Family-friendly holiday rentals in Provincetown

Bayshore 2:Direct waterfront/Parking/Pets welcome

Welcome to Bayshore 2: Your dream waterfront getaway in Provincetown! Stunning 1 bedroom, 1 bathroom condo boasting unparalleled views of the bay. Step onto your private covered deck, and let the breathtaking views take your breath away. We know that your pets are family too, so we welcome up to two dogs (no cats) for an additional fee of $100 per pet/per stay. For your convenience, off-street parking for one car is included. Book your stay now and make unforgettable memories in Provincetown!

Designer West End Detached Cottage

West End detached cottage ideally located between Commercial and Bradford Streets, across from Mussel Beach Gym and a block to all of the excitement Provincetown has to offer. Restaurants, bars, and beaches are at your doorstep. The cottage was rebuilt in 2008 with the charm you would expect from a Provincetown cottage and filled with natural light from windows on all four sides. The cottage has a large private enclosed stone patio complete with hot/cold outdoor shower with areas for seating.

The Pilgrim Monument Studio Apartment

"Great location and super clean!! Roof deck was great as well" (Thalia May 2021) This suite has it all! Renovated in 2026 to upgrade the kitchen. You will love all the great views of the Provincetown. Relax on the shared deck or dress and enjoy all that Commercial St has to offer. Explore the shops, restaurants, clubs, & shows. Grab the provided beach chairs because that’s right across the street! Come back to comfortable beds, close the blinds and refresh to begin another day.

Can't be beat location, Commercial St condo

Newly renovated and sparkling clean 2BR/1BA! Can't be beat location with Commercial Street out front and beach access out back. Easy 5 minute walk from the ferry and top restaurants. Beautiful backyard private access to the beach for a quick dip or some kayaking! Both bedrooms have excellent views of Commercial Street for parade and people watching, and super comfortable Casper mattresses for a great night’s rest. This location can't be beat, welcome to the heart of PTown!

Stylish Dog-Friendly Condo - West End on Comm St

Discover Siren’s Hideaway, where coastal charm meets convenience in the heart of Provincetown's enchanting West End. This welcoming condo not only welcomes your furry companions but also offers the coveted luxury of a deeded parking spot! Situated directly on Commercial Street, Siren’s Hideaway is just steps away from the lively energy of Provincetown's hotspots. This retreat exudes a peaceful ambiance, providing a perfect balance between excitement and relaxation.

Be Fabulous in Provincetown

Come enjoy the fully renovated and updated Jimmy Majestic Cottage located in the fabulous East End across from the Provincetown Tennis Club. This property is located 200 yards from the beach with its own parking and beach access. During the busy summer season - June - September we kindly request weekly rentals running Saturday to Saturday. Please note - due to high demand check in is not before 3pm and check out is at 10am. Thank you for the understanding!

Modern Beachfront Condo, Great Views and Location!

Completely redecorated for 2023! This is the waterfront escape you have dreamed of! Awaken to sunrises over the bay while sipping your coffee, and in the evening, enjoy your cocktail and marvel at the ever changing colors of the sky, bay and boats as the sun slowly sets over your perfect Cape Cod day. This luxury beachfront condo is located in the heart of downtown and is just a couple of minutes walk from the ferry.

West End Tiny House with Private Patio

Tiny house in the West End built before tiny houses were a thing! This charming cottage was recently renovated and has all the modern features you could expect in such a small space. Generous outdoor space is also a feature, with both a large and small table available for use. Come enjoy all of the shopping and other activities you expect of Provincetown!

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.

Modern Provincetown Center with parking!

Light and bright fully equipped second floor studio with Queen sized bed, new full kitchen with full size appliances, new bath with walk-in shower, vaulted ceilings, large private deck, cable, wifi, new front loading washer and dryer, new a/c system, and parking right in the center of town The Perfect Ptown getaway for two! Sorry, no pets

Charming 1-Bedroom Condo, Parking, A/C

Charming 1 bed/1 bath condo in the historic Figurehead House located in the East End. Renovated in 2010. Gorgeous kitchen, oak floors, High-def TV, Parking. Across the street from harbor. Easy (10-minute) walk to center of town. June 26- September 11: 7-night minimum and Saturday check-in. Provincetown Rental Certificate #BOHR-16-0610

Modern Provincetown Condo.

Stylish condo in downtown Provincetown. Filled with reclaimed wood and stone, this one bedroom condo has an eye on modern design. Two minute walk to the boatslip for tea dance. This location is prime, right in the center of everything, but off commercial street keeps noise levels down. Parking for one vehicle.