Title: Church Hill Vacation Home Rentals from CA $280: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Church Hill](https://expedia.ca/Church-Hill-Hotels.d6359186.Travel-Guide-Hotels)[Vacation Rentals in Church Hill](https://expedia.ca/Church-Hill-Vacation-Rentals.d6359186.Travel-Guide-VacationRentals)[Church Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Church-Hill.d6359186.Car-Rental-Guide)[Church Hill Vacation Packages](https://expedia.ca/Church-Hill.d6359186.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Church Hill Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6359186&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6359186&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6359186&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6359186&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Church Hill Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83930000/83922000/83921931/8ae0a25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83930000/83922000/83921931/21befbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83930000/83922000/83921931/166bb313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83930000/83922000/83921931/882747f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Cottage steps from Rock Hall Harbor Rock Hall 10/10 Exceptional (2) "Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!" CA $245 CA $494 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Rock-Hall-Hotels-Bayside-Cottage-Steps-From-Rock-Hall-Harbor.h83921931.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/a1d87464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/cc67a3c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/1e473e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/7fda792d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turnbridge Manor Denton 9.8/10 Exceptional (12) "We rented this wonderful home for Christmas and had the most relaxing time. The house is just as advertised and the owner a delight to work with. We especially loved the proximity to the square and how walkable it was to everything. I can’t wait to rent it again during warm weather to enjoy all the wonderful porches and the outdoor area." CA $504 CA $854 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Denton-Hotels-Turnbridge-Manor.h71756692.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121090000/121084800/121084764/952fef86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/122000000/121090000/121084800/121084764/a1db5475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/122000000/121090000/121084800/121084764/13d9abf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121090000/121084800/121084764/bf6c1b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Bay Harbor View in a central location to events/restaurants Rock Hall CA $252 CA $304 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Rock-Hall-Hotels-Chesapeake-Bay-Harbor-View-In-A-Central-Location-To-Eventsrestaurants.h121084764.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/ee0975c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/9eb7ac3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/25541a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/259066d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HGTV quality, private guest suite, country getaway with hot tub & fire pit Centreville 10/10 Exceptional (6) "Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!" CA $307 CA $661 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Centreville-Hotels-Private.h102631144.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/2128b93d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7bb18c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/296e82bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7d6d0051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Tide Haven Suite Kent County CA $243 CA $280 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Still-Pond-Hotels-High-Tide-Haven-Suite.h120248155.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92090000/92080200/92080111/cd8d2b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92090000/92080200/92080111/4f6f8380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92090000/92080200/92080111/0f275e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92090000/92080200/92080111/w4000h1746x0y0-fc1adaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BAYSIDE BUNGALOW Rock Hall 10/10 Exceptional (51) "Very quaint and quiet place to stay. Very relaxing." CA $252 CA $386 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Rock-Hall-Hotels-BAYSIDE-BUNGALOW.h92080111.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/737f2153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/23f1d475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/44a64359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/2a64ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 2 bedroom duplex located conveniently near Route 50 East and West. Grasonville 9.6/10 Exceptional (12) "Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. " CA $350 CA $578 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Spacious-2-Bedroom-Duplex-Located-Conveniently-Near-Route-50-East-And-West.h99830322.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116713400/116713383/32cd23e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116720000/116713400/116713383/944dee2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116720000/116713400/116713383/374eecf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/117000000/116720000/116713400/116713383/7f24b285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Bay Retreat W/Breathtaking Views Rock Hall CA $508 CA $1,117 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Rock-Hall-Hotels-Charming-Home-In-Chesapeake-Bay-Retreat-WBreathtaking-Views.h116713383.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.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26®ionId=6359186&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChurch-Hill-Private-Vacation-Homes.d6359186-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChurch-Hill-Private-Vacation-Homes.d6359186-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Church Hill Hotel Reviews ![Best Western Kent Narrows Inn](//images.trvl-media.com/lodging/1000000/20000/11300/11278/3968d160_y.jpg) ### Best Western Kent Narrows Inn 10/10 Excellent "Clean room and good location to biking trail." [](https://expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information) ![Red Roof Inn & Suites Chestertown](//images.trvl-media.com/lodging/1000000/50000/40400/40352/17533737_y.jpg) ### Red Roof Inn & Suites Chestertown 10/10 Excellent "Well received by front desk attendant. Clean room! " [](https://expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) ![Holiday Inn Express Annapolis East-Kent Island by IHG](//images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934_y.jpg) ### Holiday Inn Express Annapolis East-Kent Island by IHG 10/10 Excellent "Very clean nice hotel next to the inland waterway , beautiful view on rear patio " [](https://expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) ![240' Private Beachfront @Kent Island Love Point - Great for Large Groups](//images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/dd69d3f4_y.jpg) ### 240' Private Beachfront @Kent Island Love Point - Great for Large Groups 10/10 Excellent "We had a beautiful time during our 4 day stay. Everything we could possibly need was provided from sunscreen to bug spray. Plus " [](https://expedia.ca/Stevensville-Hotels-240-Private-Beachfront-Kent-Island-Love-Point-Great-For-Large-Groups.h33508826.Hotel-Information) ![Cass-N-Reel Luxury Houseboat](//images.trvl-media.com/lodging/95000000/94680000/94672700/94672644/w1799h1199x1y1-608c1c0e_y.jpg) ### Cass-N-Reel Luxury Houseboat 10/10 Excellent "Place was lovely, great view, relaxing atmosphere, walk to local restaurants and marinas, fantastic!" [](https://expedia.ca/Grasonville-Hotels-Cass-N-Reel-Luxury-Houseboat.h94672644.Hotel-Information) ![BAYSIDE BUNGALOW](//images.trvl-media.com/lodging/93000000/92090000/92080200/92080111/cd8d2b75_y.jpg) ### BAYSIDE BUNGALOW 10/10 Excellent "Very quaint and quiet place to stay. Very relaxing." [](https://expedia.ca/Rock-Hall-Hotels-BAYSIDE-BUNGALOW.h92080111.Hotel-Information) ![Best Western Denton Inn](//images.trvl-media.com/lodging/2000000/1110000/1101900/1101833/9475aafe_y.jpg) ### Best Western Denton Inn 10/10 Excellent "Friendly staff, excellent breakfast." [](https://expedia.ca/Denton-Hotels-Best-Western-Denton-Inn.h1101833.Hotel-Information) ![Hilton Garden Inn Kent Island Marina](//images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/367a733a_y.jpg) ### Hilton Garden Inn Kent Island Marina 10/10 Excellent "This is also a relatively new hotel to area and has an excellent lounge and it okay dining options. The rooms were clean and wonderfully decorated. The location is superb. " [](https://expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) ![The Inn at Chesapeake Bay Beach Club](//images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e_y.jpg) ### The Inn at Chesapeake Bay Beach Club 10/10 Excellent "I've stayed at many hotels and this one.Tops them all with the dining menu and delicious food.That is offered. The accommodations are very comfortable. " [](https://expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) ## Find out more about Church Hill ## Church Hill Vacation Homes information | Number of reviews | 80 | | --- | --- | | Accommodation | 121 Vacation Homes | | Lowest Price | CA $280 | | Highest Price | CA $1,117 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Betterton Beach](https://www.expedia.ca/Betterton-Beach-Hotels.0-l553248635983992889-0.Travel-Guide-Filter-Hotels) - [Betterton Hotels](https://www.expedia.ca/Betterton-Hotels.d3000440429.Travel-Guide-Hotels) - [Farmstay in Centreville](https://www.expedia.ca/Centreville-Agritourism.d88125-aaAgritourism.Travel-Guide-Accommodation) - [Chalets in Centreville](https://www.expedia.ca/Centreville-Chalets.d88125-aaChalets.Travel-Guide-Accommodation) - [Boutique Hotels in Centreville](https://www.expedia.ca/Centreville-Hotels-Boutique-Hotel.0-0-d88125-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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