House holiday rentals in Provincetown Harbor

Secluded East End home, quick walk to bay and town

Designed and built by a furniture-maker, “The Porch House” is the larger of two side-by-side dwellings in a two family arts and crafts style house. Tucked away on a private drive and set back away from Bradford St. You'll still only be 1-1/2 blocks from the bay, a 5 min. walk to the gallery district/ 10 min. walk to town center. Up to 4 guests. Pet fee $20/n/pet. Must sign pet agreement. Bookings 2026: MAY - 3n/min. JUNE thru SEPT - 7n/min and only SAT-SAT rentals. OCT. 03 -17 th - 3n/min.

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

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

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.

Cape Cod Getaway 2 Bedroom Cozy Home

Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens and towels can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

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.

Cape Cod Cottage by the Bay!

Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

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.

Sunny Beachfront Condo w/ Parking - Ptown West End

Welcome to our charming beachside retreat on Commercial Street in Provincetown! Discover the perfect blend of historic charm and modern comforts at our delightful waterfront cottage condominium in Provincetown's historic West End. This unique and picturesque home in the renowned Delft Haven beachfront association is ideal for a romantic getaway, a solo retreat, remote work, or a fun-filled adventure with friends.

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.

Beautiful North Truro cottage with screen porch

This beautiful and restful four season cottage is a newly renovated barn over one hundred years old. It has two stories, fifteen by twenty feet, with a full bathroom and delightful screen porch surrounded by gardens. A sun filled retreat for 2 or 3 people.