Holiday rentals with a patio in Provincetown Harbor

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.

relaxing beach cottage with hot tub

Charming 1950’s cottage with modern, eclectic updates. Filled with light from sunrise to sunset. Located on the beach via private boardwalk access along with a seasonal pool, open mid june- early sept) and a private hot tub in the backyard. Casa Sebastian, features spacious vaulted ceilings throughout, a mini split for A/C plus a unique and charming lookout with ocean views and an endless breeze. 2 miles from downtown P-town. Perfect for small families or couples. Strict 4 people max occupancy.

Holiday House, Provincetown

Located in Provincetown’s historic east end a spacious 1-bedroom flex (bedroom w/ a queen bed plus a separate enclosed bonus room off the kitchen with a queen Murphy bed + desk) includes a large living room, full kitchen, in-unit washer and dryer, and three private outdoor areas one with a propane grill. Only a 25 minute walk, or a few minutes by bike (two included May-Nov rentals), from the heart of town and a 5 minute walk to a public beach and a short walk to the Fox Run Trail nature preserve

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!

Sailor's Den | Full Kitchen & Laundry

Featured on HGTV & Apartment Therapy! Sailor's Den is a trendy studio that is a celebration of queer joy with a tie to the nautical nature of Cape Cod. Anchored in the heart of Provincetown, you will find yourself steps away from everything you desire. This chic space is thoughtfully decorated with pieces designed by LGBTQIA+ artists. All this, surrounded by a spacious kitchen with top-of-the-line appliances, a washer and dryer, and designer bed linens. Follow the Sailor's Den - @sailorsden

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

West End, Walk to Everything

Newly renovated large 1 bedroom, 1.5 bath. King size bed with hotel quality linens. All new kitchen and appliances and fully renovated bathrooms, one with a walk in shower. The unit is semi attached on one side but does not have units above or below. Walkable to everything that Ptown has to offer. 5 minute walk to the Boatslip. Central air, private deck, outdoor shower, parking and everything that you need for a getaway on the cape. Sorry, no smoking or pets allowed. C0094522420

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.

Montello Cottage - Studio with large private patio

Ideal West End location – 2 blocks beyond the Boatslip – nestled quietly off Commercial at Montello Street. Our studio cottage sleeps two. Cathedral ceiling, skylights, French doors and cottage windows deliver tons of light without sacrificing privacy. Large, exclusive shaded patio is just 50' away from the fun on Commercial Street. Large custom tiled shower with two luxurious shower heads. Slate floors throughout. No smoking. One small dog (<20lbs) considered upon request.

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.

West End: 2-Bed Condo w/ Private Patio & Parking

Nestled in Provincetown's West End, our 2-bed condo offers a perfect seaside getaway. Close to town but away from the bustle, it's near local gems like Liz’s Cafe, Anybody’s Bar, Joe Coffee, Mussel Beach, and the Boatslip Resort & Beach Club. The first-floor unit boasts a large private patio and 2 tandem parking spaces—ideal for couples or friends exploring Ptown. Town of Provincetown Rental Certificate #: BOH-24-178