Holiday rentals with a patio in Provincetown

Stunning 2Bd/2Ba waterfront condo w/ beach access!

This third floor stylistic, cozy beach condo has views worth living for! Located beach side above Jimmy's Hideaway in the heart of town, the condo has 2 bedrooms (King and Queen), 2 full baths, galley kitchen, washer/dryer in unit, 3 Smart TVs, cable, WiFi, and Sonos system for surround sound. Private patio overlooks Ptown harbor with spectacular sunrises..not to mention the colors of the sunsets! The condo also has direct access to the beach! 6/20-9/12/25 WEEKLY RENTAL FRIDAY TO FRIDAY ONLY.

Modern East End 2-BR Home - Steps from the Beach

Discover modern elegance and comfort at our stylish sun-drenched 2-bedroom East End condo with 2 garage parking spots and outdoor space. Just a 3-minute walk to the beach and one mile east of the town center, this retreat offers convenience and tranquility unlike most vacation rentals in Ptown. Set across 3 levels, our townhouse hosts two large bedrooms, 2 1/2 bathrooms, and a gorgeous open-plan layout with a fully equipped kitchen / living / dining area with access to multiple outdoor spaces.

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

PTown West End Hill Top Sanctuary

Oversized 1 bed 1 bath townhouse style, sitting atop one of the highest points in town. Renovated kitchen w/brand new appliances & induction cooking; large social dining area overlooks a professionally maintained lawn. Beautiful living room with a bright hexagon shaped library and office leads to multiple outdoor deck spaces, including roof top views. Brand new split AC system. 1 on site parking space. Short walk to town and all popular spots, 3 walk to Tea Dance, directly across from Liz's Cafe

Walker's Delight! House with 2 BR, 2 BA, 2-car pkg

This solar-powered, remodeled, house within a quiet residential association is 2 blocks from Commercial Street (and 3 blocks from the nearest beach). It has deeded parking for 2 cars and a deck running along the front of the house. Inside you'll find 2 bedrooms, 2 full bathrooms, gas fireplace, central-air, in-unit washer/dryer, and tons of windows. Enjoy the best of both worlds: have your fun at the clubs, bars, and cabarets in town then return to a peaceful courtyard setting at night.

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.

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.

Cozy Cottage with Private Deck in Center of P-town

Your fabulously quiet escape - just one block from the Boatslip (yes, that tea dance). This bright, cozy cottage serves rustic charm with a modern twist featuring skylights, 1.5 baths, washer/dryer, bedroom with a king bed, a bonus office with a double bed, and a wonderfully inviting exclusive-use deck. Tucked off the street for privacy, but still in the very center of town. Well-behaved dogs welcome but no cats please.

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.

Tranquil Designer 2-Bed Cottage w/ Patio & Parking

Spacious, stylish Provincetown retreat tucked in a quiet neighborhood just a short walk to town. This 3-level, 2BR home features a fully stocked kitchen, cozy media room, luxe bathroom, private patio, A/C, and parking. Chic coastal design meets comfort, perfect for couples or small groups seeking a peaceful stay close to the action.