Title: Waterfront on Pleasant Bay! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Waterfront on Pleasant Bay! Vacation home in Orleans with kitchen and balcony ## Photo gallery for Waterfront on Pleasant Bay! ![Interior - Waterfront on Pleasant Bay! (Orleans)](https://images.trvl-media.com/lodging/70000000/69330000/69320900/69320836/35103b6d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Waterfront on Pleasant Bay! (Orleans)](https://images.trvl-media.com/lodging/70000000/69330000/69320900/69320836/w2987h1990x13y0-8793d863.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Waterfront on Pleasant Bay! (Orleans)](https://images.trvl-media.com/lodging/70000000/69330000/69320900/69320836/25a041b7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Waterfront on Pleasant Bay! (Orleans)](https://images.trvl-media.com/lodging/70000000/69330000/69320900/69320836/w2999h1995x1y0-9977ea20.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach nearby - Waterfront on Pleasant Bay! (Orleans)](https://images.trvl-media.com/lodging/70000000/69330000/69320900/69320836/f6f23f44.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Perched on a quiet dirt road, Island Lookout: Waterfront on Pleasant Bay offers an idyllic retreat with elevated water views of Little Pleasant Bay. The newly furnished living room and kitchen/dining area are open and airy, leading out to a triangular deck that feels like being aboard a ship. With WiFi, cable TV, window A/C units in bedrooms, outdoor shower and washer/dryer you have all the comforts of home while enjoying your beach vacation. ## Reviews 9.0 Wonderful ### Entire home 3 bedrooms3 bathroomsSleeps 82600 sq ft ## Popular amenities - Beach view - Parking available - Dryer - Washer - Barbecue grill ## 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. ### Waterfront on Pleasant Bay! Summary: 15548 - Island Lookout: Waterfront on Pleasant Bay! The Space: At the end of a quiet road, you’ll find this piece of heaven in Orleans tucked above the trees, overlooking a large yard, and beyond that, a beautiful private beach below. As you arrive, you’ll notice a small sign for the beach path beside the driveway; you’re always just steps away from the idyllic sun drenched sand and calm waters. Entering the home brings you a level higher, and the views will amaze as soon as you enter; large bay windows open up onto a picturesque view of Little Pleasant Bay, and the ocean views are gorgeous from every room upstairs. The living room and kitchen/dining area are open, bright, and airy, and the space leads out onto a triangular deck area, which truly feels like you’re aboard a ship. To the left of the main deck area, there is a small catwalk over to a second seating area, with two rocking chairs to gaze out into the bay. Seating indoors and outdoors in between the kitchen make this a perfect entertaining space, and enjoying meals with your family and friends by the water is a nightly treat. If you do care to dine out, many options are close by on Main Street I Orleans; for breakfast try Whisk or for something more substantial, try the Rail. If you venture further, you’ll find that you can find all the provisions you need at Nauset Farms, a small local market. Back Inside the home, the master bedroom occupies the right wing of the home, complete with unbelievable water views, a king size bed, and a full en suite bathroom. Downstairs offering additional living space, plus two more bedrooms. The larger bedroom features a queen bed, and the other has two bunk beds both with twin beds. A living area and kitchenette between the two downstairs bedrooms provides a second area to relax, and can be the perfect kids living area. ​​​​​​​Take a stroll out into the grassy yard, and surrounded by large shrubs, you’ll feel remote and private. Toward the end of the yard is a pathway to the beach, and a 1 minute walk through the trees will bring you to a beautiful sandy oasis for you to enjoy; truly an ideal beach vacation. If you’re seeking something close to the beach, private, and something that really feels like a relaxing Cape Cod vacation, don’t wait to book this rare find! Home Details: \-Dogs Welcomed (w/fee of $45/night per dog) \-Sleeps 8 \-2 Floors \-1st Floor Master Bedroom: 1 King Bed w/ en suite Full Bathroom \-Ground Floor Bedroom #1: 1 Queen Bed \-Ground Floor Bedroom #2: 2 Twin Bunk Beds (4 twins total) \-Window A/C Units in Bedrooms \-WiFi \-Cable TV \-Washer/Dryer \-Gas Grill \-Deck w/ Furniture \-Walk to Private Neighborhood Beach \-Private Yard \-Outdoor Shower \-Elevated Water Views \-Waterfront on Pleasant Bay \-Sheets and Bath Towels Provided with Beds made Upon Arrival \-Cleaned with Hospital Grade Disinfectant C0403912240 The Neighborhood: Oceanside ## Property amenities ### Beach - Beach nearby ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2.5 private bathrooms - Hair dryer - Shower - Towels provided ### Entertainment - TV with cable channels ### Outdoor areas - Balcony - Barbecue grill - Garden - Yard ### Laundry - Laundry facilities - Washer/dryer ### Work spaces - Office ### Climate control - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near the sea ### Things to do - Water park ### 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) - Fire extinguisher ### General - Garden - Unit size: 2,600 square feet ## Similar properties ![TV, table tennis](https://images.trvl-media.com/lodging/90000000/89210000/89205700/89205683/10f1644d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Experience the charm of Orleans at Skaket Beach Life Namskaket - Kitchen - Washer - Dryer - Pet-friendly [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-29&endDate=2025-12-30&selected=89205683&PinnedHotelID=89205683&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/35000000/35000000/34992700/34992695/a9743b6e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxurious Waterfront Home! 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Guest must sign guest agreement within 24 hours of booking. Guest must abide by the dog policy of the home... ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know 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 This property accepts cash Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher 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 C0403912240 ### Property is also known as 647f71e1d532e7004b05a392 House ## 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%7C41.74638%2C-69.97208&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=qkDxda4bsrGlZhEmlIhQPt6oXWU=) Orleans, MA #### What's nearby - Cape Cod Beaches \- 4 min drive \- 1.5 km - Skaket Beach \- 13 min drive \- 8.8 km - Nauset Beach \- 15 min drive \- 8.5 km - Cape Cod National Seashore \- 16 min drive \- 12.9 km - Hyannis Harbor \- 29 min drive \- 36.2 km #### Getting around - Hyannis Transportation Center - 35 min drive - Hyannis, MA (HYA-Barnstable Municipal) - 32 min drive #### Restaurants - ‪Hot Chocolate Sparrow - ‬9 min drive - ‪Dunkin' - ‬9 min drive - ‪Hog Island Beer Co. - ‬10 min drive - ‪Town Cove Tap House - ‬9 min drive - ‪Hole in One - ‬9 min drive ## Frequently asked questions ### Is Waterfront on Pleasant Bay! pet-friendly? ### How much is parking? ### What time is check-in at Waterfront on Pleasant Bay!? ### What time is check-out at Waterfront on Pleasant Bay!? ### Where is Waterfront on Pleasant Bay! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Waterfront on Pleasant Bay! Reviews ## Reviews 9.0 ### Wonderful 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.ca/lp/b/content-guidelines) 10 - Excellent 8 8 - Good 3 6 - Okay 0 4 - Poor 1 2 - Terrible 0 ### 9.4/10 Cleanliness ## Reviews ### 10/10 Excellent #### Steven M. Aug 26, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location, private beach, within an easy walk Location is great house somewhat dated but functional plenty of room for four or more people able to carry kayaks down to the beach and leave them till our departure ##### Steven M. Stayed 7 nights in Aug 2023 ### 8/10 Good #### CHARLES D. Sep 6, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cape Getaway It was a great place to get together with my family. Having a private beach to walk to was a bonus. It had great views. The living and sleeping spaces were good. My only negative comment would be the condition of the deck. ##### CHARLES D. Stayed 21 nights in Jul 2023 ### 4/10 Poor #### Jason W. Jul 22, 2023 Liked: Check-in, communication Disliked: Location #### Cape Cod, Orleans rental Ok property. Very dated decor. In the woods with a lot of biting insects. ##### Jason W. Stayed 14 nights in Jul 2023 ### 10/10 Excellent #### Joanne S. May 20, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful view The house was very big and the view was amazing. Waking up and looking out the window to the pretty sunrise was amazing. The dogs loved running around the yard. The only throwback was we had to pick several ticks off them so next time we'd be prepared with spray to deter that. There were some ants popping up on the kitchen counters as well but wasn't a huge problem. My friend stayed downstairs and was sneezing a-lot so I'm not sure if it wasn't thoroughly cleaned in between seasons or what. The kitchen had everything we needed to cook although we did bring our own pans and cooking utensils cuz you never know. The path to the beach area was a short 2 minute walk and well manicured. The weather was 50's and 60's so we just enjoyed the view. I would definitely come back in the summer to really enjoy that private beach. ##### Joanne S. Stayed 3 nights in May 2023 ### 10/10 Excellent #### Robert P., New York, NY Oct 25, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful Cape Cod Location, Beautiful View This house in Orleans is centally located on Cape Cod, allowing easy access to points of interest both north and south. Beautiful bay view and about a 5 minute walk to a private beach. The house was exactly as shown in the photos. The kitchen was well stocked with utensils, dishes, pots, etc. ##### Robert P. Stayed 10 nights in Oct 2022 ### 10/10 Excellent #### Rachel T. Oct 12, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful views Easy walk to the private beach area with beautiful views from the house. There are other homes fairly nearby, but the home feels very private. We brought folding kayaks and carried them to the beach which worked great! It was just a short drive to restaurants and shops. ##### Rachel T. Stayed 2 nights in Oct 2022 ### 10/10 Excellent #### Kent M., DOBBS FERRY, USA Aug 1, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place, beautiful setting! Nice house with all the basics set on a beautiful property. Quick walk to the bay beach, our 4-year old daughters loved it. Easy location with access to Orleans and the surrounding times. ##### Kent M. Stayed 7 nights in Jul 2022 ### 8/10 Good #### Donna D. May 16, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Scenic stay at peaceful, quiet, beautiful, clean home. Perfect location - quiet, had a private beach, very clean. Close to Nauset beach too, which had really big, scenic waves and was very quiet. We spent our time, walking on the private beach in the mornings and walking along Nauset and Marconi beaches in the afternoons, reading on the couches, watching the water and listening to the beautiful birds and smelling the flowering bushes and trees on the property. Some small items that maintenance should take care of - the private path to the beach is overgrown, so one has to use the more difficult, overgrown paths to the private beach. We used the upstairs shower all the time we were there. On our last morning, we noticed the downstairs shower doesn't have cold water, so the shower is really hot downstairs. We also opened the windows on our last day there and noticed one of the master bedroom windows in the upper floor had to be propped open, it doesn't stay open by itself. All of these were small, minor nits that didn't take away from the beautiful location, property and experience. Very rejuvenating staying here. ##### Donna D. Stayed 4 nights in May 2022 ### 10/10 Excellent #### Gail T., Inverness Oct 14, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Getaway! The view and location is the star of this property! This is exactly what we needed for a couples getaway. We were close to everything, spending our days exploring and our evenings relaxing with glass of wine looking out at calm waters! ##### Gail T. Stayed 6 nights in Oct 2021 ### 8/10 Good #### Mary Ann G. Sep 28, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### For us it was a great location. Quiet. It is a beautiful view and generous amount of space. Was disappointed in the upstairs shower water pressure and even though there was a ice maker it did not work. ##### Mary Ann G. Stayed 3 nights in Sep 2021 ### 10/10 Excellent #### Carrie P., Clifton Park Sep 27, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice Weekend at the Cape We enjoyed our stay in Orleans with our three children ages 17, 17 and 20\. The house accommodated the entire family and it was nice to wake up to the water view. Thank you for letting us check out a bit late on Sunday. ##### Carrie P. Stayed 2 nights in Sep 2021 ### 10/10 Excellent #### Helen B. Sep 13, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beach House Lovely water views from the house near it’s own private beach. Located on Pleasant Bay, it was great for renting kayaking and paddle boarding. Dog walks with the kids were fun too. Comfortable house with stocked kitchen and new beds and near beaches and restaurants. ##### Helen B. 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