Holiday rentals in Provincetown

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Top-rated holiday rentals in Provincetown

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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

Top guest favourite
A multi-story beachside condo is depicted with large glass windows and balconies facing the shore. Bright surfboards and stand-up paddleboards are arranged in the foreground, while sand dunes with tall grass complete the coastal setting. The image is softened by the pastel colors of a sunset sky.
Apartment in Provincetown
5 out of 5 average rating, 21 reviews

1BR on Beach | Water Views + Quiet + Walkable

Previously a top 1% Airbnb with 227 reviews and a 4.97 rating—now hosted by new experienced owners! Enjoy direct beach access from the living room, water views from your private-use deck, and peace and quiet just off Commercial St behind Freeman’s. Walk to the ferry (3 min), Tea and West End (10 min), and East End galleries and dining (5 min). Located in Provincetown’s newest condo building w/strong AC, fast Wi-Fi, modern appliances, fully stocked, and private parking spot 5 min walk toward CVS.

Guest favourite
A serene view from a private deck is presented, showcasing the expansive bay beyond. Two lounge chairs with blue and white striped cushions are positioned for relaxation, while the manicured lawn and beach area are visible, inviting guests to enjoy the outdoor space.
Apartment in Provincetown
4.89 out of 5 average rating, 217 reviews

Bayshore 2:Direct waterfront/Parking/Pets welcome

Welcome to Bayshore 2: Your dream waterfront getaway in Provincetown! Stunning 1 bedroom, 1 bathroom condo boasting unparalleled views of the bay. Step onto your private covered deck, and let the breathtaking views take your breath away. We know that your pets are family too, so we welcome up to two dogs (no cats) for an additional fee of $100 per pet/per stay. For your convenience, off-street parking for one car is included. Book your stay now and make unforgettable memories in Provincetown!

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
4.94 out of 5 average rating, 220 reviews

Location!! Large West End House w/ parking!

Location! Beautifully renovated 1840's single family home centrally located on a quiet street in the heart of the West End! One block from Commercial Street, Boat Slip ("Tea Dance") & Joe's Coffee, very central to all bars, restaurants, galleries/shops! Fresh interior with recent major renovation while maintaining its antique charm. It has 3 bedrooms, central AC, off-street parking for 3 cars, washer/ dryer, 2.5 baths. Sunny outdoor deck & dining area, gas grill, & close to everything in PTown!

Guest favourite
A welcoming entrance is framed by two white columns and features a solid door with a grid window. The brick pathway guides towards the door, accented by a potted plant. The textured siding displays natural wood shingles in varying tones.
Apartment in Provincetown
4.93 out of 5 average rating, 28 reviews

Bayshore 1 studio apartment on the waterside.

Bayshore 1 is a large recently renovated studio condo located on the 1st floor. It has a living room, dining area, a gas fireplace, air conditioning and lots of bright windows. Situated in the east end of Historic Provincetown on the waterfront, it is just a short walk to the center of town. You can also relax on our private beach. **Please note there is work being done on the building at 501 Commercial st. We do accept one dog under 30 pounds for a pet fee of $ 30 per night.

Guest favourite
A spacious dining area is highlighted by a wooden table surrounded by six chairs. The colorful backdrop features an art piece and a modern television. A stainless steel refrigerator is visible, complemented by decorative elements, including woven baskets and a textured rug.
Apartment in Provincetown
4.89 out of 5 average rating, 127 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 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.
Apartment in Provincetown
4.99 out of 5 average rating, 85 reviews

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.

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
A bright living area features large windows providing a view of the water. A comfortable gray sofa is positioned next to a textured rug, with a wooden coffee table and decorative elements enhancing the space. Natural light fills the room, complemented by soft, neutral tones.
Apartment in Provincetown
4.95 out of 5 average rating, 60 reviews

Stunning Waterfront Condo in the Heart of Town!

Featuring fresh coastal decor, this beautiful waterfront condo is a jewel in the crown of Ptown. Centrally located two blocks from MacMillan Pier, enjoy all that Commercial Street has to offer while being directly on the water. Unbeatable sunrise and sunset views from your patio make the perfect start and end to your day, and the restaurants, bars, shops, and galleries just steps from your door wonderfully fill the time in between.

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, 135 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
A classic three-story house features a yellow exterior and white trim, framed by two large trees in the front yard. A white picket fence surrounds the property, and an American flag hangs from the porch, adding to the welcoming suburban character.
Apartment in Provincetown
4.83 out of 5 average rating, 111 reviews

Figure Head Condo in Provincetown MA

500 square foot condo located in the East End/ Gallery District of Provincetown in a National LandMark 1800 Captain Cooks House. Directly across of the beach and a short walk to the town center. Front yard with entrance along with parking for one car in rear with back entrance. Full kitchen, laundry, cable, WiFi and barbeque grill.

Top guest favourite
A modern kitchen features sleek white cabinetry and a bar area with two high-backed stools. Pendant lights hang above the bar, illuminating a tray with decorative items. The space is arranged for convenience, showcasing well-organized counters and appliances.
Apartment in Provincetown
4.93 out of 5 average rating, 314 reviews

Modern Provincetown Condo.

Stylish condo in downtown Provincetown. Filled with reclaimed wood and stone, this one bedroom condo has an eye on modern design. Two minute walk to the boatslip for tea dance. This location is prime, right in the center of everything, but off commercial street keeps noise levels down. Parking for one vehicle.

Popular amenities for Provincetown holiday rentals

When is the best time to visit Provincetown?

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Avg. price$319 SGD$291 SGD$281 SGD$279 SGD$351 SGD$427 SGD$563 SGD$615 SGD$410 SGD$370 SGD$345 SGD$319 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!

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