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Holiday Rentals in Provincetown

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    Travellers to Provincetown are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 143 Rentals in Provincetown
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    Oceanfront penthouse right on the beach & Commercial St - newly renovated!1 / 31
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Harborside 1049981 / 16
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    We’re proud to offer 'Sea-Sky', charming, stylish, private west end condo that lives like a penthouse. We are booking by the month or for the summer season. July 2018 $8,000, August $9,000, discounted to $15,500 for booking both months. Memorial Day to Labor Day for $17,500. 'SeaSky' is located on...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    About this property
    Recent construction second summer offered for rental. First fllor has open living, dining kitchen, oak floors, stainless steel appliances, stone countertops, birch cabinets, 1/2 bath. Upstairs master bedrooms with bath, guest room and another bath. Central, air, outside space, parking for one car....
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
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    About this property
    This 3 bedroom, 2 bath condo is very unique and comfortable. Located on two floors with the kitchen, living room with on the wall flat screen tv and main bedroom with private bath on the first floor. On the second floor are two bedrooms and another full bath. The second floor even has a private...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    This cozy 2-bed, 1-bath condo, which sleeps 6, is the essential escape for a picturesque Provincetown vacation. Only a short walk from Commercial Street and steps to the beach, this charming vacation rental embodies the best of the Cape Cod experience! THE PROPERTY You'll know you've made the...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Terrace
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    About this property
    This beautiful townhome in the West End features plenty of space for everyone, plus an amazing rooftop deck with water views. Plus, you'll have amenities and delicious restaurants nearby for the perfect seaside vacation. Located in the West End neighborhood of Provincetown, MA, this modern...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Featured on 'Tiny House Hunters' TV series on January 19, 2015, this lovely renovated 1-bedroom, 1-bath, 2-level cottage offers front & back decks, yard & front & back gardens & Monument views. Wood floors throughout, tile floors in kitchen & bath, AC, linens and towels supplied, fully equipped...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    About this property
    Plan your escape from the daily grind and head to Provincetown for a restful and rejuvenating Cape Cod vacation. Ideal for a small family, couples, or a small group of friends, this charming, chic condo offers an excellent location with close proximity to everything you'll need and want. Walk to...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Harborside 1052751 / 5
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Top floor center of town one bedroom, one bath recently renovated condo. Harbor view from your exclusive use deck. Fullly equipped kitchen, washer/dryer, window A/C units in bedroom and open living/dining/kitchen area. Steps to Farland Market and Commecial Street shopping. restaurants, galleries...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    East end gallery district top two floors, water view deck. Three bedrooms (queen) one nad half baths. Window A/C units in bedrooms. Bright living area with skylights, full kitchen. Washer/dryer located in building basement. Walk to Commercial Street shopping, galleries, restaurants and more. Call...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Secluded Cottage Hideaway1 / 12
    (24)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    We take pride in having created a living space that is both comfortable and pleasant, yet at the same time is surrounded by the beauty and the serenity of nature. Original art adorns the walls bathed in sunlight filtered through the forest of trees outside the windows. The Cottage is a private...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This large, sunny two bedroom townhome offers a fully stocked kitchen, spacious living area with views of the Provincetown Monument and a private yard for taking in the sun! Stroll down to the bay for a day on the beach, or take in the culture of local galleries, shops and restaurants - all just a...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    West End two bedroom (queen/double), one bath condo in a renovated historic building. Enter from the large rear deck with gas grill, patio furniture and a peek of the bay. Fully equipped eat-in kitchen or dine al fresco on the deck. Condo is fully air conditioned. Steps to Commercial Street...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
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    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    You will love staying in this cozy 1-bedroom cottage on the top floor. Tucked away in the heart of Provincetown the cottage is set on a private dead end road in the west end. It is just a five minute walk to Commercial Street and a ten minute walk to the Boat Slip. The living room with sky lights...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, Sleeps 2 Quick View
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    About this property
    One bedroom (double), one bath condo in a quiet wooded setting. Enter the unit through sliders from the deck into the living area, next is the kitchen, tile bath and the bedroom. Window A/C unit for your comfort. Walk to Commercial Street shopping, restaurants, galleries and more Additional...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 1 Bedroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Upscale cottage on quiet cul-de-sac in East End Gallery District. Hardwood floors in living area, vaulted ceilings, lots of windows and natural light, updated kitchen with stainless steel appliance, granite counters, one bedroom with king bed, central air, deck, patio and parking for one carr...
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    Provincetown, Cape Cod 026571745
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Hot Tub
    • DVD Player
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    • Shared Garden
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Steps from the tourist bustle of Commercial Street. Whether you are looking for adventure or relaxation you will have an unforgettable experience on Cape Cod. All of our Provincetown lodging accommodations include Tempur-Pedic Mattresses, private baths, Wi-Fi, cable TV, air conditioning,...
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    Provincetown, Cape Cod 02657
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Ocean Views
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    Pet friendly
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    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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Address is Court Street but you enter this thoughtfully renovated two bedroom, one bath condo from secluded Watson s Court. Just a couple blocks from Commercial Street at Bubala s where you can dine on their patio or wander down to the Boatslip for Tea Dance. Originally constructed in 1850, this...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 4 Bathrooms, Sleeps 2 Quick View
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    Newly renovated West-end two story stand alone cottage two blocks from the bay beach and Commercial Street. Perfect for a long weekend/week getaway. Woodburning Fireplace Cable/wifi Air conditioning Full laundry Sheets, towels (including beach provided as well as beach chairs) 1 1/2 baths...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 2
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    Gallery Apartment1 / 10
    (17)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    The Gallery apartment is located in Provincetown's quiet East End above the Shore Gallery of fine arts, and a ten minute walk to the center of town, McMillan Pier where the ferry arrives daily from Boston. Only 300 feet from the bay beach. It is a one bedroom with a living room that has a 13 foot...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Charming antique home on a quiet gravel lane just steps from town center and the ferry dock. The home offers three bedrooms and one a half baths on two levels. Downstairs is a full kitchen, dining room with bay window and comfortable living room with large screen TV. There is also a half bath and...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Directly in the center of town right behind Town Hall! Enjoy a luxurious room offering a cozy fireplace and wet bar. Perfect retreat to get away from it all! Agatha features 2 queen size Tempur-Pedic beds. The private bath is down the stairs at the second level and features a Jacuzzi tub. The...
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    Provincetown, Cape Cod 02657
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Remodeled Private House - Across from Beach1 / 19
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    This private cape house has 2300 + square feet 5 bedroom, 3 bath has been remodeled with BRAND NEW bamboo hardwood floors & Brand NEW Quartz / stainless kitchen. This home is freshly painted & NEWLY furnished with top of the line mattresses, and is decorated in a peaceful contemporary style....
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Antique 1860 fisherman’s home filled with sun light and ocean breezes. Three generations of Provincetown fishermen have made 38 Pleasant their home for nearly 100 years. This is the fifth season this little gem is for rent. The antique treasure is a snapshot in time from a bye gone era filled with...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Once artist Robert Motherwell's printmaking studio, this two-bedroom apartment blends antique and cultural charm with modern conveniences such as Silestone counters, Jenn-aire downdraft range, and memory foam mattresses throughout, all within a 15-minute walk of Provincetown's lively center. The...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    This is a bright and modern studio on the water with a large shared deck in the West End. Quick walk to the Boatslip, Beaches and Center of Town. Parking space located across the street on Point Street. Completely renovated unit with brand new appliances and furniture in this quiet West Unit...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    VIEWS FROM ALMOST EVERY ROOM! Enjoy Cape Cod at its best from this gorgeous waterfront house on Cape Cod Bay in Provincetown! A large driveway leads to this private home, featuring 5 bedrooms & 3 full baths and sleeping up to 12 comfortably. The interior of the home features a fully stocked kitchen...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    This condo studio was completely renovated recently. Privately located on the second floor of our Provincetown lodging, George has two entrances, fireplace, kitchenette, flat screen TV with DVD player, ceiling fan, self controlled heat, and AC. Bonus is a private balcony overlooking the courtyard!...
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    Provincetown, Cape Cod 02657
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Let this appealing 2-bedroom, 1-bathroom Provincetown apartment show you the way to relaxation and fun in New England! With sleeping space for 4, numerous amenities and a wonderful location in the West End, this property will not disappoint! THE PROPERTY From the moment you arrive at the...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Direct Waterfront, Spacious West End Apartment, Beach Access1 / 27
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This wonderful waterfront 3+ bedroom condo has all that your vacation needs to make it a very special visit to Provincetown. Panoramic harbor views from large panoramic wall of windows from the living room and great waterfront decks. It is a large space. There are two small private waterfront decks...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    A rare historic gem located in Provincetown's Gallery District at the top of Pearl St. This exclusive unit is one of two redeveloped from a 19th-century barn that later served as the Cape School of Art and the studio and residence of the painter Edwin Dickinson.  
 Now a modern and luxurious 2 bed,...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Located in an exclusive and desirable West End neighborhood where you can maintain privacy and peace but with a 5 minute bike ride or 10 minute walk you can enjoy P'town’s best restaurants, attractions and beaches. Our home has open floor plan with lots of natural light, a large deck with sun all...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Unpack your bags in this terrific 1-bedroom, 1-bathroom Provincetown apartment! Settled along the pristine coast of Cape Cod, this lovely Provincetown vacation rental apartment can comfortably accommodate 2 guests, making it the ideal spot for a couples getaway. An abundance of amenities and serene...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    NEW (2017) townhouse - 2 bedrooms with Queen Beds and en suite baths/closets on the second level; with an additional queen on the lower level! New Stainless Steel Appliances in gourmet kitchen on main level and large lower level room containing a seating area by the gas fireplace and 3rd queen...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Spacious Home Overlooking East End Flower Garden1 / 14
    (12)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    We take pride in having created a living space that is both comfortable and pleasant, yet at the same time is surrounded by the beauty and the serenity of nature. The Barn, formally an artist's studio overlooking a flower garden, now accommodates 6 people and is just 300 feet from the Provincetown...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Splendid 2BR Provincetown Penthouse Apartment!1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
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    About this property
    Escape to this breathtaking 2-bedroom, 1-bathroom Provincetown apartment! With space to sleep 4, a wealth of modern amenities and a terrific West End location in Provincetown, you can't go wrong with this property! THE PROPERTY Standing close to the beautiful Herring Cove and Race Point beaches,...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Directly in the center of town right behind Town Hall! All of our Provincetown lodging accommodations include Tempur-Pedic Mattresses, private baths, Wi-Fi, cable TV, air conditioning, fireplaces. The Provincetown Hotel at Gabriel's is set in the heart Provincetown next to the Pilgrim Memorial...
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    Provincetown, Cape Cod 02657
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Indoor Pool
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    About this property
    The Sandcastle Resort has all the amenities - Indoor and outdoor pools, gym, tennis courts and just a short stroll to the beach. Our unit is air-conditioned, with a galley kitchen and dining area (see photos). Available from August 14-21, 2016. $1,600 for the week. This weekly rate is almost...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Big House-Big Rooms-Big Yard in Provincetown1 / 8
    (15)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    3 bedrooms, 2 full baths, laundry room, sleeps 6, large yard and deck Our home features hardwood floors throughout, 3 good size bedrooms, a very large bathroom upstairs, working fireplaces in living room and one bedroom. The kitchen has a gas stove, large fridge and dishwasher with a doorway...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Provincetown West End Waterfront1 / 8
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    At high tide the water laps under the huge private deck making you feel almost like you are on a boat. Jump in the water and swim or float away or just sit on the deck and listen to the sound of the water. Or, walk back inside through the wall of glass sliders which make the outdoor space seem to...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    About this property
    Steps from the tourist bustle of Commercial Street. Whether you are looking for adventure or relaxation you will have an unforgettable experience on Cape Cod. Hope is a pet-friendly value condo with a fireplace, kitchenette with granite countertops, refrigerator, cook top, microwave, 27 inch flat...
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    Provincetown, Cape Cod 02657
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Charming 3-4 Bedroom West End Provincetown House1 / 39
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • Grill
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    Pet friendly
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    About this property
    Our private home is located off the beaten track in a quiet West End of Provincetown neighborhood 2 blocks to Commercial Street. It is two blocks away from Commercial street close to the Boat Slip. Our 1600 sq ft renovated 1860's home has 3-4 bedrooms and 3 full bathrooms with beautiful wide pine...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    About this property
    This 5BR/3BA beachfront house in Provincetown offers water views from almost every room. With spacious interior and outdoor living areas for easy entertaining while providing privacy for quiet downtime. The center of Provincetown with shopping, entertainment and dining are a mile away. Plan a...
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    Provincetown, Cape Cod 02657
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Sunlit loft studio apt in the quiet East End of Provincetown on a country lane. Private deck & entrance, private parking, four-poster double bed, suitable for couple, sofa bed suitable for small child, separate dining-full kitchen, private bathroom w/shower, 1 block to public beach, in secluded...
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    June weeks only $1200. 2 bedrooms. 2 blocks to Bay Beach, patio, garden and woodland views; from $1700 a week in season. Small, but efficient; a versatile two bedroom on quiet dead-end street in East End Gallery District. Comfortably furnished, first floor level, gardens, parking for one car....
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    Provincetown, Cape Cod 02657
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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