Family-friendly holiday rentals 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!

Kitchen · Indoor spaces · Comfort

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 · Access

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 · Cleanliness

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 · Kitchen · Value

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 · Backyard

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!

Kitchen · Family · Bathroom

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.

Family · Kitchen · Checkout

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 · Condition

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 · Indoor spaces · Condition

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.

Family · Kitchen · Beach

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.

Kitchen · Family · Check-in

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!

Kitchen · Indoor spaces · Air conditioning