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Luxury Villas in Provincetown, MA

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    18 Matching Rentals in ProvincetownView all 126 rentals
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    Travellers to Provincetown are booking May dates now. Secure your holiday rental today, and have the perfect trip.
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    1 BedroomSleeps 2Quick View
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    6 BedroomsSleeps 12Quick View
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    • Air Conditioning
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    Pet friendly
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    About this property
    A work in progress...just purchased from its long time owner, this home is being extensively updated...fully repainted, new hardwood floors, refurnished and fitted out with new linens and towels. Occupying the top two floors of a two family home, with 3500 sq ft of space. The main floor has a...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 BedroomsSleeps 4Quick View
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    • Private Garden
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    Pet friendly
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    About this property
    Ideally located in Provincetown’s west end, steps away from Commercial Street and all it has to offer this two bedroom/two bath home will make for a great vacation stay. The property has large master suite with en suite bath and oversized double shower. There is sitting room off the bedroom with a...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Reviews
    6 BedroomsSleeps 17Quick View
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    • Terrace
    • Patio
    • Grill
    • DVD Player
    • Satellite TV
    • Porch
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2016
    I stayed at this house with a group of friends last year. The house is fabulous. It rained almost the whole time we were in P-town but it didn't matter as we had so much fun...
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    About this property
    This 5,000 sq ft home has been designed as an entertainment house. A truly incredible property in the west end of Provincetown. Widows cat walk has panoramic four point views from every angle. Each room has panoramic views and has a wonderful sense of privacy. There is 5,000 sq feet of living...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 17
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    2 Reviews
    4 BedroomsSleeps 8Quick View
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    • Mountain Views
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Waterfront
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2016
    We have found our favorite place for a quiet getaway. Private but close to town. The bedrooms were the perfect size for all of us. We ate out most of the time but the fully...
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    About this property
    This property is our family home and is located in the West End of Provincetown. It's private and borders the National Seashore and is in excellent location with great architectural details. walls of windows, including a rooftop overlooking the Atlantic Ocean, and a pool, jacuzzi, fireplaces, and...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Balcony
    • Air Conditioning
    • DVD Player
    • Grill
    • Porch
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous and Spacious Detached Townhomes Perfectly Designed for Group or Family Vacations !<BR><BR>Located in the trendy West End closest to Herring Cove Beach and steps to some of Provincetown's finest restaurants, Herring Cove Village offers the very best of Provincetown living. Convenient yet...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 7 Bathrooms, Sleeps 8
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    5 BedroomsSleeps 10Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is located on the east end in a quiet undisturbed natural environment. The house sits on a hill with unbelievable panoramic views (270 degrees) of the bay, sand dunes and Pilgrim Lake. Location is near many seashore beaches, bike trails and more. This beautiful contemporary California...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    • Air Conditioning
    • Internet Access
    • Parking
    • Private Garden
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This over 2000 SF home is ideally located in Provincetown’s west end, steps away from Commercial Street and all it has to offer. The property has two large master suites each with en suite bath. The third bedroom, on the smaller side, is on the first floor with adjacent hall bath. The eat-in...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Reviews
    4 BedroomsSleeps 9Quick View
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    • Parking
    • Central Heating
    • Internet Access
    • Patio
    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a classic Cape Cod summer house with lots of character and charm, including antique furnishings, period architectural details, original Provincetown art, wide-board floors, and an outdoor shower. The owner of Leeward Cottage has added a new well-equipped upscale kitchen, plus two new...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 BedroomsSleeps 8Quick View
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    • Patio
    • Ocean Views
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious home with spectacular water views from most rooms. First and second floor decks great for enjoying sunsets. A nice walk into town yet located on a quiet private road on a large lot. Perfect for families or groups of friends travelling together. Home has fully stocked kitchen and large...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 BedroomsSleeps 6Quick View
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    • Washer
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renovated antique single family home, 4 bedrooms (2 quuen, 2 double), 2 baths, sleeps six. two zone Central air, washer/dryer, 1 car parking, patio with furniture, charcoal grill, WIFI. Steps from Commercial Street shopping, restaurants, galleries and more Call Gary * *******-4005 Additional...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Housekeeping Included
    • Ocean Views
    • Washer
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Eaast End -Classic Beach Getaway Our condo rents Saturday - Saturday during the high season. Please note we have a 7 night minimum from June 1- September 5.<BR><BR>Stylish newly renovated 3 bedroom 2 bath condo offered with charm and character, private beach access, water views and great ON SITE...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 6Quick View
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    Pet friendly
    Kid friendly
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    About this property
    East End 3 bedroom house, 2 baths. Once the home of noted Provincetown sculptor Lila Katz, the home has a large front to back living room with firplace and wide pine floors, galley kitchen. The former artist studio with salte floors and vaulted living room is now the dining room. There are bedrooms...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 6Quick View
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    • Patio
    • Air Conditioning
    • Balcony
    • Washer
    • Grill
    • Ocean Views
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy the fully renovated and updated Jimmy Majestic Cottage located in the fabulous East End across from the Provincetown Tennis Club. This property is located 200 yards from the beach with its own parking and beach access. The owner has added meticulous upgrades that are great for...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 8Quick View
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    • Washer
    • Parking
    • Satellite TV
    • Air Conditioning
    • Shared Garden
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This classic Cape is in the quiet East End of Town, on Bradford Street and Allerton. Once the home of noted Provincetown sculptor Lila Katzen, the house has a large, front to back living room with fireplace and widepine floors; a two sided galley kitchen and a guest bedroom. The former sculpting...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 BedroomsSleeps 8Quick View
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    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Provincetown and all it has to offer are at your fingertips from this great, very rustic and historic waterfront beach house!! The property has been owned by the same family since it was built in 1898 and it still has that old school, camp feeling. Sitting RIGHT on the water, this 4 bedroom antique...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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