Title: TOP Hotels with Babysitting Services in Eastern Shore, MD for 2026 | Expedia.co.uk [Eastern Shore Travel Guide](https://expedia.co.uk/Eastern-Shore.dx6025644)[Hotels in Eastern Shore](https://expedia.co.uk/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)[Holiday Rentals in Eastern Shore](https://expedia.co.uk/Eastern-Shore-Holiday-Rentals.d6025644.Travel-Guide-HolidayRentals)[Flights to Eastern Shore](https://expedia.co.uk/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)[Things to do in Eastern Shore](https://expedia.co.uk/Things-To-Do-In-Eastern-Shore.d6025644.Travel-Guide-Activities)[Eastern Shore Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Eastern-Shore.d6025644.Car-Hire-Guide)[Eastern Shore Holidays](https://expedia.co.uk/Eastern-Shore.d6025644.Holidays-City-Breaks) ![Long Wharf Park](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Eastern Shore Hotels with Babysitting Services Tonight [10 Feb - 11 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2026-02-10&endDate=2026-02-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [11 Feb - 12 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2026-02-11&endDate=2026-02-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6025644&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Eastern Shore hotels with childcare ![Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/dac34e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/add99640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/9e0f5859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Chesapeake Bay [](https://www.expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) Cambridge 8.8/10 Excellent (1,003 reviews) "Great service, great food and drinks. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly £175 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Premium bedding, in-room safe, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/9bb141ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Italian cuisine ](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/5d174fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/b5f596d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/731b367f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Ocean City by IHG [](https://www.expedia.co.uk/Ocean-City-Hotels-Holiday-Inn-Ocean-City.h27237.Hotel-Information) North Ocean City 8.4/10 Very good (1,006 reviews) "Clean room, great view, friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda £53 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Ocean-City-Hotels-Holiday-Inn-Ocean-City.h27237.Hotel-Information) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796841/d7e268f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796841/b37e9313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796841/e70c4473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8800000/8796900/8796841/c285ad95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites West Ocean City by IHG [](https://www.expedia.co.uk/Ocean-City-Hotels-Holiday-Inn-Express-Suites-West-Ocean-City.h8796841.Hotel-Information) West Ocean City 8.2/10 Very good (1,002 reviews) "Front desk was extremely pleasant and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £41 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Ocean-City-Hotels-Holiday-Inn-Express-Suites-West-Ocean-City.h8796841.Hotel-Information) ![Premium bedding, down duvets, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/4ea15d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/7a7c860e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Garden View | Garden view](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/b1a0ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin [](https://www.expedia.co.uk/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) Downtown St. Michaels 9.6/10 Exceptional (374 reviews) "Beautiful place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen £412 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/5d73c26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/86a08fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/bb311693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/f35d159c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge [](https://www.expedia.co.uk/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information) Downtown Cambridge 9.8/10 Exceptional (12 reviews) "This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren V. £261 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/756cfb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/aece230b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/e14723bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/dea9ce41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland [](https://www.expedia.co.uk/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information) Downtown Cambridge 8.4/10 Very good (6 reviews) "Perfectly located in town and well appointed, comfortable quarters. We would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard D. £219 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/a6bebc5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/f0ee1781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, ping pong, books](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/ac31e97d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92750000/92745600/92745551/ec0491b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Come escape to Smith Island for the winter and enjoy nature, peace and quiet [](https://www.expedia.co.uk/Smith-Island-Hotels-Get-Away-To-Relax-On-Smith-Island-In-The-Chesapeake-Bay.h92745551.Hotel-Information) Smith Island 9.8/10 Exceptional (15 reviews) "This was our first visit to Smith Island and the Double H was perfect. It was close to the ferry landing so getting there was very easy. The house was well appointed and felt like home as soon as we arrived. We enjoyed the quiet of the island and we were able to fully disconnect and relax Thank you for a great day." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda W. £222 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Smith-Island-Hotels-Get-Away-To-Relax-On-Smith-Island-In-The-Chesapeake-Bay.h92745551.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/65fc84d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/013c787c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/ee3b6008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/167fd0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland [](https://www.expedia.co.uk/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information) Downtown Cambridge 10/10 Exceptional (10 reviews) "Just a beautiful place. I would stay here again. Everything was walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sylvie G. £269 includes taxes & fees 12 Feb - 13 Feb [](https://www.expedia.co.uk/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/b334f624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/509e8b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/6ae1d890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/c958eca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ivy Hotel [](https://www.expedia.co.uk/Baltimore-Hotels-The-Ivy-Hotel.h9343273.Hotel-Information) Mid-Town Belvedere 10/10 Exceptional (199 reviews) "Yes room was spotless and staff very courteous " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa [](https://www.expedia.co.uk/Baltimore-Hotels-The-Ivy-Hotel.h9343273.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26®ionId=6025644&adults=2&property_amenities_group_explore=babysitting_or_childcare&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Shore Hotel Reviews ![Holiday Inn Ocean City by IHG](https://images.trvl-media.com/lodging/1000000/30000/27300/27237/2c2c5ee3_y.jpg) ### Holiday Inn Ocean City by IHG 10/10 Excellent "Amazing room!! Beautiful view! Impeccably clean room! Pool really nice and clean. Employees super friendly as well. " [](https://expedia.co.uk/Ocean-City-Hotels-Holiday-Inn-Ocean-City.h27237.Hotel-Information) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "I LOVED IT AS DID MY KIDS!!!!! " [](https://expedia.co.uk/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ## Frequently asked questions ### How much do hotels with childcare in Eastern Shore cost? ### What are the best hotels with childcare in Eastern Shore? ### How many hotels with childcare are there in Eastern Shore? ### Are there any family-friendly hotels with childcare in Eastern Shore? ### Why book your hotel with childcare in Eastern Shore with Expedia? ### How can I find cheap hotels with childcare in Eastern Shore? ### What is there to do in Eastern Shore near my hotel with childcare? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [5 Star Hotels in Royal Oak ](https://www.expedia.co.uk/5Star-Royal-Oak-Hotels.s50-0-d6047042.Travel-Guide-Filter-Hotels) - [Algonquin Hotels ](https://www.expedia.co.uk/Algonquin-Hotels.d553248635975860123.Travel-Guide-Hotels) - [Bozman Hotels ](https://www.expedia.co.uk/Bozman-Hotels.d3000440434.Travel-Guide-Hotels) - 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