[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # ON PLEASANT BAY - TOPSIDE MAIN HOUSE Vacation home in Orleans ![Living area](https://images.trvl-media.com/lodging/115000000/114280000/114274500/114274489/61296d6a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Living area](https://images.trvl-media.com/lodging/115000000/114280000/114274500/114274489/fc3a1431.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Living area](https://images.trvl-media.com/lodging/115000000/114280000/114274500/114274489/c3d8d291.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/115000000/114280000/114274500/114274489/79423600.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114280000/114274500/114274489/2797f1ce.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location ON PLEASANT BAY - TOPSIDE MAIN HOUSE provides laundry facilities and more. Guests can connect to in-room WiFi. ### Entire home 4 bedrooms4 bathrooms ## Popular amenities - Dryer - Washer - 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. ### ON PLEASANT BAY - TOPSIDE MAIN HOUSE Vacation home in Orleans This smoke-free vacation home features laundry facilities. The vacation home features 3.5 bathrooms and a washing machine, plus a hair dryer and a shower. Air-conditioned accommodations at this vacation home offer irons/ironing boards. Bathrooms include showers, bidets, and hair dryers. ## Property amenities ### Internet - Available in the house: WiFi ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 3.5 bathrooms - Bidet - Hair dryer - Shower - Soap - Toilet paper - Towels provided ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### 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) ## Similar properties ![Beach](https://images.trvl-media.com/lodging/68000000/67550000/67544000/67543956/96fb041b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sprawling Family home located across from Chatham Harbor Chatham - Kitchen - Washer - Dryer - Outdoor space 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=67543956&PinnedHotelID=67543956&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110070000/110065400/110065302/w1799h1199x1y1-ccb3fcc5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chatham Gem with Pool & High-End Style RPAM104 Chatham - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=110065302&PinnedHotelID=110065302&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78400000/78395300/78395208/26ecf537.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private Beach - 3 bedroom Orleans - Ocean view - Kitchen - Washer - Dryer 9.8 Exceptional 9 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=78395208&PinnedHotelID=78395208&HadPinnedHotel=true®ionId=-1&adults=2) ![Living area](https://images.trvl-media.com/lodging/84000000/83280000/83276700/83276640/w905h683x60y0-2c112796.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Summer Beach House on the beach-100 ft from the water Harwich - Kitchen - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=83276640&PinnedHotelID=83276640&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/54000000/53930000/53923400/53923375/5a59841d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 4 miles to Orleans beaches & close to town! 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Harwich - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=95850289&PinnedHotelID=95850289&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/107000000/106820000/106812000/106811957/70476ca5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family Tides home, perfect for up to 10 guests. East Orleans - Kitchen - Washer - Dryer - Air conditioning 9.4 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19&selected=106811957&PinnedHotelID=106811957&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets not allowed ### 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 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 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 C0047302240 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=41.730682,-69.99082&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:%7Bkv%7DFraejL%3FU%3FS%40S%3FU%40U%40S%3FSBU%40S%40S%40UBSBUBSBSBSBSBSDSDSBSDSDSDQDSFQDQFSFQDQHQFQFQFQHOFQHOFQHOHOJOHOHMHOJOHMJMJOJMJKJMJKJMJKLKJMLILKJILKLILILGLKLGLGLINELGLGLGNENELELENCNELCNCNCNCLANCNANANAL%3FNAN%3FNAN%40L%3FN%40N%3FN%40N%40N%40LBN%40NBNBLBNBNDLBNDLDNDLFNDLFLFLDNHLFLFLJLFLJJFLJLHLJJHLLJJJJLLJJJLJJJLJNHLJLHNJNHLHNHNHNHNHPFNHPHPFNFPFPFPFPFPDRFPDPFRDRDPBRDRDRBRDRBRBRBRBRBT%40R%40TBR%40R%40T%40R%40R%3FT%40T%3FR%3FR%3FT%3FT%3FR%3FRAT%3FTARARATARCTARARCTCRCRCRCRERCRERERCREPERGREPGPERGPGPGRGNGPGPIPINGPININININININKLINKLILKNKLKLKLKJMLKJKJMJKHMJMJMHKHMHMFMJMFMFOHMFMDMFODMFODMDODMDOBOBMBODO%40OBM%40O%40O%40O%40O%3FO%40M%3FO%40OAO%3FOAM%3FO%3FOCOAOAMCOAOEOCMCOCOEMEMEOEOEMGMGMEOGMIMGMGMKMGMIMIMIKKMKMIKKMKKKKMKKKMKMKMKOKMIMKOIMIOIOKMIQIOGOIQGOIQGQGQGOISEQGQGSEQGQESEQESESCSESESCSCSCSCSCSCUCSASASAUCU%3FSASAU%3FUAS%3FS%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=O5ovEtgHmxkFq5S76dg7Au_y9jk=) Orleans, MA #### What's nearby - Nickerson State Park - 7 min drive - 5.0 km - Chatham Fish Pier - 9 min drive - 9.5 km - Ocean Edge Golf Club - 11 min drive - 8.1 km - Skaket Beach - 11 min drive - 9.5 km - Chatham Lighthouse - 11 min drive - 10.9 km #### Getting around - Hyannis Transportation Center - 25 min drive - Hyannis, MA (HYA-Barnstable Municipal) - 30 min drive #### Restaurants - ‪Three Fins Coffee House & Cacao Factory - ‬6 min drive - ‪Dunkin' - ‬4 min drive - ‪Dunkin' - ‬4 min drive - ‪Pain D'avignon - ‬6 min drive - ‪400 East - ‬5 min drive ## Frequently asked questions ### Is ON PLEASANT BAY - TOPSIDE MAIN HOUSE pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at ON PLEASANT BAY - TOPSIDE MAIN HOUSE? > Check-in begins at 4:00 PM. ### What time is check-out at ON PLEASANT BAY - TOPSIDE MAIN HOUSE? > Check-out is at 10:00 AM. ### Where is ON PLEASANT BAY - TOPSIDE MAIN HOUSE located? > Situated in Orleans, this vacation home is 1.1 mi (1.8 km) from Captain's Cove Golf Course and within 3 mi (5 km) of Captains Golf Course and Caleb Nickerson House. Chatham Marconi Maritime Center is 2.5 mi (4.1 km) away. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## ON PLEASANT BAY - TOPSIDE MAIN HOUSE Reviews 10 - Excellent 0 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### No reviews yet Be the first to leave a review for this property after your stay. ## Expedia's Latest Trends ### Hotels > [Windmill walk](https://www.expedia.ca/Halifax-Hotels-Windmill-Walk.h36822749.Hotel-Information) > > [Wequassett Resort and Golf Club](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) > > [Super 8 by Wyndham Truro NS](https://www.expedia.ca/New-Glasgow-Hotels-Super-8-By-Wyndham-Truro-NS.h918514.Hotel-Information) > > [Hotels in San Francisco](https://www.expedia.ca/San-Francisco-Hotels.d178305.Travel-Guide-Hotels) > > [Antigonish Victorian Inn](https://www.expedia.ca/New-Glasgow-Hotels-Antigonish-Victorian-Inn.h36862817.Hotel-Information) > > [Desire Riviera Maya Pearl Resort, Couples Only - Adults Only All Inclusive](https://www.expedia.ca/Puerto-Morelos-Hotels-Desire-Riviera-Maya-Pearl-Resort-All-Inclusive-Couples-Only.h5051672.Hotel-Information) > > [All Inclusive Resorts and Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-All-Inclusive-Hotel.0-0-d178294-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) > > [Comfort Suites Miami Airport North](https://www.expedia.ca/Miami-Hotels-Comfort-Suites-Miami-Airport-North.h4326587.Hotel-Information) > > [InterContinental New York Times Square by IHG](https://www.expedia.ca/New-York-Hotels-InterContinental-New-York-Times-Square.h3299967.Hotel-Information) > > [Hotels in Toronto](https://www.expedia.ca/Toronto-Hotels.d178314.Travel-Guide-Hotels) > > [Hotels in Eureka](https://www.expedia.ca/Eureka-Hotels.d287.Travel-Guide-Hotels) > > [Hotels in Boston](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels) > > [HyattHotels Hotels in Jasper](https://www.expedia.ca/Jasper-Hotels-Hyatt-Hotels.0-0-d6139996--bHyattHotels.Travel-Guide-Filter-Hotels) > > [Beach Hotel in Kingston](https://www.expedia.ca/Kingston-Hotels-Beach-Hotel.0-0-d180034-tBeachHotel.Travel-Guide-Filter-Hotels) > > [Lazy M Lodge](https://www.expedia.ca/Caroline-Hotels-Lazy-M-Lodge.h14731433.Hotel-Information) ### Flights > [Flights from Toronto (YYZ) to Delhi (DEL)](https://www.expedia.ca/lp/flights/yyz/del/toronto-to-delhi) > > [Flights from Bocas del Toro (BOC) to Tocumen (PTY)](https://www.expedia.ca/lp/flights/boc/pty/bocas-del-toro-to-panama-city) > > [Saudi Arabian Airlines](https://www.expedia.ca/Saudia-Flights.cSV.Travel-Guide-Airlines) > > [Flights from Goffs (YHZ) to Windsor (YQG)](https://www.expedia.ca/lp/flights/yhz/yqg/halifax-to-windsor) > > [Flights from Phoenix (PHX) to Yuma (YUM)](https://www.expedia.ca/lp/flights/phx/yum/phoenix-to-yuma) > > [Virgin Atlantic](https://www.expedia.ca/Virgin-Atlantic-Flights.cVS.Travel-Guide-Airlines) > > [Flights from Toronto (YYZ) to Roatan (RTB)](https://www.expedia.ca/lp/flights/yyz/rtb/toronto-to-roatan) > > [Flights from Toronto (YYZ) to Honiara (HIR)](https://www.expedia.ca/lp/flights/yyz/hir/toronto-to-honiara) ### Cars > [Car rentals in Berlin](https://www.expedia.ca/Car-Rentals-In-Berlin.d179892.Car-Rental-Guide) > > [Car rentals in Jeju Island](https://www.expedia.ca/Car-Rentals-In-Jeju-Island.d6049718.Car-Rental-Guide) ### Packages > [Miami Vacations](https://www.expedia.ca/Miami.d178286.Destination-Travel-Guides) > > [all inclusive vacations](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations) ### General > [Visit King City](https://www.expedia.ca/King-City.dx6024014)