Holiday rentals with a patio in Provincetown

East End Charming Condo

Charming East End condo, ideal for two. Experience all the comforts of home in this East End condo. The complex is just far away enough but close enough to walk to the town center. For your convenience two beach chairs, two beach towels, and a small cooler are provided. We have 7 parking spots for 10 units. Parking is first come first serve. Our condo has been off the vacation rental market for many years. 2025 we are giving it a try again. We take pride in our home and want you to love it!

Luxury Waterfront Retreat with Private Deck

Perched atop one of the tallest beachfront buildings in town, The Dorothy Bradford is an exceptional property that provides a truly elevated retreat. Meticulously renovated, the unit seamlessly blends sophistication with functionality. The expansive private deck offers panoramic harbor views, creating a breathtaking backdrop to your stay. Steps from the Fast Ferry, this unit strikes a perfect balance between central convenience and a peaceful haven – an ideal way to experience Provincetown!

Central, modern cottage w parking & water view

This modern cottage is around the corner from Commercial St and comes fully furnished with a king bed, 1.5 baths, kitchen, laundry, cable, WiFi, AC, and parking on-site. This house was originally built as a barbershop in 1950 and rebuilt in 2015 with a custom Boffi kitchen island, Bosch smart fridge, dining area, a smart TV, half bath and sleeper couch downstairs. Upstairs has an open-concept bedroom suite with a full bathroom, three skylights and views of the Pilgrim Monument. BOH-24-255

The Red Shed 🏡

Welcome to The Red Shed - a super special, unique and luxurious West End getaway. Built in 1870, our home is completely up-to-date with a gourmet kitchen, spacious & deluxe 1.5 bathrooms, parking, and several outdoor spaces to enjoy! Views of the water from the primary bedroom & roof deck make for amazing sunsets. Located towards the West End, we are a five-minute walk to the Boat Slip, & a just a few steps from Liz's Cafe. We actively live here when not renting. It’s a true gem!

Centrally located, fully equipped spacious cottage

While space is scarce for the rest of Ptown, you will find plenty at Harry Kemp Cottage. Centrally located in town, only minutes’ walk to commercial street, yet tucked away in quite, gated community. 1,092 Sq. Ft of living space, full size kitchen and open concept living room can accommodate large parties with ease. Two equally spacious bedrooms with vaulted high ceilings and skylight windows will provide ultimate comfort for your stay. One free parking, free in house laundry.

Modern West End Retreat w/ 2BR, AC, Parking, Patio

Discover the perfect blend of comfort, style, and convenience at our recently updated West End townhouse, filled with natural light and just a short distance from Joe's Coffee, the Boat Slip, and the excitement of downtown Provincetown. Whether you're seeking a relaxing retreat, a remote work getaway, or a fun-filled adventure with friends, this townhouse offers everything you need for an unforgettable stay. Enjoy modern amenities, cozy living spaces, right at your doorstep.

Perfect west end location! 1 bd/parking

The Perch is situated in an ideal location for travelers. Located in the west end of commercial street you'll find that the Perch is within close proximity to everything P-Town has to offer. This well appointed 415 sq ft residence sits atop a busy sandwich shop called Pop + Dutch that makes delicious sandwiches. Street facing, the windows look out onto busy Commercial street providing guests with endless entertainment of all the hustle and bustle!

Designer West End Waterfront

This whimsical yet sophisticated waterfront penthouse in the magical West End features breathtaking 180-degree views of Provincetown Harbor, Long Point, and Cape Cod Bay. The unit is the best of both worlds: enjoy panoramic and ever-changing seascapes as you listen to waves crash onto the beach — then walk to the vibrant restaurants, bars, shopping, and galleries of Ptown. Or relax on the 200 feet of beachfront deck exclusive to the Masthead complex.

Beachfront Condo, Superb Location!

Modern beachfront condo with private deck, harbor views, and parking! Charming waterfront condo with high end amenities, right in the heart of Provincetown! Tucked away just off Commercial street and steps from the ferry with a free parking space included. The sandy, calm bay beach is right outside your door along with nearby kayak rental, beach-front yoga, bike rental, and central Commercial Street, with all its restaurants, shops and galleries.

The Bird Haus: Cozy cottage in the heart of Ptown

Relax and enjoy your stay at this peaceful, charming, and well-located home near the east-end. Perched on a hill in Bradford Gardens, this private stand-alone cottage with beautiful outdoor space offers tranquility but is close to everything Provincetown has to offer. Fully furnished with everything you need for work or play, you'll enjoy your stay! Neal and I are happy to host guests and share our cottage when we're away.

Provincetown Getaway Cottage

Quiet cottage tucked away from Commercial Street but within a 3 minute walk to everything. This cottage provides the perfect balance of relaxation with all the beauty the area has to offer. One well sized bedroom, comfortable living space, fully stocked kitchen, and large private patio with outdoor dining & shower. Take it easy at this unique and tranquil getaway.

Downtown Condo with Dedicated Parking

You'll find this cozy studio close to everything Provincetown has to offer. Just a 2 minute walk to Commercial Street and the Boatslip, Bike rentals, Restaurants and more. This studio is newly remodeled. You won't have to worry about your car and parking because you get a dedicated parking space with this Airbnb. Come enjoy an amazing vacation in Ptown!!