Family-friendly holiday rentals in Provincetown

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.

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.

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.

Prime Location - Beautiful 2-bd condo, Parking, AC

Beautiful, thoughtfully renovated 2-story condo within 5-minute walking distance to center of town (Commercial Street), restaurants, shops and library. Electric fireplace modern furnishings, high-end kitchen, a private patio and a deck. Family friendly - Located off-street so that you can relax and rest! If you have any questions or suggestions please do not hesitate to contact us - We are committed to do our best to make your stay a wonderful experience!

Be Fabulous in Provincetown

Come enjoy the fully renovated and updated Jimmy Majestic Cottage located in the fabulous East End across from the Provincetown Tennis Club. This property is located 200 yards from the beach with its own parking and beach access. During the busy summer season - June - September we kindly request weekly rentals running Saturday to Saturday. Please note - due to high demand check in is not before 3pm and check out is at 10am. Thank you for the understanding!

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!

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.

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.

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!

Modern Provincetown Center with parking!

Light and bright fully equipped second floor studio with Queen sized bed, new full kitchen with full size appliances, new bath with walk-in shower, vaulted ceilings, large private deck, cable, wifi, new front loading washer and dryer, new a/c system, and parking right in the center of town The Perfect Ptown getaway for two! Sorry, no pets

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

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.