Family-friendly holiday rentals in Provincetown Harbor

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Top-rated family-friendly rentals in Provincetown Harbor

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Top guest favourite
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
4.96 out of 5 average rating, 137 reviews

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.

Top guest favourite
Flat in Provincetown
4.92 out of 5 average rating, 345 reviews

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.

Guest favourite
Apartment in Provincetown
4.89 out of 5 average rating, 125 reviews

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.

Top guest favourite
A scenic view showcasing the bay with gently rippling waters and distant land on the horizon. The foreground features coastal vegetation, including pines and shrubs, along a wooden pathway leading toward the beach. Nearby, a stop sign indicates road access.
Apartment in Provincetown
4.97 out of 5 average rating, 240 reviews

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.

Top guest favourite
A bright, open living space features large windows that allow natural light to fill the room. A comfortable couch with decorative pillows sits alongside a classic wooden chair. Brick and wood beams contribute to the rustic charm, complemented by original artwork on the walls.
Flat in Provincetown
4.98 out of 5 average rating, 100 reviews

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!

Guest favourite
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.
Apartment in Provincetown
4.94 out of 5 average rating, 357 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.

Top guest favourite
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.
Apartment in Provincetown
4.99 out of 5 average rating, 109 reviews

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.

Superhost
A scenic view of a coastline is presented, showcasing calm blue waters meeting a sandy beach. Rocky outcrops create a natural border, with a distant lighthouse visible along the horizon. The sky exhibits clear blue tones, enhancing the overall serene landscape.
Apartment in Provincetown
4.89 out of 5 average rating, 109 reviews

Bright Beach Condo • Walk to Sand & Shops

Soak in ocean views from this sun-filled, stylish condo just steps from the beach and a short walk to town. Enjoy brand-new beds, an open layout, and a peaceful, breezy vibe perfect for relaxing. Ideal for couples, solo adventurers, business travelers, or families with kids. Whether you're here to unwind or explore, this light-filled retreat is the perfect home base. We can’t wait to welcome you!

Top guest favourite
A welcoming entrance features a set of rocking chairs positioned on a wooden deck. Planters with vibrant flowers adorn the space, complementing the cottage's charming facade with black shutters and decorative trim.
Home in Provincetown
4.96 out of 5 average rating, 134 reviews

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.

Top guest favourite
A historic three-story building is showcased, featuring a light yellow exterior complemented by white trim. Large windows allow ample natural light, while a white picket fence surrounds the front yard, providing a welcoming entrance. Mature trees add greenery and shade to the property.
Flat in Provincetown
4.98 out of 5 average rating, 179 reviews

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

Guest favourite
A classic three-story house features a yellow exterior and white trim, framed by two large trees in the front yard. A white picket fence surrounds the property, and an American flag hangs from the porch, adding to the welcoming suburban character.
Apartment in Provincetown
4.83 out of 5 average rating, 111 reviews

Figure Head Condo in Provincetown MA

500 square foot condo located in the East End/ Gallery District of Provincetown in a National LandMark 1800 Captain Cooks House. Directly across of the beach and a short walk to the town center. Front yard with entrance along with parking for one car in rear with back entrance. Full kitchen, laundry, cable, WiFi and barbeque grill.

Top guest favourite
A modern kitchen features sleek white cabinetry and a bar area with two high-backed stools. Pendant lights hang above the bar, illuminating a tray with decorative items. The space is arranged for convenience, showcasing well-organized counters and appliances.
Apartment in Provincetown
4.93 out of 5 average rating, 313 reviews

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.

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