Title: Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! Waterfront holiday home with kitchen and patio ## Photo gallery for Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! ![Interior - Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! (Orleans)](https://images.trvl-media.com/lodging/114000000/113010000/113008300/113008269/57c5421a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! (Orleans)](https://images.trvl-media.com/lodging/114000000/113010000/113008300/113008269/7b6c6a56.jpg?impolicy=resizecrop&rw=297&ra=fit) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets - Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! (Orleans)](https://images.trvl-media.com/lodging/114000000/113010000/113008300/113008269/9a9445c6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! (Orleans)](https://images.trvl-media.com/lodging/114000000/113010000/113008300/113008269/cbb08b9e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach nearby - Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! (Orleans)](https://images.trvl-media.com/lodging/114000000/113010000/113008300/113008269/67efcd63.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! provides laundry facilities and more. Stay connected with free in-room WiFi. ## Reviews 10 Exceptional ### Entire home 4 bedrooms2 bathrooms1525 sq ft ## Popular amenities - Kitchen - Washing machine - Dryer - Pet-friendly - Free Wi-Fi - Air-conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! This home is Professionally Managed by Pretty Picky Properties Spectacular Pleasant Bay Views, Beach Access, Kayaks Available Rents Friday - Friday in Peak Summer Sleeps Eight Linens Included, Beds Made Pets Considered Location If you've ever driven on Route 28 between Chatham and Orleans, you were no doubt struck by the stretch of that road that runs right by beautiful Pleasant Bay. That's the view you get from this property, definitely one of the most scenic water views on all of Cape Cod. Based here, you are only a short drive from the village center of either Orleans or Chatham, each with a wealth of outstanding restaurants, shops and fun activities such band concerts, Cape League baseball, and much, much more. Even closer are the top-notch eateries at Wequassett Resort, including the signature Twenty-Eight Atlantic Restaurant with a Forbes 5-Star rating. If beach time is your idea of a good time, it's only a 1.3-mile drive to sandy Jackknife Cove Beach. But to take advantage of this location's unique appeal, you don't have to drive anywhere. You're right next door to Pleasant Bay Community Boating (locally known as “PBCB”), where boating is king. There are programs and lessons for beginners as well as rentals for sailing veterans. You'll also find programs in marine science education, part of PBCB's community mission. Outside Living Space Given the stunning view from here, you'll no doubt choose to spend most of your time on this cottage's oversized deck where the entire panorama of Pleasant Bay is on display for you. Besides the outdoor seating, you'll find the gas grill out here, as well as the enclosed outdoor shower. The patio offers another attractive outdoor gathering place. Just steps from the cottage, you also have access to a small private beach and an extra-long dock, each of which is shared with PBCB. Inside Living Space The home's main level presents an appealing, open concept floorplan which flows from the fully equipped, updated kitchen with a big gas range into the spacious living room and dining area. This entire space is open, bright and cheery, thanks to a virtual wall of glass showcasing that breathtaking water view. A handsome beamed ceiling adds to the cottage charm. There's a second lounge area here as well. The main level is home to one of the cottage's two full baths, as well as the laundry/pantry, including a full-size spare fridge. Sleeping Accommodations There's one main level bedroom, which has a queen size bed and its own private full bath en suite. The rest of the sleeping is provided on the second level. You'll find a king bedroom, another queen and a third bedroom with a pair of twins. The king and queen bedrooms on the second level have commanding, elevated water views. Sailing Opportunities Offered from mid-June through late August is one private sailing experience. Instruction is offered in your choice of a Catboat or Flying Scot and will be skippered by an experienced sailor. This is an opportunity to enjoy Pleasant Bay while getting an introduction to the basics of sailing. With your stay at Pleasant Bay Community Boating, we would like to offer this at a discounted rate of $115.00.Please reach out to the main office at least three weeks prior to your arrival at info@pbcb.cc or 508-945-7245. Book now to lock in preferred dates Please enter your travel dates in the top right corner of this page for up-to-date pricing. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $215.00 In addition, there are state and local taxes applied to all reservations of 31 days or less that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It's your vacation. Get Picky! ℠ ## Property amenities ### Beach - Beach nearby ### Internet - Available in the house: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Microwave - Oven - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Barbecue grill - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - On the waterfront ### Things to do - Kayak - Birdwatching nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Kayaking nearby - Sailing nearby - Swimming nearby - Whale watching nearby - Windsurfing nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - Unit size: 1,525 square feet ## Similar properties ![TV, fireplace, offices](https://images.trvl-media.com/lodging/113000000/112080000/112070200/112070123/9c359dc7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Walk to Town, Fully Renovated! 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The provision of housing is linked to their trade, business or profession. Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed On-site parties or group events are strictly prohibited Host has indicated that there is a carbon monoxide detector on the property Host has indicated that there is a smoke detector on the property Safety features at this property include a fire extinguisher and a first aid kit This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number C0257282240 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 942738 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.72945%2C-69.99189&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=GjVADa-neA28fJXD6D13syDlpGQ=) Orleans, MA #### What's nearby - Cape Cod Beaches \- 1 min walk \- 0.0 miles - Captain's Cove Golf Course \- 19 min walk \- 1.0 mile - Nauset Beach \- 13 min drive \- 6.6 miles - Cape Cod National Seashore \- 14 min drive \- 9.4 miles - Hyannis Harbor \- 25 min drive \- 21.2 miles #### Getting around - Hyannis Transportation Center - 25 min drive - Hyannis, MA (HYA-Barnstable Municipal) - 31 min drive #### Restaurants - ‪Dunkin' - ‬4 min drive - ‪Three Fins Coffee House & Cacao Factory - ‬6 min drive - ‪Pain D'avignon - ‬6 min drive - ‪400 East - ‬4 min drive - ‪Hangar B Eatery - ‬7 min drive ## Frequently asked questions ### Is Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! pet-friendly? ### How much is parking at Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus!? ### Where is Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus! Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 4 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 9.6 Location ## Reviews ### 10/10 Excellent #### Ted O. 24 Sept 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Amazing location. Lots of natural light. Would love to stay here again! ##### Ted O. Stayed 3 nights in Sep 2025 ### 10/10 Excellent #### Terry W. 7 Oct 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The views from the house were wonderful and the beach in front of the house was perfect. The house is located in the perfect spot. We are planning to go back next year. ##### Terry W. Stayed 7 nights in Sep 2025 ### 10/10 Excellent #### Daniela L. 9 Jun 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy We really enjoyed our stay. The location was convenient and the views from the property were exactly what we needed. We had a few minor issues during our stay that were quickly and professionally addressed by the management team. ##### Daniela L. Stayed 4 nights in May 2025 ### 10/10 Excellent #### Sarah L. 20 Jun 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Sarah L. 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