Title: South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus! - Latest Reviews, Deals & Photos 2025 - 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 # South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus! Waterfront vacation home with kitchen and patio ![Interior](https://images.trvl-media.com/lodging/114000000/113010000/113008300/113008271/8588ea51.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113010000/113008300/113008271/9893caee.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Marina](https://images.trvl-media.com/lodging/114000000/113010000/113008300/113008271/bef35b8f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/114000000/113010000/113008300/113008271/a7281bd2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113010000/113008300/113008271/e13d4582.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus! provides laundry facilities and more. Adventurous travelers may like the kayaking at this vacation home. Guests can connect to free in-room WiFi. 9.6 Exceptional ### Entire home 6 bedrooms4 bathrooms3500 sq ft ## Popular amenities - Parking available - Dryer - Pet-friendly - Washer - Barbecue grill - Kitchen ## 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. ### South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus! This home is Professionally Managed by Pretty Picky Properties Waterfront, Six Bedrooms, Beach Access, Kayaks Available, Pets Considered! Rents Friday - Friday in Peak Summer Sleeps 11 Linens Included, Beds Made Pets Considered Location “South Cottage” is perched on a shady bluff at the edge of 3.6-acres along Route 28 in the towns of Orleans and Harwich, belonging to Pleasant Bay Community Boating (PBCB). The Bay is directly in front of the house, so you have commanding views of the Bay and its various boating activities. Enjoy your morning coffee and your evening meals on the deck overlooking the water. 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 each. But to take advantage of this location's unique appeal, you don't have to drive anywhere. You're a neighbor of 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. Outdoor Space The patio is the heart and soul of the property. With plenty of seating, a Weber® grill, and a constantly changing seascape, the patio will call your name to sit in a comfortable chair, dine under the open sky, and become mesmerized by the beauty of the Bay. Besides the outdoor seating, you'll find the gas grill out here, as well as the enclosed outdoor shower. An outdoor shower is one of life's simple luxuries. This one is especially amazing, as you can shower away the day's sand and salt spray in relative privacy -- with a view of the Bay. It doesn't get much better than that! Indoor Space The kitchen is well equipped with a new dishwasher and plenty of glassware. The adjoining dining room can easily seat 10 for dinner. The spacious patio is accessed through the dining room for al fresco dining and taking in the view. The laundry room is just off the kitchen. South Cottage is a rambling long cottage with vaulted ceilings in all the bedrooms, but noticeably low ceilings in the dining room, kitchen and living room (6'2” – 6'4”). Sleeping Accommodations This property is ideal for two families or multi-generational families vacationing together, as it has two primary bedrooms -- each with a king size bed and a private full bath -- located on opposite ends of the home's main level. All bedrooms in the house have front and center views of Pleasant Bay and beyond to the Atlantic. On the second level you'll find one bedroom with a full-size double, two bedrooms with a single twin in each and the final bedroom with three twins. In all, there is sleeping for up to 11. The home has 3.5 baths. Sailing Opportunities One sail per rental offered from mid-June through late August is a 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 transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 6 bedrooms - Bedsheets provided ### Bathroom - 3.5 bathrooms - Bathtub or shower - Hair dryer - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Books - TV with cable/satellite channels ### Outdoor areas - Barbecue grill - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near the bay - On the waterfront ### Things to do - Kayak - Birdwatching nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Kayaking nearby - Swimming nearby - Whale watching nearby - Wildlife walks 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: 3,500 square feet ## Similar properties ![Dining](https://images.trvl-media.com/lodging/34000000/33490000/33490000/33489984/10324cbe.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 bedrooms ocean view estate overlooking cape cod bay Orleans - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 56 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22&selected=33489984&PinnedHotelID=33489984&HadPinnedHotel=true®ionId=-1&adults=2) ![Sun loungers](https://images.trvl-media.com/lodging/35000000/34340000/34331800/34331712/64a5b065.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home Chatham - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 102 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22&selected=34331712&PinnedHotelID=34331712&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/110000000/109450000/109441300/109441207/b2d27afe.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Town & Sound: 025-HC Harwich Port Gem, Walk to Town/Beach, 5 Bedrooms Harwich Port - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22&selected=109441207&PinnedHotelID=109441207&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/115000000/114490000/114481600/114481501/4bc7ac46.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sweeping Views, 150 Yards to Private Beach! 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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 C0257271260 ### Property is also known as 942753 ## 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%7C41.72879%2C-69.99220&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=4aDdk3fTtnsyW5qV-2zlxpiJcUU=) Harwich, MA #### What's nearby - Nickerson State Park - 7 min drive - 5.6 km - Chatham Fish Pier - 7 min drive - 9.2 km - Harwich Port - 9 min drive - 10.6 km - Chatham Lighthouse - 9 min drive - 10.2 km - Ocean Edge Golf Club - 11 min drive - 9.5 km #### Getting around - Hyannis Transportation Center - 25 min drive - Hyannis, MA (HYA-Barnstable Municipal) - 30 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 South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus! pet-friendly? > Yes, pets are allowed at this property. ### Where is South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus! located? > Situated on the waterfront, this vacation home is within 2 mi (3 km) of Cape Cod Beaches, Captain's Cove Golf Course, and Caleb Nickerson House. Captains Golf Course and Chatham Marconi Maritime Center are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus! Reviews 9.6 ### 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.ca/lp/b/content-guidelines) 10 - Excellent 75 8 - Good 11 6 - Okay 2 4 - Poor 1 2 - Terrible 0 ### 9.6/10 Cleanliness ### 10/10 Excellent #### Jake P. Jul 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location and property! Close to a lot of great spots and loved being on the water. House was perfect for our group. We’ll be back for sure! ##### Jake P. Stayed 3 nights in Jun 2024 ### 10/10 Excellent #### Sid M. Aug 3, 2020 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Pleasant stay on Pleasant Bay Ample space for a family of 6 adults and a child; beautiful location with amazing views of Pleasant Bay; nice location and helpful staff. Thoroughly enjoyed our stay. ##### Sid M. Stayed 8 nights in Jul 2020 ### 10/10 Excellent #### BJ C. Aug 27, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing view We had a lovely stay ##### BJ C. Stayed 7 nights in Aug 2022 ### 10/10 Excellent #### Sarah L. Jul 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome stay! My friends and I had a wonderful time! We spent most of the time at the table on the beautiful porch. There isn't beach access, but we swam in the water out back which was nice. ##### Sarah L. Stayed 3 nights in Jul 2024 ### 10/10 Excellent #### Kristen R. Aug 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fantastic Family Reunion Week Our extended family had a wonderful stay at Pleasant Bay Community Boating. We took advantage of the Simply Sail lesson and went kayaking in Pleasant Bay and Little Pleasant Bay. We all enjoyed just sitting on the deck watching the boats. Thank you for a great vacation! ##### Kristen R. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Kim R. Jul 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wonderful, classic Cape Cod vacation spot It’s not fancy, it’s not modern, but it’s a classic old Cape Cod Home with spectacular views and wonderful indoor and outdoor gathering places. The sailing lesson was a great bonus. It’s not right on a beach, but close to everything. We had a wonderful stay when we were here for a family wedding at Wequassett. ##### Kim R. Stayed 4 nights in Jun 2024 ### 10/10 Excellent #### Katie S. Oct 30, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely weekend retreat The house was perfect for our group of 10. Cozy and comfortable with an amazing view and great location. Huntley was a great host. Would definitely stay again! ##### Katie S. Stayed 3 nights in Oct 2022 ### 10/10 Excellent #### Mary-Anne G. Sep 20, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Location Enjoyed sitting on the patio with the lovely view of the Bay just as much as we enjoyed exploring this part if the Cape. Roomy, clean, and charming. ##### Mary-Anne G. Stayed 7 nights in Sep 2023 This review was submitted before 2018 and has not been verified. ### 10/10 Excellent #### Elena A. Aug 11, 2016 #### This is a charming, cozy summer cottage with an incredible view of Pleasant Bay! This charming, cozy summer cottage has a beautiful view of Pleasant Bay and was a relaxing place to take a vacation. It's close to Chatham town center and the beaches. We had a great time and look forward to more family memories there again in the future! ##### Elena A. Stayed 3 nights in Jul 2016 ### 10/10 Excellent #### USHA T. Jan 25, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Gorgeous Views This house is located in a lovely area of Cape and has beautiful views. It is perfect for a large family. ##### USHA T. ### 10/10 Excellent #### Jennifer P. Jul 8, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Pleasant Bay Our group of 8 spent a week in the South Cottage in early July. There was plenty of space, the property was extremely clean and the location was within 10 min of everything we wanted to do. I highly recommend staying here. ##### Jennifer P. Stayed 7 nights in Jul 2023 This review was submitted before 2018 and has not been verified. ### 10/10 Excellent #### Eric B. Sep 19, 2017 #### Beautiful view Would have been nice to have the beds made but otherwise everything was spectacular ##### Eric B. Stayed 4 nights in Aug 2017 ### 10/10 Excellent #### Ilene M. Oct 24, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful spot on Pleasant Bay A lovely well appointed cottage, with low ceilings as mentioned in the listing. We were there in the off season so it was quiet with lots of opportunity to sit outside and enjoy the beautiful view. ##### Ilene M. Stayed 3 nights in Oct 2022 ### 8/10 Good #### Marilyn m. Aug 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Pleasant bay vacay The house was clean, pleasant, needs updating. Kitchen is older gally style. Your parking is in a short walk, but you can drop off in front of house. Property is part of community sailing camp. Beautiful view. We were given a sailing lesson which was great! Also can use kayaks a ##### Marilyn m. Stayed 7 nights in Aug 2024 ### 8/10 Good #### Patrick P. Sep 25, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Pleasant long weekend Pretty view! Really appreciated the quick response time and accommodating spirit of property manager. ##### Patrick P. Stayed 3 nights in Sep 2022 ### 10/10 Excellent #### Sarah L. Jul 16, 2019 Liked: Cleanliness, communication, location, listing accuracy #### Fantastic Location on Pleasant Bay This is a wonderful house right on Pleasant Bay. It is very comfortable, clean, and convenient. Being part of PBCB is a tremendous benefit for anyone interested in sailing and/or kayaking. Beautiful dock. Great swimming. The staff is friendly and accommodating. ##### Sarah L. Stayed 4 nights in Jun 2019 This review was submitted before 2018 and has not been verified. ### 10/10 Excellent #### Carole S. Oct 10, 2017 #### loved it! Great location, great setting. Excellent space to all be together for meals and to hang out. Stunning view. Excellent access to sailboats and small beach. We really liked having our own beach in our "backyard". The kids AND the grownups loved all of it. ##### Carole S. Stayed 4 nights in Sep 2017 ### 10/10 Excellent #### Carly Z. Oct 8, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Loved it! Sunrise was amazing!!! Property was quaint and homey. I will be back! Great way to unwind! ##### Carly Z. Stayed 3 nights in Sep 2021 ### 10/10 Excellent #### Debra B. Jul 3, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great views I stayed with 7 family members in this cute and clean cottage. The views of the bay are amazing and we loved the sounds of the water and boats. We were able to use some kayaks from the property. The kitchen was good for quick meals. The parking in a separate lot was not a problem since we could still do drop offs and pick ups right outside. ##### Debra B. Stayed 7 nights in Jun 2022 ### 8/10 Good #### Paul S. Oct 12, 2019 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Comfortable house in a beautiful spot Everything went smoothly and everyone was easy to deal with. For our needs the location was not ideal because you can't safely walk or bike from the house except out to the dock. The traffic on Route 28 is too fast. ##### Paul S. Stayed 3 nights in Sep 2019 ### 8/10 Good #### Roslin M. Aug 18, 2018 #### Enjoyed being on Pleasant Bay We loved our two week stay, especially our granddaughter who took sailing lessons for a week. The view is spectacular. Our only reservation was the closenest to the road. It was not safe to walk along or bike on. We enjoyed the cottage and the property manager was very helpful with things that needed attention, like a sliding door and chairs that needed to be glued. The sunrises and fog on the water made everything worthwhile. ##### Roslin M. Stayed 14 nights in Aug 2018 ### 10/10 Excellent #### Carol D. Jun 11, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Loved it! We had a great stay at South Cottage. Management is very responsive and welcoming; the house was clean and very nicely furnished with lots of comfortable spaces. Our 3 generations had plenty of space to spread out, as well as to hang out together. The weather was perfect, so we didn't need to explore the ample supply of games, puzzles and books. Lots of dishware, utensils, and pots and pans in the kitchen. We cooked many fish dinners! The bay is beautiful and calming. The "kids" (young adults) swam, went sailing and kayaking, and took advantage of area beaches. Great vacation - we didn't want to leave! ##### Carol D. Stayed 6 nights in Jun 2021 This review was submitted before 2018 and has not been verified. ### 10/10 Excellent #### Vidyasagar K. Aug 6, 2017 #### Wonderful, quiet, roomy, quaint and with a patio for gorgeous sunsets! Gorgeous old house filled with character with multiple bedrooms and bathrooms, all of which are lovely. Very private with lovely hosts who checked in on us to make sure all was well, and then let us do our own thing. Fantastic open common room with an amazing view. Patio has lots of tables and chairs and a clear view of the bay for watching sunrise and sunset. Fully equipped kitchen : we cooked each night for 8 adults and one child, no shortage of cookery or crockery. Great beaches and biking are minutes away. Charlie, Huntley and Abby will hook you up with kayaks (use anytime 9-4) or sailing lessons which we enjoyed thoroughly. Our lab group had an amazing, relaxing and restorative time and we will be back next year! Thanks to the PBCC crowd for a delightful time. ##### Vidyasagar K. Stayed 4 nights in Jul 2017 ### 10/10 Excellent #### Scott B. Aug 3, 2018 #### Nice Cape experience and georgous views. Many thanks to Natalie for her efforts in accommodating our last minute reservation. The staff at Pleasant Bay Community Boating also bent over backwards for any request we had. I was hoping for a nice Cape experience for my family and we got it. The cottage is a good central location to explore the Cape. We were able to visit both Provinceton and Hyannis Port. We’re not boaters but we so enjoyed watching the sailboats criss cross the bay in the gentle breeze. I even watched a seal feed on a large school of fish while standing on the dock at daybreak, he literally swam right under me-priceless. I would very much recommend. The front of the home is right on a somewhat busy road and the living quarters are “rustic” but the views, boating vibe and courteousness of Natalie and Huntley made it a great memory for my family. ##### Scott B. Stayed 3 nights in Jul 2018 This review was submitted before 2018 and has not been verified. ### 6/10 Okay #### Margaret R. Sep 4, 2017 #### Great deck to hang out on! We were a bit shocked as we entered Square Top the first day. The steep and narrow stairs to the upstairs bedrooms, very small kitchen with an older stove, and a laundry room that had not been used in years. But, once we went outside and realized how much we loved the deck and outdoor shower, we settled in. The 2 bedrooms facing the water were very comfortable and thank goodness for the large bathroom and airconditioning upstairs. My niece had the bedroom facing the busy road but used one of the many fans to drown out the noise. We had planned on cooking fresh fish on the grill that was provided but it wasn't working properly, even after the property manager came to try and fix it. We had a lovely sail and enjoyed all the action provided by the neighboring sailing club. Best of all, the weather was perfect! ##### Margaret R. 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