Holiday rentals with a patio in Provincetown

Renovated, Luxury Downtown Loft in Monument Park

Escape to this beautifully-designed, 200sqft luxury loft in the heart of Provincetown, feet from the Monument Tower. Recently renovated, it blends modern comfort with coastal charm. Steps from galleries, dining, shopping & beaches, it's perfect for a weekend retreat or extended stay. Enjoy premium features: Saatva Luxury Firm queen & Casper Snow twinXL beds, electronic bay window blinds, Aesop 🧴, Nespresso ☕️, high-end appliances, etc. Relax, recharge & experience the best of Provincetown

Waterfront 1BR | Bayfront Deck + Beach Access

Take a break and unwind in this charming 2nd floor one bedroom unit right on the water in the peaceful East End gallery district of town. The unit is located in a house on Commercial St’s bay side with blissful views of sunrises and magic hour. Featuring a beach access, a private waterfront deck, lounge chairs, reclaimed wood & ship beams and a bay window with mesmerizing views of the bay. This is your perfect Ptown on the water getaway! There are other units available in this house. Link below!

Luxury Chateau West End, Walkable, Kiehl's, Sonos

Create new memories at our beautifully located 1,800 sqft 3 bed, 3.5 bath home, with views of the ocean and Pilgrim Tower. You'll feel right at home with amenities including Kiehl's bath products, high-speed internet, Theragun, SmartTVs, and Sonos throughout. Each bedroom features an full en-suite bath. Entertain & BBQ on our private patio, enjoy an outdoor shower, or curl up around the indoor fireplace. Steps away from dining, shopping, gym, tea dance, bike rentals, nightlife, and much more.

Charming East-End Condo Retreat

Experience this beautifully renovated 1 bedroom condo in PTown's vibrant East-End. Filled with natural light, this end unit features an upstairs deck perfect for morning coffee and a large communal patio. Enjoy modern amenities including Sonos sound system, in-unit washer/dryer, air purifier & mini-split ACs. Steps from art galleries and restaurants on Commercial Street as well the beach, this condo offers the ideal getaway. Parking for one vehicle on a first-come basis. Book your stay today!

Luxury 2-Story PTown Gem: 5 Min Walk to Commercial

Park the car and forget it. With a rare private parking slip, this luxury retreat sits 5 minutes from Commercial St and Pepe’s Wharf. Enjoy the perfect P-town balance: a chef’s kitchen and private patio tucked away in a quiet corner, yet steps from the ferry and Far Land Provisions bakery. Retreat upstairs to a serene King suite with skylights or work remotely with high-speed Wi-Fi. Pet-friendly, fully air-conditioned, and stocked with beach gear—your effortless Cape Cod escape starts here.

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.

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. It's about a 15-20 min walk. Pedi cabs & Uber's are available as well. 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. Provincetown Rental Certificate# BOH-25-1002

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.

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.