Winter Vacation Rentals & Cabin Rentals in Provincetown, MA

Compare 2,658 available beachfront holiday vacation home properties, starts from $31

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ACCOMMODATION TYPES

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

Lotus Guest House
Lotus Guest House
Lotus Guest House
Lotus Guest House
Lotus Guest House
Lotus Guest House
Lotus Guest House
4.4 (113 reviews)
Lotus Guest House
House
$140 /night
View deal
Eastwood at Provincetown
Eastwood at Provincetown
Eastwood at Provincetown
Eastwood at Provincetown
Eastwood at Provincetown
Eastwood at Provincetown
Eastwood at Provincetown
4.4 (603 reviews)
Eastwood at Provincetown
Hotel
$70 /night
View deal
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
4.9 (11 reviews)
Beachfront Condo with Sweeping Views, Pet Friendly. A/C and free Wifi
Condo · 4 Guests · 1 Bedroom
$155 /night*
View deal
Provincetown Paradise
Provincetown Paradise
Provincetown Paradise
Provincetown Paradise
Provincetown Paradise
Provincetown Paradise
Provincetown Paradise
4.7 (3 reviews)
Provincetown Paradise
Hotel
$156 /night
View deal
Stowaway
Stowaway
Stowaway
Stowaway
Stowaway
Stowaway
Stowaway
Stowaway
Stowaway
Stowaway
4.8 (51 reviews)
Stowaway
Hotel
$197 /night
View deal
The Gaslamp Bed and Breakfast
The Gaslamp Bed and Breakfast
The Gaslamp Bed and Breakfast
The Gaslamp Bed and Breakfast
The Gaslamp Bed and Breakfast
The Gaslamp Bed and Breakfast
The Gaslamp Bed and Breakfast
The Gaslamp Bed and Breakfast
The Gaslamp Bed and Breakfast
4.7 (81 reviews)
The Gaslamp Bed and Breakfast
Hotel
$211 /night
View deal
Cape Colony Inn
Cape Colony Inn
Cape Colony Inn
Cape Colony Inn
Cape Colony Inn
Cape Colony Inn
Cape Colony Inn
4.3 (734 reviews)
Cape Colony Inn
Hotel
$79 /night
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The Waterford Inn
The Waterford Inn
The Waterford Inn
The Waterford Inn
The Waterford Inn
The Waterford Inn
The Waterford Inn
The Waterford Inn
4.5 (88 reviews)
The Waterford Inn
Hotel
$139 /night
View deal
Moffett House Inn
Moffett House Inn
Moffett House Inn
Moffett House Inn
Moffett House Inn
Moffett House Inn
Moffett House Inn
4.6 (167 reviews)
Moffett House Inn
House
$45 /night
View deal
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Similar Inspirational Vacation Rental Destinations

How Does The Vacation Home Rental Price Look Like in Provincetown, MA?
Vacation House & Condo Rental Price Information in Provincetown, MA
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The graph shows the percentages of vacation homes in each price bucket. Provincetown has the largest percentage (16.39%) of homes in $500+ price range.
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What are the best places and activities near Provincetown, MA for snowbirds to explore?
Places to Explore Near Provincetown, MA for Snowbirds
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Provincetown, MA is a popular destination for snowbirds. With its warm climate and proximity to several amenities such as healthcare, shopping, and outdoor recreation, it provides snowbirds with many opportunities to enjoy their stay. Here are some of the top places and activities that snowbirds should consider while visiting Provincetown.

  • Pilgrim Monument & Provincetown Museum

    The Pilgrim Monument & Provincetown Museum is an iconic landmark in Provincetown. It is dedicated to telling the story of the Mayflower Pilgrims’ first landing in the New World. Its accessibility makes it ideal for seniors who can take advantage of its interactive exhibits and guided tours.

  • Cape Cod National Seashore

    Snowbirds looking for a beautiful beach experience should visit Cape Cod National Seashore. Extending over 40 miles along the outermost cape, this national seashore offers plenty of recreational activities such as swimming, fishing, and bird watching. Wheelchair accessible pathways make this area enjoyable for everyone.

  • Provincetown Library

    The Provincetown Library is a great place to relax and explore books on various topics. Its comfortable seating and free Wi-Fi make it perfect for snowbirds who are looking for an enjoyable time away from home. The library also has regular programs and events that are open to all visitors.

How Many Accommodations Are Pets Allowed in Provincetown, MA?
Pets Allowed vs Not Allowed in Provincetown, MA
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25.73% of vacation homes in Provincetown are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
What Are The Must-Visit Places in Provincetown, MA?
Destinations To Visit During the Winter in Provincetown, MA
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What are the Airports in Provincetown, MA?
Top Airports in Provincetown, MA
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Here are the airports that located near Provincetown:

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* 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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