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Family-friendly holiday rentals in Provincetown Harbor

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Top-rated family-friendly rentals in Provincetown Harbor

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area features a light grey sectional sofa adorned with blue and white throw pillows. A rustic wooden coffee table is positioned on a woven rug, while an entertainment unit holds a television. Natural light fills the room through two large windows.
Condo in Provincetown

PTown Harbor & Beach Side 1 Br Condo & Deck!

Recently renovated in 2019 and located in the heart of Provincetown our large 1 bed condo is just a 7 min walk from the ferry and right by most parking lots. Bright & open space, clean lines in the kitchen/living room, with very large bedroom and true full sized bathroom. We have an exclusive use, furnished large deck with gorgeous bay views of MacMillan Pier and even the Monument. Working from home? We have a dedicated setup. There's direct access to the beach just steps away via the courtyard!

KitchenIndoor spacesCondition

5.0 out of 5 average rating, 114 reviews
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

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.

Indoor spacesFamilyBiking

4.95 out of 5 average rating, 156 reviews
Top Guest favourite
A spacious dining area is presented with a modern table surrounded by six white chairs. Natural light enters through multiple windows, illuminating the comfortable gray sofa and sleek entertainment unit in the background, which features a minimalist fireplace.
Condo in Provincetown

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.

KitchenFamilyParks

4.99 out of 5 average rating, 170 reviews
Guest favourite
Home in Provincetown

Luxury PTown Condo: 5 Min Walk to Commercial St.

Park the car and forget it. With a rare private parking slip, this luxury retreat sits 5 minutes from Commercial St and Pepe’s Wharf. Enjoy the perfect P-town balance: a chef’s kitchen and private patio tucked away in a quiet corner, yet steps from the ferry and Far Land Provisions bakery. Retreat upstairs to a serene King suite with skylights or work remotely with high-speed Wi-Fi. Pet-friendly, fully air-conditioned, and stocked with beach gear—your effortless Cape Cod escape starts here.

KitchenIndoor spacesCleanliness

4.92 out of 5 average rating, 115 reviews
Top Guest favourite
A charming entrance is framed by a white arch adorned with blooming roses. A path of bricks leads to a cozy cottage, where a cheerful turquoise door is complemented by two red chairs on the porch, surrounded by lush greenery.
Cottage in Provincetown

Private Cottage Oasis with Parking

Escape to a charming and private cottage with a storybook rose garden covered entrance. This cozy getaway for one or 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. A quiet, private haven. Jackpot!

KitchenIndoor spacesNearby

4.97 out of 5 average rating, 119 reviews
Top Guest favourite
A wooden deck area features a round table adorned with striped cushions. A reflective orb sits in the center, while colorful flags wave gently in the breeze. Charcoal grills are positioned nearby, with expansive views of the surrounding landscape visible in the background.
Condo in Provincetown

☆☆☆ Provincetown BeachGrassRetreat ☆☆☆

Bright, first floor 2 bedroom, 1 bath condo with deeded beach access and convenient to town center. Water and dune views from the exclusive deck. This large (just renovated) 700 sq ft, year-round home features an open living and kitchen space, a tile bathroom, and is newly renovated. Common laundry in building's heated basement. Parking for one car plus multiple guest parking. Summer shuttle stops directly in front of association for quick trip to town center.

FamilyKitchenAmenities

4.95 out of 5 average rating, 103 reviews
Top Guest favourite
A bright and airy main room features a king bed and a plush twin daybed. Large windows offer views of the waterfront, while colorful art adorns the wall. A cozy seating area is arranged around a wooden coffee table on a textured rug, providing a welcoming space to relax.
Condo in Provincetown

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.

FamilyKitchenGetting around

4.99 out of 5 average rating, 105 reviews
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.
Condo in Provincetown

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.

FamilyIndoor spacesPool

4.97 out of 5 average rating, 264 reviews
Top 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

Private Beachfront, AC, EV, Kayaks, Renovated!

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, portable AC unit and convenient located next door to an EV charging station! Enjoy majestic views and romantic sunsets. This newly updated cottage is carefully decorated to ensure a comfortable, relaxing, and memorable stay.

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 118 reviews
Top Guest favourite
A bright living space features large windows providing views of the waterfront. A white sofa and a cozy sitting area surround a circular coffee table. A patterned area rug anchors the space, while light filters in, enhancing the serene atmosphere.
Condo in Provincetown

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.

Indoor spacesKitchenValue

4.99 out of 5 average rating, 115 reviews
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

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.

KitchenFamilyAccess

4.96 out of 5 average rating, 160 reviews
Top Guest favourite
A modern kitchen area features sleek cabinetry and stainless steel appliances. A gas range is positioned beneath a microwave, with ample counter space visible. A cozy seating area includes a textured armchair and a soft sofa, creating an inviting atmosphere for relaxation.
Condo in Provincetown

East end open condo

Newly renovated, open, 1-bedroom condo in the East end with parking for 1 car, double mini-split system and private deck with gas grill. Stroll to art galleries, restaurants, shops and public beach. Professional cleaning company performs turnovers with disinfection to meet COVID guidelines . (Rental Certificiate # BOH-25-795(

Indoor spacesFamilyCheck-in

4.94 out of 5 average rating, 110 reviews

Popular amenities for Provincetown Harbor family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
Tiny home in Wellfleet

Writer’s Cabin • On-Site Hot Tub & Wood-fire Sauna

Indoor spacesKitchenCleanliness

4.98 out of 5 average rating, 389 reviews
Guest favourite
The cottage, surrounded by mature landscaping, is located near a private beach. A sandy expanse is visible in the background, highlighting the close proximity to the shore. Nearby structures exhibit a rustic charm, contributing to the serene beach environment.
Cottage in Sandwich

Hideout at Water's Edge, 131 North Shore Blvd, #4

Indoor spacesFamilyBathroom

4.92 out of 5 average rating, 320 reviews
Guest favourite
A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.
Home in Chatham

Slate House - a modern waterfront getaway

KitchenFamilyLocation

4.95 out of 5 average rating, 323 reviews
Top Guest favourite
A covered outdoor seating area features a comfortable sectional sofa with neutral cushions and a round coffee table. A dining table with several chairs is positioned nearby, alongside an outdoor kitchen equipped with a grill. Sunlight casts distinct shadows across the space.
Home in East Falmouth

Seacoast Shores Oasis-Steps From Private Beach Bay

KitchenIndoor spacesDecor

4.97 out of 5 average rating, 127 reviews
Superhost
The exterior of the property is illuminated by warm string lights, creating a welcoming ambiance. A large deck is visible, featuring a railing that leads to a well-maintained lawn, while the 'Cape Cod' neon sign adds a playful touch to the scene.
Home in East Dennis

Bayside Oasis with Hot Tub & Game Room

Indoor spacesKitchenParking

4.92 out of 5 average rating, 111 reviews
Top Guest favourite
Two kayaks are stored beside a shed in a natural setting, surrounded by tall grass. A view of the calm water reflects the greenery of the area, while a cozy indoor space showcases a gas fireplace and comfortable furnishings.
Cottage in South Dennis

Local Beach+ Fireplace + Hot Tub Under the *Stars*

KitchenFamilyDecor

4.96 out of 5 average rating, 170 reviews
Top Guest favourite
An open living area is highlighted by vaulted ceilings and large windows that allow natural light to illuminate the space. A comfortable seating arrangement faces a coffee table, while a dining area with bar stools is situated near the kitchen. A spiral staircase leads to the upper level.
Guest suite in Plymouth

Manomet Boathouse Station #31

Indoor spacesKitchenAir conditioning

4.95 out of 5 average rating, 126 reviews
Guest favourite
The beachfront property is showcased against a vibrant sunset sky, with gentle waves lapping the sandy shore. Steps built into the rocky landscape lead down to the beach, while coastal homes are visible in the background, creating a serene and inviting setting.
Home in Dennis Port

Gorgeous Modern Ocean-Front Cottage With Hot Tub

KitchenIndoor spacesCheckout

4.83 out of 5 average rating, 105 reviews

Family- and pet-friendly home rentals

Top Guest favourite
Guesthouse in Provincetown

Shatzy Studio Suite Private Bathroom & Entrance!

Indoor spacesFamilyBathroom

4.95 out of 5 average rating, 164 reviews
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

Quaint Cottage with Backyard Deck, A Perfect Getaway

FamilyIndoor spacesAmenities

5.0 out of 5 average rating, 118 reviews
Top 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 Truro

Unique Waterfront Artist Cottage

FamilyKitchenWi-Fi

4.93 out of 5 average rating, 129 reviews
Top Guest favourite
The quaint cottage features a white exterior with a grey shingled roof, surrounded by lush greenery. A well-maintained front yard adds to the peaceful charm, while a small porch is visible at the entrance, welcoming guests to the serene space.
Apartment in Provincetown

"Sadie by the Bay" cute cottage- short walk to bay

Indoor spacesFamilyHeating

4.95 out of 5 average rating, 191 reviews
Top Guest favourite
A serene bedroom features a spacious bed adorned with a striped blue and white quilt, complemented by an accent pillow with an anchor design. The walls are painted in soft blue and decorated with framed nautical-themed art. Two white doors lead to the closet and bathroom.
Condo in Provincetown

Westend one bedroom condo

Indoor spacesKitchenHiking

5.0 out of 5 average rating, 115 reviews
Top Guest favourite
A dramatic sunset illuminates the horizon with shades of orange and yellow, silhouetting the distant buildings and monuments along the shore. The calm water reflects the warm colors, creating a serene atmosphere over the landscape.
Cottage in Provincetown

Waterfront Cottage at Beach Point in Provincetown

FamilyKitchenAccess

4.97 out of 5 average rating, 103 reviews
Top Guest favourite
The charming exterior of a two-story home is visible, featuring wood shingles and a white picket fence. An inviting red door is framed by greenery, which enhances the home's appeal. Windows with shutters are positioned on the upper level, allowing for ample natural light.
Home in Provincetown

Location!! Large West End House w/ parking!

Indoor spacesFamilyNearby

4.94 out of 5 average rating, 236 reviews
Guest favourite
The spacious studio features a cozy seating area with a red sectional sofa. Natural light fills the room through multiple windows, illuminating the wooden floor and a small dining table with four chairs. A vintage style lamp and a red mini refrigerator are visible in the background.
Guest suite in Provincetown

Tea House of the August Moon

KitchenFamilyLayout

4.78 out of 5 average rating, 545 reviews

Family-friendly home rentals with a pool

Top Guest favourite
Home in Sandwich

"Cape Escape" luxury home w/pool & beach access.

FamilyKitchenAccuracy

4.99 out of 5 average rating, 103 reviews
Superhost
A serene pool area is surrounded by lush gardens, featuring vibrant flowers in planters. A pool house is visible in the background, framed by greenery. The clear water of the pool reflects the surrounding natural beauty, inviting relaxation and enjoyment.
Home in Plymouth

The Secret Garden 4 Bedroom, 7 Bed 3 Baths

KitchenFamilySleep quality

4.9 out of 5 average rating, 199 reviews
Top Guest favourite
The exterior of the Cape Cod cottage is shown, featuring a light-colored siding and a unique turret-like structure. Lush green landscaping surrounds the home, which is set back from a gently curved pathway. Tall trees provide natural shade in the area.
Townhouse in Brewster

Ocean Edge Cape House with Beach, Pool, and AC

FamilyKitchenLong stay

4.87 out of 5 average rating, 125 reviews
Guest favourite
A modern living area features a vibrant orange sectional sofa complemented by light walls and hardwood flooring. A glass coffee table sits centrally, while a small dining area with white chairs is visible. Artwork adorns the walls, contributing to a welcoming ambiance.
Condo in Provincetown

Newly Updated Condo w/ Pool - Steps to Boatslip!

Indoor spacesFamilyQuiet

4.94 out of 5 average rating, 52 reviews
Guest favourite
A charming cottage features shingle siding and a well-maintained exterior. A large deck with a grill is visible at the front. Surrounding greenery and a stone pathway lead to the entrance, which is framed by large windows allowing natural light into the interior.
Cottage in Provincetown

Beachside cottage with pool in Provincetown

KitchenFamilyOutdoor spaces

4.9 out of 5 average rating, 40 reviews
Guest favourite
A private deck is visible through sliding glass doors, featuring a set of bar-height chairs and a table. The view overlooks a grassy area, with the horizon suggesting proximity to the water. Natural light filters in, creating a welcoming space.
Condo in Provincetown

Luxury Waterfront Getaway

FamilyIndoor spacesCheck-in

4.91 out of 5 average rating, 22 reviews
Superhost
Home in Provincetown

Plunge Pool, Free Parking, Dogs Welcome!

FamilyKitchenQuiet

4.59 out of 5 average rating, 34 reviews
Guest favourite
A charming cottage exterior is showcased, featuring natural wood shingles and red shutters. A bright orange door provides a welcoming entrance. Lush green leaves frame the image, highlighting the serene surroundings of the property against a clear sky.
Cottage in Wellfleet

Wellfleet~Beautiful One Day Perfect The Next

KitchenIndoor spacesNearby

4.87 out of 5 average rating, 67 reviews

Destinations to explore