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Holiday rentals in Provincetown

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Top-rated holiday rentals in Provincetown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The living area showcases a bright, comfortable sofa adorned with decorative pillows. A coffee table is centered on a textured area rug, with a dining/work table nearby. Natural light flows in through two windows, highlighting the wooden floors and inviting atmosphere.
Apartment in Provincetown
4.85 out of 5 average rating, 133 reviews

Commercial Street Cozy 1/1 In The Center of Ptown!

A cozy 1/1 hideaway down a secluded walkway just steps off Commercial Street conveniently located in the center of town. The property has a comfortable living room with a sleeper sofa, dinning area / work space, 2 flat screen TVs -Cable/Roku Streaming, WiFi and 2 A/C units. A fully equipped galley kitchen and a full bath with shower. The inviting bedroom has two windows for light and air flow, facing the private patio gardens, as well as a queen sized bed, ceiling fan, and a second A/C unit.

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.

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
4.97 out of 5 average rating, 89 reviews

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.

Top guest favourite
A spacious bedroom features a queen bed with a blue quilt and decorative pillows. Natural light enters through large windows dressed with patterned curtains. A cozy chair sits near the bed, and a flat-screen TV is mounted on the wall across from the bed.
Guest suite in Provincetown
4.92 out of 5 average rating, 345 reviews

The Pilgrim Monument Suite

"Great location and super clean!! Roof deck was great as well" (Thalia May 2021) This suite has it all! You will love all the nooks and crannies along with a great view of the P-Town Monument. Relax on the shared deck or dress and enjoy all that Commercial St has to offer. Explore the shops, restaurants, clubs, & shows. Grab the provided beach chairs because that’s right across the street! Come back to comfortable beds, close the room darkening blinds and refresh to begin another day.

Top guest favourite
A modern kitchen area features a spacious island with seating, complemented by a bouquet of vibrant flowers. Floor-to-ceiling glass doors provide sweeping views of the beach and water beyond, while natural light fills the room from multiple sources.
Home in Provincetown
4.96 out of 5 average rating, 54 reviews

Modern Beachfront Escape - Steps from Ferry - Deck

Welcome to your beachfront oasis right in the heart of Provincetown! Experience luxury and comfort at our meticulously renovated vacation home. A quick 7 minute walk straight from the Ptown Ferry to the beach and your private deck! Indulge in the fully equipped kitchen, relax in the stylish living room, and unwind in a comfortable king bed. Exclusive deck access offers outdoor dining and relaxation. Steps from dining and shopping along Commercial Street your dream getaway awaits!

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!

Guest favourite
A modern kitchen features wooden cabinetry and stainless steel appliances. An island with seating for four is highlighted, accompanied by overhead pendant lighting. The adjoining living area is visible, showcasing a comfortable sofa, coffee table, and additional artwork on the walls.
Apartment in Provincetown
4.88 out of 5 average rating, 126 reviews

Architect Designed West End Condo; Great locale!

Private stairs lead to a bright, open living area, with a modern kitchen and a direct oversize deck. Chef’s Kitchen has an island that lends to cooking and entertaining. Gorgeous large main deck with cushioned seating areas and dining for 6; perfect for summer entertaining. Located in the heart of the West End, just steps to Commercial Street and restaurants, galleries, shopping and the town beach. Next to bike rentals and the legendary Boatslip resort just 2 blocks away.

Guest favourite
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, 508 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

Top guest favourite
Apartment in Provincetown
4.86 out of 5 average rating, 179 reviews

Provincetown Pied-Ă -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 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, 356 reviews

Modern & Cozy Apt in the Heart of Ptown w/ Parking

Welcome to our Ptown Pied-Ă -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.

Popular amenities for Provincetown holiday rentals

When is the best time to visit Provincetown?

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Avg. price$317 SGD$289 SGD$279 SGD$277 SGD$348 SGD$424 SGD$559 SGD$611 SGD$407 SGD$367 SGD$342 SGD$317 SGD
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Frequently Asked Questions

  • What are the best places to stay in Provincetown?

    Downtown Provincetown has a mix of historic homes, contemporary condos, and artist lofts that put you near art galleries, beaches, and restaurants. West End is frequently suggested for a quieter vibe and scenic harbor views.

  • What are the best things to do in Provincetown with kids?

    Families often explore sandy beaches, climb the Pilgrim Monument, or discover marine life activities at the SEA Space Marine Discovery Center. Whale watching tours and art workshops around town are also frequently suggested for children.

  • What are some of the best things to do in Provincetown?

    Climb the Pilgrim Monument, stroll Commercial Street for galleries and cafes, and enjoy whale watching on the Atlantic. Race Point Beach and Provincetown Art Association and Museum are also frequently suggested by visitors.

  • How is the weather in Provincetown?

    Provincetown has chilly winters with temperatures from 25–39°F (-4–4°C) and moderate rain, while summers bring milder, pleasant days near 63–76°F (17–24°C). Spring and autumn see variable weather, so layers are helpful.

  • What are the best places to visit in Provincetown?

    Visitors frequently explore the Pilgrim Monument, stroll along Commercial Street, and relax at Race Point Beach. The Provincetown Art Association and Museum and scenic dune landscapes are also popular.

  • What are some hiking trails in Provincetown?

    There are scenic trails around the Cape Cod National Seashore and Shank Painter Pond Wildlife Sanctuary, where you can encounter coastal views and unique flora. Dune walks near Race Point are also frequently suggested for hikers.

  • What are some family activities we can do in Provincetown?

    Build sandcastles on local beaches, visit the Pilgrim Monument, or explore walking and biking trails at Cape Cod National Seashore. Whale watching tours and interactive workshops at area galleries provide creative fun.

  • What are some of the best day trip ideas from Provincetown?

    Many travelers explore neighboring Cape Cod towns for seafood shacks, art galleries, or lighthouses, and visit the Cape Cod National Seashore for additional beaches and wildlife observation. Ferry rides to nearby islands are also frequently suggested.

  • Are there any pet friendly accommodations available in Provincetown?

    Provincetown has pet-friendly stays in various neighborhoods, especially near the beaches and Commercial Street. Many local parks and some outdoor cafes also welcome dogs.

  • What are some local tips for visiting Provincetown?

    Pack layers, as coastal weather changes quickly, and bring comfortable shoes for walking along Commercial Street. Exploring during shoulder seasons often means quieter beaches and less crowded galleries.

  • What is Provincetown known for?

    Provincetown is known for its artistic community, LGBTQ+ friendly atmosphere, and vibrant cultural events. Historic sites, waterfront views, and thriving seafood traditions shape its local identity.

  • What are the best hidden gems to explore in Provincetown?

    Art lovers enjoy smaller galleries tucked away on side streets, and the Dune Shacks of Peaked Hill Bars Historic District are often mentioned for their unique history. Quiet moments in serene garden spaces and lesser-known beach trails await those who wander.

  • What are the best foods to try in Provincetown?

    Locally caught seafood like lobster rolls, fried clams, and oysters are frequently suggested, along with Portuguese baked goods reflecting the town’s heritage. Seasonal ice cream and saltwater taffy are popular treats after a day by the beach.

  • What should I bring for a trip to Provincetown?

    Pack layers for changing temperatures, sturdy shoes for sandy paths, and sun protection for outdoor activities. A reusable water bottle and a rain jacket are useful, especially during spring or autumn.

  • What is the nightlife in Provincetown like?

    Provincetown has lively bars, cabaret shows, and local music venues along Commercial Street, known for inclusive energy and frequent performances. Outdoor patios and waterfront spots provide additional gathering places as the evening unfolds.

  • What are the most popular events or festivals in Provincetown?

    Provincetown has Carnival in August, Family Week and the Provincetown International Film Festival in early summer, and Women's Week in October. Holiday parades and art events are also part of the local tradition throughout the year.

  • Are there family friendly vacation rentals in Provincetown?

    Family-friendly rentals can be found in areas close to beaches, the West End, and near public parks. Many places provide space for group gatherings, with easy access to local attractions.

  • When is the best time to visit Provincetown?

    Late spring through early autumn is often recommended for milder temperatures and outdoor activities. This season also brings festivals, outdoor dining, and lively streets throughout the town.

Quick stats about holiday rentals in Provincetown

  • Total holiday rentals

    Explore 900 holiday rentals in Provincetown

  • Nightly prices starting at

    Provincetown holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 44,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    430 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

  • Wifi availability

    890 of Provincetown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Waterfront across Provincetown rentals

  • 4.9 Average rating

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

Destinations to explore

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