Holiday rentals in Herring Cove

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Top-rated holiday rentals in Herring Cove

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Top guest favourite
A bright and airy living area is presented, featuring modern artwork above a cozy gray sofa. Natural light filters through a window adorned with a bamboo shade. A stylish tripod lamp and a small potted plant add character to the space.
Townhouse in Provincetown
4.97 out of 5 average rating, 111 reviews

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

Guest favourite
Flat in Provincetown
4.9 out of 5 average rating, 51 reviews

Waterfront 1BR | Bayfront Deck + Beach Access

Take a break and unwind in this charming 2nd floor one bedroom unit right on the water in the peaceful East End gallery district of town. The unit is located in a house on Commercial St’s bay side with blissful views of sunrises and magic hour. Featuring a beach access, a private waterfront deck, lounge chairs, reclaimed wood & ship beams and a bay window with mesmerizing views of the bay. This is your perfect Ptown on the water getaway! There are other units available in this house. Link below!

Top guest favourite
A charming tiny house is nestled among tall trees, featuring a wooden porch with steps leading up to the entrance. Vibrant stained glass windows and warm wood tones enhance the inviting appearance, while natural light filters through the surrounding foliage.
Tiny home in Wellfleet
4.98 out of 5 average rating, 356 reviews

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

Top guest favourite
Flat in Provincetown
5 out of 5 average rating, 15 reviews

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.

Top guest favourite
A spacious brick patio is set among lush greenery, featuring a wooden deck with a sectional sofa and a round coffee table. Natural light filters through trees, enhancing the tranquil outdoor setting.
Townhouse in Provincetown
5 out of 5 average rating, 108 reviews

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.

Top guest favourite
Home in Dennis
5 out of 5 average rating, 112 reviews

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Top guest favourite
A scenic view showcasing the bay with gently rippling waters and distant land on the horizon. The foreground features coastal vegetation, including pines and shrubs, along a wooden pathway leading toward the beach. Nearby, a stop sign indicates road access.
Apartment in Provincetown
4.97 out of 5 average rating, 242 reviews

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.

Top guest favourite
A bright, open living space features large windows that allow natural light to fill the room. A comfortable couch with decorative pillows sits alongside a classic wooden chair. Brick and wood beams contribute to the rustic charm, complemented by original artwork on the walls.
Flat in Provincetown
4.98 out of 5 average rating, 102 reviews

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!

Top guest favourite
The kitchen features modern white cabinetry with a sleek countertop, complemented by a built-in microwave and stylish backsplash. Three red bar stools are positioned at the island, and a wooden stool adds warmth to the space. Ample natural light illuminates the area.
Apartment in Provincetown
4.94 out of 5 average rating, 361 reviews

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.

Top guest favourite
A charming cottage exterior is visible, featuring classic Cape Cod design elements. A brick walkway leads to a welcoming front door, surrounded by vibrant flowering plants and meticulously maintained greenery. Bright sunlight enhances the inviting appearance of the property.
Home in Provincetown
5 out of 5 average rating, 29 reviews

Sunny Beachfront Condo w/ Parking - Ptown West End

Welcome to our charming beachside retreat on Commercial Street in Provincetown! Discover the perfect blend of historic charm and modern comforts at our delightful waterfront cottage condominium in Provincetown's historic West End. This unique and picturesque home in the renowned Delft Haven beachfront association is ideal for a romantic getaway, a solo retreat, remote work, or a fun-filled adventure with friends.

Top guest favourite
A welcoming entrance features a set of rocking chairs positioned on a wooden deck. Planters with vibrant flowers adorn the space, complementing the cottage's charming facade with black shutters and decorative trim.
Home in Provincetown
4.96 out of 5 average rating, 136 reviews

Provincetown Getaway Cottage

Quiet cottage tucked away from Commercial Street but within a 3 minute walk to everything. This cottage provides the perfect balance of relaxation with all the beauty the area has to offer. One well sized bedroom, comfortable living space, fully stocked kitchen, and large private patio with outdoor dining & shower. Take it easy at this unique and tranquil getaway.

Guest favourite
Row of charming cottages lined along a sandy beach, with white lounge chairs positioned for relaxation. The tranquil bay is visible in the foreground, while the skyline is seen in the distance, under a bright blue sky dotted with soft clouds.
Cottage in Truro
4.98 out of 5 average rating, 102 reviews

Beachfront at Days' Cottages! Renovated, Kayaks!

10% off Weeklong Off-Season bookings! Welcome to Larkspur Cottage, part of the "Days' Cottages," one of the 22 white and teal cottages located right before Provincetown, complete with its own private beach! Enjoy majestic views and romantic sunsets. This newly updated cottage is carefully decorated to ensure a comfortable, relaxing, and memorable stay.

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