Family-friendly holiday rentals in Provincetown Harbor

The Farmhouse - walk everywhere -2 pkg spots

View the Pilgrim Monument from the upstairs deck, with 2 private decks to choose from. The updated interior serves a modern twist on the traditional farmhouse with a mid-century flair, all showcased under open vaulted ceilings. This townhouse is the right-hand portion of the farmhouse, which has been divided into two townhouses. Lovely open airy vaulted ceilings with plentiful natural light fill the space. Serene yet invigorating. You have TWO private parking spaces to use! The front porch & the two decks in the back are yours exclusively. Shared laundry in basement with one unit. Text us anytime. The Farmhouse is a historic property located on a quiet street right in the center of town. Shop and browse galleries on Commercial Street, and visit the nearby Long Point Light Station. Bike and hike along the Cape Cod Provincelands Trail. We have parking for 2 cars. Many guests park and walk everywhere. Some bring their bikes and or rent them. The town also has pedi-cabs which are fun - and there is also Uber and Lyft. It’s a breeze to get anywhere. Please be advised that the rate you pay/the listed rate, already includes taxes of 5.7% State Tax, 6.0% Local Tax, and 2.75% Cape Cod & Islands Water Pollution Fund Tax

2 Bed with Fireplace, Private Patio & Parking!

Pristine 2 bedroom condo with open kitchen/living area, indoor fireplace, central A/C, private outdoor patio with grill & washer/dryer. Nestled in PRIME location on Arch St. between Commercial & Bradford St. Includes 1 parking spot* for the guest right on the premises! Condo has been newly renovated - new kitchen, paint & furniture! *The assigned parking spot will fit any small to mid-sized vehicle. If you have a large vehicle that is long in length (for example a pick up truck), it may not fit.

Modern East End 2-BR Home - Steps from the Beach

Discover modern elegance and comfort at our stylish sun-drenched 2-bedroom East End condo with 2 garage parking spots and outdoor space. Just a 3-minute walk to the beach and one mile east of the town center, this retreat offers convenience and tranquility unlike most vacation rentals in Ptown. Set across 3 levels, our townhouse hosts two large bedrooms, 2 1/2 bathrooms, and a gorgeous open-plan layout with a fully equipped kitchen / living / dining area with access to multiple outdoor spaces.

PTown Harbor & Beach Side 1 Br Condo & Deck!

Recently renovated in 2019 and located in the heart of Provincetown our large 1 bed condo is just a 7 min walk from the ferry and right by most parking lots. Bright & open space, clean lines in the kitchen/living room, with very large bedroom and true full sized bathroom. We have an exclusive use, furnished large deck with gorgeous bay views of MacMillan Pier and even the Monument. Working from home? We have a dedicated setup. There's direct access to the beach just steps away via the courtyard!

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!

The Explorer’s Retreat • West End Condo, King Bed

Featured in House Beautiful magazine, this West End retreat evokes quiet luxury and refined design. The first-floor sanctuary combines lush gardens, moody green interiors, a king bed with crisp percale linens, a chef’s kitchen, spa-grade Waterworks bath fixtures, Aesop products and a TOTO bidet. Steps from Relish, Sal’s, and Perry’s, and a 9-minute stroll to The Red Inn, this retreat rests in Provincetown’s most coveted West End neighborhood—surrounded by beaches, gardens, and artful dining.

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.

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!

"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

New Ocean light | Deck + Patio • Central P-Town

Welcome to Ocean Light! 🌊 Our stunning second-floor retreat! Originally built in 1850 and completely restored in 2025, this space perfectly blends historic soul with a fresh, modern aesthetic. Designed for couples or small groups, the primary bedroom features a luxurious king-size bed, while the bright living area includes a cozy sofa bed for extra guests. Step through the door to your own private patio, the ultimate spot for sunset drinks or feeling the Atlantic breeze.

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.

LUX Waterfront West End Retreat • Deck on the Sand

Sunrise comes up directly over your private deck — over the sand, the sailboats, and the Long Point lighthouse. By evening, the light over Provincetown Bay turns everything gold. One of only a handful of private homes on the water side of Commercial Street, this architect-designed West End retreat sees the harbor from every living space — steps from the beach and the best of town, yet tucked into a quiet corner all your own.