Family-friendly holiday rentals in Provincetown

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

Commercial Street Cozy 1/1 In The Center of Ptown!

A cozy 1/1 hideaway down a secluded walkway just steps off Commercial Street conveniently located in the center of town. The property has a comfortable living room with a sleeper sofa, dinning area / work space, 2 flat screen TVs -Cable/Roku Streaming, WiFi and 2 A/C units. A fully equipped galley kitchen and a full bath with shower. The inviting bedroom has two windows for light and air flow, facing the private patio gardens, as well as a queen sized bed, ceiling fan, and a second A/C unit.

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!

Ptown Tiny House with private outdoor patio!

Enjoy your own studio cottage in the middle of town, with a private patio to expand your living space. Nestled in a beautifully landscaped 4 cottage enclave, the beach is in your backyard and Commercial Street just steps away. An easy walk to the ferries and bus stop at MacMillan Pier. A bright, clean space with wifi and smart TV make this private studio cottage an ideal spot to enjoy the ultimate Ptown vacation. A Massachusetts lodging + local room tax of 17.45% will be collected by Airbnb.

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.

Beachfront Town Center

Waterfront condo association in the center of Provincetown, close to everything! This studio is located in Angels Landing and has everything you need for your stay in Provincetown. Steps from the beach, shopping, coffee shops, restaurants and galleries. The studio offers large waterfront decks with chairs for lounging and an outdoor shower to complete your beach front vacation! Parking is not included, but you can find parking info on the towns website.

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.

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!

West End Tiny House with Private Patio

Tiny house in the West End built before tiny houses were a thing! This charming cottage was recently renovated and has all the modern features you could expect in such a small space. Generous outdoor space is also a feature, with both a large and small table available for use. Come enjoy all of the shopping and other activities you expect of Provincetown!

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.