcare facilities, shopping centers, and cultural attractions, Plymouth is a great place for snowbirds to spend their winter months.

  • Plymouth Rock

    The iconic Plymouth Rock is a must-see for snowbirds visiting Plymouth, MA. This landmark marks the spot where William Bradford and the Mayflower Pilgrims first stepped ashore in 1620. The rock is surrounded by historical plaques and monuments, making it a great place to explore the region's history.

  • Plymouth Plantation

    Plymouth Plantation is a living museum that brings the Pilgrim story to life with costumed interpreters and recreated 17th century buildings. Snowbirds can take part in hands-on activities such as blacksmithing and spinning demonstrations, as well as learn about the area's Native American cultures.

  • Mayflower II

    The Mayflower II is a replica of the original ship that brought the Pilgrims to America in 1620. Visitors can tour the vessel and view exhibits inside, giving them a unique opportunity to experience what it was like to be onboard the historic voyage.

How Many Accommodations Are Pets Allowed in Plymouth, MA?
Percentage of Pet Friendly Rental Properties in Plymouth, MA
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24.89% of vacation homes in Plymouth are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Where Should We Visit in Plymouth, MA Area?
Destinations To Visit During the Winter in Plymouth, MA
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How Many Airports in Plymouth, MA?
Suggested Airports in Plymouth, MA
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Here are the airports that located near Plymouth:

Other Vacation Rentals Ideas

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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