Cottage holiday rentals in Provincetown Harbor

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Top-rated cottage rentals in Provincetown Harbor

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Guest favourite
The vintage beach cottage is depicted with a light blue exterior, settled near the edge of a sandy beach. Waves gently crash against the shoreline while a lush green area surrounds the cottage, providing a serene coastal setting. A single vehicle is parked near the entrance.
Cottage in Sandwich
4.86 out of 5 average rating, 425 reviews

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

RARE: DIRECT OCEANFRONT & BEACHFRONT CAPE COD COTTAGE — DOG FRIENDLY — LOCATED ON THE COTTAGE’S VERY OWN PRIVATE BEACH! Lil’ Sea Sass is a 3 BR vintage beach cottage that is nestled in the dunes offering unparalleled ocean views and is located in a very private serene setting. This oasis is near the end of a private road and then down a long drive — with free guaranteed parking for 2+ cars! Amenities include: gas fireplace, fire table, FAST WIFI, central AC & heat, and an outdoor shower.

Guest favourite
The exterior of the cottage features a gravel patio surrounded by light-colored wooden decking. Red adirondack chairs are positioned invitingly on the patio. The two-story structure showcases a shingle exterior and multiple windows, with a door that accesses the interior.
Cottage in Provincetown
4.95 out of 5 average rating, 131 reviews

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.

Top Guest favourite
A charming cottage with a shingle exterior is framed by a vibrant yard. A white picket fence encloses flower beds, and a small patio features an umbrella for shade. A welcoming pathway leads to the front door, surrounded by greenery and a manicured lawn.
Cottage in Chatham
4.97 out of 5 average rating, 269 reviews

Cozy Cottage

Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property.

Top Guest favourite
A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.
Cottage in Bourne
4.98 out of 5 average rating, 314 reviews

Upper Cape Cozy Cottage

Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

Top Guest favourite
A charming blue cottage is nestled among lush greenery and colorful flowers. The front yard features gravel pathways and two bright blue adirondack chairs, inviting relaxation. Solar panels are positioned on the roof, and a backdrop of trees enhances the tranquil setting.
Cottage in Provincetown
5 out of 5 average rating, 105 reviews

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!

Superhost
A charming cottage features a front yard with a well-maintained garden. A white picket fence encloses the area, while lush greenery and colorful flowers contribute to a vibrant exterior. The extended bay window allows ample natural light, complementing the inviting entrance.
Cottage in Provincetown
4.81 out of 5 average rating, 493 reviews

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

Guest favourite
The exterior of a charming cottage is depicted, featuring weathered gray shingles and black shutters. A vibrant red door is prominently placed, welcoming guests. Lush greenery surrounds the cottage, with a white lawn chair positioned on the front lawn, creating a pleasant outdoor space.
Cottage in Provincetown
4.91 out of 5 average rating, 329 reviews

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*.

Top Guest favourite
A charming cottage is nestled on a hillside, surrounded by lush greenery. The exterior features a light wood facade and a welcoming front porch with seating. The landscaped yard is manicured, offering a natural setting that blends harmoniously with the surrounding environment.
Cottage in Wellfleet
4.94 out of 5 average rating, 294 reviews

Hillside Cottage

A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen and a single sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

Top Guest favourite
A row of identical beach cottages aligns along the shoreline, with vibrant orange and purple hues of the sunset filling the sky. The cottages sit on stilts, and the gentle waves lap at the sandy beach in front, creating a serene coastal atmosphere.
Cottage in North Truro
4.96 out of 5 average rating, 139 reviews

Daisy of Days Cottages - Cottage on the beach

A year round fully renovated two bedroom cottage on the beach. Nothing but sand between you and Cape Cod bay. My place is the perfect peaceful beach vacation. The sunsets are amazing! The area is residential, so it's quiet. A quick 4 mile ride to Provincetown. There's parking on site, as well as a boat launch. No need to pack up to head to the beach - you are at the beach! Perfect for couples, solo adventurers, business travelers, and families (with kids).

Guest favourite
The exterior of the cottage features a welcoming patio area with several light gray chairs arranged around a small table. A charcoal grill is positioned nearby, and lush greenery, including blooming hydrangeas, surrounds the space, contributing to a serene outdoor environment.
Cottage in Provincetown
4.93 out of 5 average rating, 153 reviews

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!

Guest favourite
The exterior of a charming cottage is displayed, featuring a brick chimney and light-colored shingles. Lush greenery surrounds the property, complemented by two blue planters near the entrance. A stone pathway leads to the door, and a picnic table is visible on the adjacent patio.
Cottage in Provincetown
4.93 out of 5 average rating, 109 reviews

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.

Superhost
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in Dennis
4.86 out of 5 average rating, 558 reviews

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

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