Holiday rentals in Herring Cove

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.

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.

Private Cottage Oasis with Parking

Escape to a charming and private cottage with a storybook rose-covered entrance. This cozy getaway for 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. Perfect for a peaceful and convenient retreat.

Luxury PTown center condo w roof deck

Luxurious, whimsical, dynamic, and unique. 2 bedroom (+loft with 2 single beds), 2 bath condo on Commercial St. in the HEART OF PROVINCETOWN, steps from MacMillan Pier (EASY FERRY ACCESS), Town Hall, and public beach. Condo features a fully-stocked chef’s kitchen with professional appliances, primary bedroom with gorgeous stone en-suite bathroom, 2 fireplaces, guest bedroom & bathroom, IN-UNIT WASHER AND DRYER and a PRIVATE ROOFTOP DECK above Commercial with Pilgrim Monument views

Modern West End Retreat w/ 2BR, AC, Parking, Patio

Discover the perfect blend of comfort, style, and convenience at our recently updated West End townhouse, filled with natural light and just a short distance from Joe's Coffee, the Boat Slip, and the excitement of downtown Provincetown. Whether you're seeking a relaxing retreat, a remote work getaway, or a fun-filled adventure with friends, this townhouse offers everything you need for an unforgettable stay. Enjoy modern amenities, cozy living spaces, right at your doorstep.

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

Cozy 3rd Floor Apartment with a View

"This is just the most lovely hideaway in the most ideal location in one of the most idyllic places we have the privilege of spending time in." (Ginger July 2021) This Cozy apartment has gotten rave reviews since our first guests 5 years ago. When you see the view of the harbor you’ll fall in love. Sip coffee at the table in the morning and watch Commercial St. come alive. Steps from the ferry or parking. If your dates are open then book now, Cozy is sought after.

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.

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.

Cozy Cottage with Private Deck in Center of P-town

Your fabulously quiet escape - just one block from the Boatslip (yes, that tea dance). This bright, cozy cottage serves rustic charm with a modern twist featuring skylights, 1.5 baths, washer/dryer, bedroom with a king bed, a bonus office with a double bed, and a wonderfully inviting exclusive-use deck. Tucked off the street for privacy, but still in the very center of town. Well-behaved dogs welcome but no cats please.

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!

Minutes to Town with Great ViEWS

The non smoking home is located in the West End on Creek Road at Franklin Street. Just minutes away to Commercial Street The townhouse is 2 1/2 stories tall but on 5 levels. All rooms are on there own level giving lots of privacy for families or groups EV charging capabilities across the street for up to 6 hours during a stay.