Title: Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=6034082&destination=Annapolis%2C+Maryland%2C+United+States+of+America&selected=126003342&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis ## Photo gallery for Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis ![Terrace/patio - Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis (Annapolis)](https://images.trvl-media.com/lodging/127000000/126010000/126003400/126003342/b2e8113b.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis (Annapolis)](https://images.trvl-media.com/lodging/127000000/126010000/126003400/126003342/b3a821e8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Iron/ironing board, Internet, bed sheets - Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis (Annapolis)](https://images.trvl-media.com/lodging/127000000/126010000/126003400/126003342/w1024h682x0y0-1622b204.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis (Annapolis)](https://images.trvl-media.com/lodging/127000000/126010000/126003400/126003342/e311a657.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Living area - Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis (Annapolis)](https://images.trvl-media.com/lodging/127000000/126010000/126003400/126003342/733e1ed3.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis provides laundry facilities and more. ## Popular amenities - Pet-friendly - Air-conditioning - Laundry room ## Check prices for these days [Tonight ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30&selected=126003342&PinnedHotelID=126003342&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30&selected=126003342&PinnedHotelID=126003342&HadPinnedHotel=true®ionId=-1&adults=2) [Tomorrow ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-30&endDate=2026-03-31&selected=126003342&PinnedHotelID=126003342&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-30&endDate=2026-03-31&selected=126003342&PinnedHotelID=126003342&HadPinnedHotel=true®ionId=-1&adults=2) [This weekend ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-03&endDate=2026-04-05&selected=126003342&PinnedHotelID=126003342&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-03&endDate=2026-04-05&selected=126003342&PinnedHotelID=126003342&HadPinnedHotel=true®ionId=-1&adults=2) [Next weekend ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-10&endDate=2026-04-12&selected=126003342&PinnedHotelID=126003342&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-10&endDate=2026-04-12&selected=126003342&PinnedHotelID=126003342&HadPinnedHotel=true®ionId=-1&adults=2) ## Room options ## You may also like Ad ![Meeting facility](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/50000/42100/42068/a8afd2ee_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Historic Inns of Annapolis Historic District - Pet-friendly - Free Wi-Fi - Restaurant - Air-conditioning 9.0 Wonderful 1,863 reviews £137 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information?chkin=2026-4-5&chkout=2026-4-6&rm1=a2®ionId=6034082&destination=Annapolis&destType=MARKET&latLong=38.9786,-76.492355&searchId=35d0bdbf-3ae2-4bda-8305-51d24250bd39&top_cur=GBP) Ad ![Lobby](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/900000/892300/892213/9e7a530e_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hilton Garden Inn Annapolis Downtown Annapolis - Pet-friendly - Free Wi-Fi - Restaurant - Air-conditioning 8.6 Excellent 1,001 reviews £94 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information?chkin=2026-4-5&chkout=2026-4-6&rm1=a2®ionId=6034082&destination=Annapolis&destType=MARKET&latLong=38.9786,-76.492355&searchId=35d0bdbf-3ae2-4bda-8305-51d24250bd39&top_cur=GBP) Ad ![Lobby](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/10000/900/846/ebe23f3d_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Graduate by Hilton Annapolis Annapolis - Pet-friendly - Free Wi-Fi - Restaurant - Air-conditioning 9.4 Exceptional 1,002 reviews £154 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information?chkin=2026-4-12&chkout=2026-4-13&rm1=a2®ionId=6034082&destination=Annapolis&destType=MARKET&latLong=38.9786,-76.492355&searchId=35d0bdbf-3ae2-4bda-8305-51d24250bd39&top_cur=GBP) Ad ![Lobby](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/2000000/1650000/1641200/1641168/f30dff67_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hilton Garden Inn Annapolis Annapolis - Pool - Hot tub - Pet-friendly - Free Wi-Fi 8.2 Very good 1,000 reviews £84 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information?chkin=2026-4-6&chkout=2026-4-7&rm1=a2®ionId=6034082&destination=Annapolis&destType=MARKET&latLong=38.9786,-76.492355&searchId=35d0bdbf-3ae2-4bda-8305-51d24250bd39&top_cur=GBP) Ad ![Property amenity](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/73550aaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### The Westin Annapolis Annapolis - Pool - Spa - Pet-friendly - Free Wi-Fi 8.8 Excellent 1,001 reviews £154 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information?chkin=2026-4-5&chkout=2026-4-6&rm1=a2®ionId=6034082&destination=Annapolis&destType=MARKET&latLong=38.9786,-76.492355&searchId=35d0bdbf-3ae2-4bda-8305-51d24250bd39&top_cur=GBP) Ad ![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/76a0c2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Annapolis Waterfront Hotel, Autograph Collection Historic District - Pet-friendly - Free Wi-Fi - Restaurant - Air-conditioning 8.8 Excellent 912 reviews £197 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information?chkin=2026-4-12&chkout=2026-4-13&rm1=a2®ionId=6034082&destination=Annapolis&destType=MARKET&latLong=38.9786,-76.492355&searchId=35d0bdbf-3ae2-4bda-8305-51d24250bd39&top_cur=GBP) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.co.uk/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnnapolis-Hotels-Lakeside-On-The-ChesapeakeSerene-Waterfront-Home-In-Charming-Annapolis.h126003342.Hotel-Information)[Sign up, it's free](https://www.expedia.co.uk/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FAnnapolis-Hotels-Lakeside-On-The-ChesapeakeSerene-Waterfront-Home-In-Charming-Annapolis.h126003342.Hotel-Information) ## About the area Annapolis is home to this holiday home. Historical Society of Talbot County and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and travellers looking to shop may want to visit Bay Bridge Market Place Shopping Center and Annapolis City Dock. Wild Bird Center and Annapolis Maritime Museum are also worth visiting. [Visit our Annapolis travel guide](https://www.expedia.co.uk/Annapolis.dx6034082) [View more Holiday homes in Annapolis](https://www.expedia.co.uk/Annapolis-Private-Holiday-Homes.d6034082-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=38.945953,-76.46041&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:iovlFpttqM%3FS%3FS%40S%3FS%40S%40S%3FSBS%40U%40S%40SBQBSBSBQBSBSBQDSBSDQDSDQDQDQFQDQFSDOFQFOHQFQFOHQFMHQFMHQHMJOHOHMHMJOHMJMJKJMJKJMJKJMJKLKJILILKJILILKLGLIJINGLGLGLGNELGLENGLCNELENENCLCNENANCLANCN%3FLCNAN%3FN%3FN%3FNAN%40L%3FN%3FN%3FN%40NBN%3FLBN%40NBN%40LDNBLBNDNDLDNDLDLDNFLDLFLFNFLFLHLHLFJJLHLHLJJHLHJJJJLLJJHLLJJLHJJLHLJNJLHLHNHNHLHPHLFPHLFPHNFPFPFNFPDNFRFPDPFPDPDPBRDPDRBRDPBRBRBPBRBR%40P%40RBR%40T%40R%40R%40R%3FR%40R%3FR%3FR%3FR%3FR%3FR%3FTAP%3FRARARARATCRARAPCRCRCRCRCPERCREPEPCREPEPGPEPGRGPENGPGPGNGPIPGNINGNINININILINILKLKNILKLILKJMLIJKLMJKJKJMHKJMHMHMJKHMFMHMHMFOFMFMFMDOFMDMDODMDOFOBMBOBMDO%40OBO%40MBO%40O%40O%40O%40O%3FM%3FO%3FO%3FO%3FO%3FOAOAMAOAOCMAOCOAOEMCOCOCMGOEMCOGMEMGOEMGMGMGOGKIMIMGMIMKKIMIMKKIMKKKKKKMKKKMKKKMKMIMKOIMIMIOKMIOIOGOIOGOIOGQGQIOGQGQEOGQESGQEQEQEQEQESCQESCSCQCSCSCSCQCSASASAUCS%3FSASAS%3FQAU%3FS%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=kQllflKRPuRDRvXnQrpvfByoTas=) Annapolis, MD ### What's nearby - ![U.S. Naval Academy](https://images.trvl-media.com/place/6077390/365a14c8-731b-4cc4-a5d7-9baf0c5edd8f.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) U.S. Naval Academy 11 min drive \- 4.3 miles - ![Chesapeake Bay Bridge](https://images.trvl-media.com/place/6077400/6584abf3-a806-4d48-87f3-d73ac35445d0.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Chesapeake Bay Bridge 23 min drive \- 13.7 miles - Bay Ridge Beach 4 min drive \- 1.3 miles - Annapolis City Dock 11 min drive \- 4.3 miles - Westfield Annapolis Mall 15 min drive \- 6.9 miles ### Getting around - Odenton Station 27 min drive - Fort Meade, MD (FME-Tipton) 36 min drive ### Restaurants - McDonald's 5 min drive - Bay Ridge Wine & Spirits 5 min drive - Boatyard Bar & Grill 9 min drive - Starbucks 5 min drive - Sammy's Italian Pizza Kitchen 8 min drive ## About this property ### Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis Property highlights Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis provides laundry facilities and more. You'll also find perks such as: - Smoke-free property Room features All guest rooms at Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis boast comforts, such as air conditioning, in addition to Extra conveniences in all rooms include: - Hairdryers and soap ## Similar properties ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/123000000/122630000/122623700/122623698/571df6ef.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New Luxury Townhome Near Downtown Annapolis with Multiple EnSuite Bedrooms and Parking Annapolis - Pet-friendly - Free Wi-Fi - Air-conditioning - Parking available [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&selected=122623698&PinnedHotelID=122623698&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112570000/112565500/112565440/f79d71e7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Newly-Remodeled Stunning Waterfront Luxury Home w Private Pier in Annapolis, Dog-Friendly Oyster Harbor - Pet-friendly - Free Wi-Fi - Air-conditioning - Parking available [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&selected=112565440&PinnedHotelID=112565440&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/127000000/126800000/126795400/126795367/5d051e36.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious home with an outdoor pool, screened porch, washer/dryer & central AC Annapolis - Pool - Free Wi-Fi - Air-conditioning - Parking available [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&selected=126795367&PinnedHotelID=126795367&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-04-12&endDate=2026-04-13&selected=126003342&PinnedHotelID=126003342&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=126003342,122623698,112565440,126795367) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age - 21 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets are allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 total pets ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know This property is managed by a professional host. 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 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 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. ## Frequently asked questions ### Is Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis pet-friendly? ### What time is check-in at Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis? ### What time is check-out at Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis? ### Where is Lakeside on the Chesapeake! Serene Waterfront home in charming Annapolis located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ---