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.

Kitchen · Family · Long stay

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.

Family · Indoor spaces · Walkability

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.

Kitchen · Family · Checkout

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 · Quiet

"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

Kitchen · Family · Access

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!

Indoor spaces · Family · Air conditioning

☆☆☆ 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 · Accuracy

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.

Indoor spaces · Family · Outdoor spaces

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 · Family · View

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 · Indoor spaces · Quiet

Best location in Ptown,1 Bedroom,PARKING/WaterVIEW

Your perfect Ptown escape is calling! This adorable 1BR, two-level hideaway puts you right where the fun happens—steps from Joe’s Coffee, Tea Dance, bars, restaurants, and all the energy that makes Provincetown magic. Cozy, stylish, and full of Cape Cod charm. And yes—you get a complimentary parking spot just 3 minutes away. Come stay where good vibes, great views, and unforgettable memories begin!

Indoor spaces · Kitchen · Checkout

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.

Indoor spaces · Family · Parking