Family-friendly holiday rentals in Provincetown

Unique Waterfront Artist Cottage

Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property. There is a PET FEE that must be paid prior to check in.

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.

Ptown Tiny House with private outdoor patio!

Enjoy your own studio cottage in the middle of town, with a private patio to expand your living space. Nestled in a beautifully landscaped 4 cottage enclave, the beach is in your backyard and Commercial Street just steps away. An easy walk to the ferries and bus stop at MacMillan Pier. A bright, clean space with wifi and smart TV make this private studio cottage an ideal spot to enjoy the ultimate Ptown vacation. A Massachusetts lodging + local room tax of 17.45% will be collected by Airbnb.

Tea House of the August Moon

Welcome to The Tea House of the August Moon, a simple and cozy Provincetown escape just a short walk to all the action of Commercial Street. This lower level studio space is great for a couple's retreat or solo vacation. Guests will experience quiet nights after fun filled days at the beach, sightseeing and shopping. There will be neighbors in the unit above this listing. Home comes with basic kitchen essentials: a stovetop (no oven), mini refrigerator, coffee pot and microwave.

Luxury PTown center condo w roof deck

Luxurious, whimsical, dynamic, and unique. 2 bedroom (+loft with 2 single beds), 2 bath condo on Commercial St. in the HEART OF PROVINCETOWN, steps from MacMillan Pier (EASY FERRY ACCESS), Town Hall, and public beach. Condo features a fully-stocked chef’s kitchen with professional appliances, primary bedroom with gorgeous stone en-suite bathroom, 2 fireplaces, guest bedroom & bathroom, IN-UNIT WASHER AND DRYER and a PRIVATE ROOFTOP DECK above Commercial with Pilgrim Monument views

Quaint Cottage with Backyard Deck, A Perfect Getaway

Find a true Provincetown escape at this charming home. Conveniently located a short five-minute walk from Commercial Street, the cottage features all the comforts of home, an eclectic mix of furnishings and decor, an open concept living area, and a large outdoor lounge area with BBQ and hammock. Great for remote work with fast Wi-Fi and dedicated space. The house was built in 1940, and we were the first to tackle a meticulous renovation (2017). We look forward to hosting you!

Cozy 3rd Floor Apartment with a View

"This is just the most lovely hideaway in the most ideal location in one of the most idyllic places we have the privilege of spending time in." (Ginger July 2021) This Cozy apartment has gotten rave reviews since our first guests 5 years ago. When you see the view of the harbor you’ll fall in love. Sip coffee at the table in the morning and watch Commercial St. come alive. Steps from the ferry or parking. If your dates are open then book now, Cozy is sought after.

Provincetown Pied-à-Terre

Renovated top-floor condo with two queen bedrooms and one full bath two blocks from Commercial Street and Provincetown's many attractions. Off quiet, residential Court Street, this cozy and comfortable retreat has a lovely living area, full kitchen and a breezy deck for morning coffee. Parking for one car, central heat and a/c plus in-unit laundry round out this convenient little haven. FOUR NIGHT MINIMUM 6/27 THRU 9/7. Two night minimum otherwise.

P-Town Beach Beauty on the Bay. Water View!

Beautiful Water View East End 2 bedroom condo across the street from the beach on the bay. Just cross the road and take the association maintained steps down to the beach. This beach boasts a nice tidal swing where you can walk out in the shallows during low tide. The condo is in the perfect East End location, combining closeness to the center of town, with your own beach and not having the noise and parking issues of downtown Provincetown.

Waterfront with Views & Kitchen-Preston Cross Hall

The Preston Lucian Cross Hall Apartment at the Lucy Cross House is the benchmark in understated sophistication. The building was constructed in 1862 and lovingly restored in 2010 with toxin free materials to insure your stay is as tranquil and safe as possible. The property is located on Commercial Street at the beginning of the East End Gallery District with direct access to the Law Street Harbor Beach. WE NEVER CHARGE A CLEANING FEE!

Modern & Cozy Apt in the Heart of Ptown w/ Parking

Welcome to our Ptown Pied-à-terre! Large penthouse at the historic Odd Fellows building in the center of town. Directly behind Town Hall and walking distance to all major attractions that Provincetown has to offer. Top floor unit with high ceilings. Many windows and skylight throughout that allows lots of light to fill the space and great view on the city, Pilgrim Monument and ocean. Easy access to huge sunny common deck.

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.