Title: Book the Best BEACH RESORTS in Pleasant Point, Wellfleet - Pleasant Point Hotels on the Beach| Expedia.ca [Vacation Rentals in Wellfleet](https://expedia.ca/Wellfleet-Vacation-Rentals.d6050694.Travel-Guide-VacationRentals)[Flights to Wellfleet](https://expedia.ca/Cheap-Flights-To-Wellfleet.d6050694.Travel-Guide-Flights)[Pleasant Point Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasant-Point.d553248635976481213.Car-Rental-Guide)[Pleasant Point Vacations](https://expedia.ca/Pleasant-Point.d553248635976481213.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Beach Hotel in Pleasant Point, Wellfleet ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pleasant Point Beach Hotel Tonight [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-13&endDate=2025-10-14&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481213&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pleasant Point Beach Hotel ![Beach](https://images.trvl-media.com/lodging/102000000/101960000/101957900/101957833/9c5ce29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101960000/101957900/101957833/aadd59dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101960000/101957900/101957833/d1937703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101960000/101957900/101957833/69f9e099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Waterfront Cottage Pleasant Point 10/10 Exceptional (3) "The location in was perfect for our family vacation - close to beautiful beaches & excellent restaurants. The privacy on the back deck was a plus and the dead-end street was great for walking our dog. " [](https://www.expedia.ca/Wellfleet-Hotels-Newly-Renovated-Waterfront-Cottage.h101957833.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/36000000/35140000/35133100/35133040/0e206dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35140000/35133100/35133040/9cb4036e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/36000000/35140000/35133100/35133040/e6f4424e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35140000/35133100/35133040/19ce93c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Views of Creek- Beach Access! Pleasant Point 9.0/10 Wonderful (18) "The place was perfect- Clean and ice cold AC-" [](https://www.expedia.ca/Wellfleet-Hotels-Waterfront-Views-Of-Creek-Beach-Access.h35133040.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33910000/33909600/33909535/64e7f991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33910000/33909600/33909535/3802a379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33910000/33909600/33909535/1f6a8d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33909600/33909535/29099b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gracious Indoor and Outdoor Living Overlooking a Tidal Cove - Pleasant Point 9.8/10 Exceptional (38) "This house in South Wellfleet is large and comfortable, with a pretty view of the cove from the living room and spacious deck. The kitchen has been updated since the house was built a few decades ago, and it is extremely well equipped. Dan welcomed us warmly and had wine and snacks ready to enjoy after check in. Highly recommend. " [](https://www.expedia.ca/Wellfleet-Hotels-Gracious-Indoor-And-Outdoor-Living-Overlooking-A-Tidal-Cove.h33909535.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32570000/32565100/32565030/cb29aa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32570000/32565100/32565030/97a94720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32570000/32565100/32565030/a472f7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32570000/32565100/32565030/e5dbfe81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Idyllic Waterfront Home on Drummer Cove in Quiet Pine Grove on Pleasant Point. Pleasant Point 10/10 Exceptional (78) "Wonderful location and beautiful house!" [](https://www.expedia.ca/Wellfleet-Hotels-Idyllic-Waterfront-Home-On-Drummer-Cove-In-Quiet-Pine-Grove-On-Pleasant-Point.h32565030.Hotel-Information) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/114000000/113700000/113694900/113694821/9ddfa483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113700000/113694900/113694821/73c542ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113700000/113694900/113694821/ae29c7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113700000/113694900/113694821/56aaf4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wellfleet 4BR Home & Cottage – Walk to Bay! RPMC008 Pleasant Point [](https://www.expedia.ca/Wellfleet-Hotels-Wellfleet-4BR-Home-Cottage-Walk-To-Bay-RPMC008.h113694821.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113700000/113694900/113694819/047aacd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113700000/113694900/113694819/8a6884bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113700000/113694900/113694819/8889dd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113700000/113694900/113694819/1898916b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wellfleet 2BR Retreat – Walk to Bay & Kayak! RPMC007 Pleasant Point [](https://www.expedia.ca/Wellfleet-Hotels-Wellfleet-2BR-Retreat-Walk-To-Bay-Kayak-RPMC007.h113694819.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28®ionId=553248635976481213&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Top Pleasant Point Hotel Reviews ![Harbor Hotel Provincetown](//images.trvl-media.com/lodging/1000000/430000/421600/421590/e4d390ae_y.jpg) ### Harbor Hotel Provincetown 10/10 Excellent "Came here during Carnival " [](https://expedia.ca/Provincetown-Hotels-Harbor-Hotel-Provincetown.h421590.Hotel-Information) ![Captains Quarters Motel & Conference Center](//images.trvl-media.com/lodging/2000000/1090000/1080600/1080509/7b4bf26e_y.jpg) ### Captains Quarters Motel & Conference Center 10/10 Excellent "Tracy is wonderful, the housekeepers are great, we love captain quarters" [](https://expedia.ca/Eastham-Hotels-Captains-Quarters-Motel-Conference-Center.h1080509.Hotel-Information) ![Cape Colony Inn](//images.trvl-media.com/lodging/6000000/5360000/5351000/5350999/70a957c7_y.jpg) ### Cape Colony Inn 10/10 Excellent "Amazing staff helped when I arrived pass check in time, everyone is so kind" [](https://expedia.ca/Provincetown-Hotels-Cape-Colony-Inn.h5350999.Hotel-Information) ![Top Mast Resort](//images.trvl-media.com/lodging/12000000/11740000/11737100/11737053/d022d597_y.jpg) ### Top Mast Resort 10/10 Excellent "Will definitely stay here again" [](https://expedia.ca/North-Truro-Hotels-Top-Mast-Resort.h11737053.Hotel-Information) ![Sandcastle Resort and Club](//images.trvl-media.com/lodging/2000000/1880000/1870600/1870586/a05a2668_y.jpg) ### Sandcastle Resort and Club 10/10 Excellent "We often travel to Provincetown from Providence for a night or two, and often stay at the Sandcastle Resort, which is excellent for an inexpensive yet comfortable getaway. The studio apartment is well designed and efficient. The murphy bed is comfortable. We upgraded to a beach view and enjoyed a magnificent sunset. " [](https://expedia.ca/Provincetown-Hotels-Sandcastle-Resort-And-Club.h1870586.Hotel-Information) ![Wequassett Resort and Golf Club](//images.trvl-media.com/lodging/1000000/10000/3700/3689/36170a91_y.jpg) ### Wequassett Resort and Golf Club 10/10 Excellent "Our Room looked over the beautiful gardens and out to the cove where small boats were bouyed. Very nicely appointed Room and superb weather during our stay. " [](https://expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) ![Surfside Hotel and Suites](//images.trvl-media.com/lodging/2000000/1070000/1060700/1060693/60c7000f_y.jpg) ### Surfside Hotel and Suites 10/10 Excellent "Great place" [](https://expedia.ca/Provincetown-Hotels-Surfside-Hotel-And-Suites.h1060693.Hotel-Information) ![Chatham Wayside Inn](//images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "Very charming inn. Very clean and close to restaurants and shopping. " [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![The Provincetown Inn](//images.trvl-media.com/lodging/1000000/920000/910400/910310/16b3c609_y.jpg) ### The Provincetown Inn 10/10 Excellent "Awesome" [](https://expedia.ca/Provincetown-Hotels-The-Provincetown-Inn.h910310.Hotel-Information) ## Frequently asked questions ### What is Pleasant Point like for travelers who love the beach? > Discover your ideal place to stay in Pleasant Point, which has a lot to offer the traveler looking for a beach getaway. ### What is there to see and do around Pleasant Point? > After arriving and checking into your hotel, you'll probably want to explore your surroundings. Beach lovers can head straight to Cahoon Hollow Beach or Mayo Beach for some quality time by the water. Make time for a range of local attractions, which include Wellfleet Harbor Actors Theater and Cape Cod National Seashore. 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