Family-friendly holiday rentals in Provincetown

A serene view from a private deck is presented, showcasing the expansive bay beyond. Two lounge chairs with blue and white striped cushions are positioned for relaxation, while the manicured lawn and beach area are visible, inviting guests to enjoy the outdoor space.

4.89 out of 5 average rating, 206 reviews

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!

4.94 out of 5 average rating, 209 reviews

The charming exterior of a two-story home is visible, featuring wood shingles and a white picket fence. An inviting red door is framed by greenery, which enhances the home's appeal. Windows with shutters are positioned on the upper level, allowing for ample natural light.

Home in Provincetown

Location!! Large West End House w/ parking!

Location! Beautifully renovated 1840's single family home centrally located on a quiet street in the heart of the West End! One block from Commercial Street, Boat Slip ("Tea Dance") & Joe's Coffee, very central to all bars, restaurants, galleries/shops! Fresh interior with recent major renovation while maintaining its antique charm. It has 3 bedrooms, central AC, off-street parking for 3 cars, washer/ dryer, 2.5 baths. Sunny outdoor deck & dining area, gas grill, & close to everything in PTown!

4.95 out of 5 average rating, 128 reviews

The exterior of the cottage features a gravel patio surrounded by light-colored wooden decking. Red adirondack chairs are positioned invitingly on the patio. The two-story structure showcases a shingle exterior and multiple windows, with a door that accesses the interior.

Cottage 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.

Tiny home in Provincetown

A compact studio cottage features light wood flooring and white walls. A kitchen area with stainless steel appliances is visible, alongside a small dining table and two chairs. A cozy seating space is provided with a patterned blue couch. Natural light enters through multiple windows.

4.92 out of 5 average rating, 113 reviews

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 17.45% Massachusetts and local room tax will be collected upon check-in.

Guest suite in Provincetown

A spacious bedroom features a queen bed with a blue quilt and decorative pillows. Natural light enters through large windows dressed with patterned curtains. A cozy chair sits near the bed, and a flat-screen TV is mounted on the wall across from the bed.

4.92 out of 5 average rating, 337 reviews

The Pilgrim Monument Suite

"Great location and super clean!! Roof deck was great as well" (Thalia May 2021) This suite has it all! You will love all the nooks and crannies along with a great view of the P-Town Monument. 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 room darkening blinds and refresh to begin another day.

Guest suite in Provincetown

The spacious studio features a cozy seating area with a red sectional sofa. Natural light fills the room through multiple windows, illuminating the wooden floor and a small dining table with four chairs. A vintage style lamp and a red mini refrigerator are visible in the background.

4.77 out of 5 average rating, 510 reviews

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.

Guesthouse in Provincetown

4.95 out of 5 average rating, 130 reviews

Shatzy Studio Suite Private Bathroom & Entrance!

⭐️⭐️⭐️⭐️⭐️ Your own private entrance suite with private bathroom. Free Parking! Super comfy, Tempurpedic adjustable bed with remote control! Any position you like! TV with Firestick internet, fridge, AC, microwave and drip coffee pot. Nice sunny patio seating area right outside your door and a parking spot if needed. We are pet friendly with pet fee. Just let us know who coming to stay! It’s not a huge space, but who comes to Ptown to spend all day in their room anyway! 😀🌈🐕

Superhost

A serene waterfront view displays calm waters under a clear blue sky. A private beach area is visible with deck chairs and umbrellas arranged neatly on a sandy spot. Lush green gardens and a winding stone path add to the natural beauty of the setting.

4.86 out of 5 average rating, 106 reviews

Bayshore11 Waterfront Renovated Condo with parking

Waterfront! Fully renovated condominium in Historic Provincetown, near trails, shopping, restaurants and nightlife ,but in the quiet east end. of town. This second level one bedroom opens onto a large deck with expansive views of Cape Cod Bay. A few steps away are the lovely gardens, and private beach area. **Please note there is work being done on the building at 501 Commercial st. Weekdays 7-3. It is out of our control and we apologize in advance for the disruption.

Superhost

A charming cottage features a front yard with a well-maintained garden. A white picket fence encloses the area, while lush greenery and colorful flowers contribute to a vibrant exterior. The extended bay window allows ample natural light, complementing the inviting entrance.

Cottage in Provincetown

4.81 out of 5 average rating, 489 reviews

Private cottage green friendly and pet friendly

. Private quiet Restored and renovated stand alone cottage in the west end location complete with new renovation of kitchen and bathroom. Recently added an Extended bay window, new skylight, and brand new dishwasher Green friendly and pet friendly From June 28 to September 10 this is only a Saturday to Saturday rental only . Bear week and carnival week is a surcharge of $50 more per night. When you bring a pet there is a separate cleaning fee of $40 non refundable

A spacious bed is highlighted by blue and purple patterned linens, complemented by decorative pillows. Two bedside tables with lamps are positioned on either side. The wall behind the bed features a wave-themed metal art piece, and natural light enters through the nearby window.

4.97 out of 5 average rating, 152 reviews

Fall Deals! Prime Waterview In Heart of Ptown!

Great Deals on Fall & Winter Stays Booking Now! Waterfront Condo w/ Free Parking In ♥ of Ptown! Spectacular, quiet condo in sought-after waterfront community. Completely renovated studio, steps from it all. On Commercial St., yet set back just enough. Water views from living area and steps from large, luxurious beachfront decks. Renovations include a fully-equipped kitchen w/ granite counters and a bathroom w/imported Italian marble throughout.

The kitchen features modern white cabinetry with a sleek countertop, complemented by a built-in microwave and stylish backsplash. Three red bar stools are positioned at the island, and a wooden stool adds warmth to the space. Ample natural light illuminates the area.

4.94 out of 5 average rating, 342 reviews

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.

A bright living space features large windows providing views of the waterfront. A white sofa and a cozy sitting area surround a circular coffee table. A patterned area rug anchors the space, while light filters in, enhancing the serene atmosphere.