Family-friendly holiday rentals in Provincetown Harbor

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.

Indoor spaces · Family · TV

Penthouse, waterviews, large deck,steps from beach

Ultra-modern 3 bedroom, 2 full bath condo in renovated 1870 Victorian. Penthouse comprises the entire 3rd floor and provides a sanctuary right on Commercial Street. Dramatic water views from every room plus exceptional views of the Pilgrim Monument. Beach access across the street. Beach gear and bikes can be securely stored in the on-site garage. Private deck with lounge seating for 8 (May-October), one-car parking on Law Street (3 min. walk), two-zone central air, wifi, 4 TVs, washer/dryer.

Indoor spaces · Kitchen · Location

Modern Mid Century in West End with Parking

Newly renovated 2 bedroom 2 bath in desirable west end on 2 levels. It is close to beaches and walking distance to commercial street. The unit comes with 2 dedicated parking spaces. Upstairs, open living floor plan with direct access to large patio, outdoor shower and outdoor dining; office space with desk and additional pull out sofa bed; and main bedroom with king size bed and bath. Downstairs, bedroom suite with a queen size bed, kitchenette & bath & another direct access to small patio.

Indoor spaces · Family · Heating

Luxury PTown Condo: 5 Min Walk to Commercial St.

Park the car and forget it. With a rare private parking slip, this luxury retreat sits 5 minutes from Commercial St and Pepe’s Wharf. Enjoy the perfect P-town balance: a chef’s kitchen and private patio tucked away in a quiet corner, yet steps from the ferry and Far Land Provisions bakery. Retreat upstairs to a serene King suite with skylights or work remotely with high-speed Wi-Fi. Pet-friendly, fully air-conditioned, and stocked with beach gear—your effortless Cape Cod escape starts here.

Indoor spaces · Family · Heating

Private Cottage Oasis with Parking

Escape to a charming and private cottage with a storybook rose garden covered entrance. This cozy getaway for one or two features a queen bed, a fully equipped kitchen, and a private deck with a grill. Enjoy the unique choice of an indoor or outdoor shower. Nestled in a quiet neighborhood, you're just a short stroll from the bay-side beach, bike or drive to National Seashore beaches, and the vibrant shops and restaurants on Bradford and Commercial streets. A quiet, private haven. Jackpot!

Indoor spaces · Kitchen · Barbecue

"Sadie by the Bay" cute cottage- short walk to bay

Redesigned in 2017 by a local artist and located in the quiet East End, this freestanding cottage will bring you closer to the life you crave and wrap you in true serenity. 1.5 miles beyond the center of town, this cozy space brings peace and privacy. The open floor plan pours in sunlight, and the private deck provides abundant space to relax. A short 3-5 min stroll to the bay, where you can walk for miles during low tide. Dogs welcome! Parking on site for 1 car, laundry, a shared yard

Indoor spaces · Kitchen · Breakfast

☆☆☆ Provincetown BeachGrassRetreat ☆☆☆

Bright, first floor 2 bedroom, 1 bath condo with deeded beach access and convenient to town center. Water and dune views from the exclusive deck. This large (just renovated) 700 sq ft, year-round home features an open living and kitchen space, a tile bathroom, and is newly renovated. Common laundry in building's heated basement. Parking for one car plus multiple guest parking. Summer shuttle stops directly in front of association for quick trip to town center.

Kitchen · Indoor spaces · Hospitality

Designer West End Waterfront

This whimsical yet sophisticated waterfront penthouse in the magical West End features breathtaking 180-degree views of Provincetown Harbor, Long Point, and Cape Cod Bay. The unit is the best of both worlds: enjoy panoramic and ever-changing seascapes as you listen to waves crash onto the beach — then walk to the vibrant restaurants, bars, shopping, and galleries of Ptown. Or relax on the 200 feet of beachfront deck exclusive to the Masthead complex.

Family · Kitchen · Outdoor spaces

The Lookout beautiful porch on Commercial St w 2br

Lookout is a true gem in Provincetown, Just read the reviews! Being on the second floor with 17 bright windows looking over Commercial St. is where you're going to be. Located in the heart of Provincetown, steps away from parking, ferry landing, restaurants, nightclubs, art galleries, shopping, beaches, bike rentals and beautiful Provincetown harbor. Best people watching on the street! A one of a kind Place. “What are you waiting for? Book today!”

Family · Kitchen · Nearby

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.

Kitchen · Family · Location

Private Beachfront, AC, EV, Kayaks, Renovated!

10% off Weeklong Off-Season bookings! Welcome to Larkspur Cottage, part of the "Days' Cottages," one of the 22 white and teal cottages located right before Provincetown, complete with its own private beach, portable AC unit and convenient located next door to an EV charging station! Enjoy majestic views and romantic sunsets. This newly updated cottage is carefully decorated to ensure a comfortable, relaxing, and memorable stay.

Kitchen · Indoor spaces · Nearby

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.

Family · Kitchen · Comfort