Family-friendly holiday rentals in Provincetown

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Top-rated family-friendly rentals in Provincetown

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

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Top 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
4.96 out of 5 average rating, 136 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.

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
4.78 out of 5 average rating, 526 reviews

Tea House of the August Moon

Welcome to The Tea House of the August Moon, a simple and cozy Provincetown escape just a short walk to all the action of Commercial Street. This lower level studio space is great for a couple's retreat or solo vacation. Guests will experience quiet nights after fun filled days at the beach, sightseeing and shopping. There will be neighbors in the unit above this listing. Home comes with basic kitchen essentials: a stovetop (no oven), mini refrigerator, coffee pot and microwave.

Guest favourite
A cozy living area features a comfortable couch adorned with orange cushions, a wooden dining table for four, and a desk surrounded by natural light from large windows. A stone fireplace adds warmth to the space, complemented by decorative wall art.
Apartment in Provincetown
4.94 out of 5 average rating, 177 reviews

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

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, 107 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!

Top guest favourite
Apartment in Provincetown
4.89 out of 5 average rating, 122 reviews

Stylish Dog-Friendly Condo - West End on Comm St

Discover Siren’s Hideaway, where coastal charm meets convenience in the heart of Provincetown's enchanting West End. This welcoming condo not only welcomes your furry companions but also offers the coveted luxury of a deeded parking spot! Situated directly on Commercial Street, Siren’s Hideaway is just steps away from the lively energy of Provincetown's hotspots. This retreat exudes a peaceful ambiance, providing a perfect balance between excitement and relaxation.

Top guest favourite
A well-equipped kitchen features a blue cabinet, stove, and sink. A cozy living area includes a comfortable armchair, a small dining table, and a window offering a view of the harbor. Natural light illuminates the space, enhancing the inviting atmosphere.
Flat in Provincetown
4.96 out of 5 average rating, 435 reviews

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.

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, 333 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
Apartment in Provincetown
4.87 out of 5 average rating, 178 reviews

Provincetown Pied-a-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.

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.
Apartment in Provincetown
5 out of 5 average rating, 102 reviews

Westend one bedroom condo

Clean one bedroom unit one block from Commercial Street near Boatslip. Close to all activity in town. Private Deck off front, and private deck area in back. Free on site parking, washer/dryer, A/C and heat. Complete kitchen. Pets allowed. Our cleaning and turnover service uses disinfecting products, wiping down all exposed surfaces. Please ask about special Winter rates Jan thru mid-April. Rental Certificate Number: BOHR-19-1249

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, 100 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!

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, 350 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 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.
Apartment in Provincetown
4.99 out of 5 average rating, 108 reviews

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.

Popular amenities for Provincetown family-friendly rentals

When is the best time to visit Provincetown?

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Avg. price$386 SGD$354 SGD$343 SGD$393 SGD$499 SGD$588 SGD$765 SGD$829 SGD$568 SGD$482 SGD$487 SGD$391 SGD
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Quick stats about holiday rentals that are family-friendly in Provincetown

  • Total holiday rentals

    Explore 430 holiday rentals in Provincetown

  • Nightly prices starting at

    Provincetown holiday rentals start at $129 SGD per night before taxes and fees

  • Verified guest reviews

    Over 17,160 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wifi availability

    430 of Provincetown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Provincetown rentals

  • 4.9 Average rating

    Provincetown stays are highly rated by guests – averaging 4.9 out of 5!

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