Holiday houses in Provincetown

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!

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.

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.

Magical Writers Cabin + hot tub in Wellfleet Woods

Escape to our unique Writer’s Cabin in the peaceful woods of Wellfleet—a magical retreat that feels like you're staying in a treehouse! You'll be surrounded by nature yet just minutes' drive from stunning beaches, crystal-clear ponds, scenic trails, and a short stroll to charming Wellfleet harbor and quaint town center. Relax and unwind at our brand-new Magnolia Spa (opening in June), featuring a hot tub and sauna. On-site massage therapy begins in July—ask us about exclusive guest rates!

The Pilgrim Monument Suite

"Great location and super clean!! Roof deck was great as well" (Thalia May 2021) This suite has it all! You will love all the nooks and crannies along with a great view of the P-Town Monument. 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 room darkening blinds and refresh to begin another day.

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!

Private cottage green friendly and pet friendly

. Private quiet Restored and renovated stand alone cottage in the west end location complete with new renovation of kitchen and bathroom. Recently added an Extended bay window, new skylight, and brand new dishwasher Green friendly and pet friendly From June 28 to September 10 this is only a Saturday to Saturday rental only . Bear week and carnival week is a surcharge of $50 more per night. When you bring a pet there is a separate cleaning fee of $40 non refundable

Freestanding Studio Cottage West End

Freestanding cottage with loft on quiet street in West End. Centrally located near Mussel Beach Gym, one block from Commercial St., close to Boatslip. Queen size bed and convertible full size futon. Kitchenette, Dishwasher, Washer/Dryer, A/C, Wi-Fi, lawn. Flexible reservation dates not limited to weekly rentals. The place is a well-appointed studio: although more can squeeze in, it is optimal for one or two guests. No pets allowed. No smoking inside, of *anything*.

Recently updated 2BD with 2 Decks and Water Views

Private-entrance top floor condo with wall-to-wall windows in the gallery district. 2 BD plus sofa bed, sleeps 6. Brand new kitchen and bathroom. Two exclusive decks as well as a Juliette balcony with Views of Commercial Street and the harbor. 10 min walk from the ferry. Public beach access nearby. Only unit on the 3rd floor (no shared walls) so enjoy privacy and views from all rooms. Central Air, Washer/Dryer, Fireplace, Grill, Bikes, WiFi and more!

Unique Waterfront Artist Cottage

Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property.

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.