Title: 15 Best Cabins in Shady Side, MD - Cabins for Rent from $93 | Expedia.com

[Shady Side Travel Guide](https://expedia.com/Shady-Side.dx6264943)[Hotels in Shady Side](https://expedia.com/Shady-Side-Hotels.d6264943.Travel-Guide-Hotels)[Vacation Rentals in Shady Side](https://expedia.com/Shady-Side-Vacation-Rentals.d6264943.Travel-Guide-VacationRentals)[Flights to Shady Side](https://expedia.com/Cheap-Flights-To-Shady-Side.d6264943.Travel-Guide-Flights)[Car Rentals in Shady Side](https://expedia.com/Car-Rentals-In-Shady-Side.d6264943.Car-Rental-Guide)[Shady Side Vacation Packages](https://expedia.com/Shady-Side.d6264943.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6264943&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6264943&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6264943&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=6264943&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

No exact matches found, but these alternatives could be just right

## Recommended hotels in Shady Side

![Exterior](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/5eca3b46_edited_e784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/1bc5d356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/681a375c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/10e31f36_edited_f301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

[](https://www.expedia.com/Shady-Side-Hotels-Peaceful-2-Bedroom-2-Bathroom-House-With-WiFi-And-AC-In-Serene-Shady-Side.h116005601.Hotel-Information)

Shady Side

10/10

Exceptional

(4 reviews)

"Would stay here again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas D.

$392 nightly

$447 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Shady-Side-Hotels-Peaceful-2-Bedroom-2-Bathroom-House-With-WiFi-And-AC-In-Serene-Shady-Side.h116005601.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/18686a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/w1199h797x1y1-f2a2d97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/d2005c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/w1199h797x1y1-df143cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Cottage - West River Access and Views!

[](https://www.expedia.com/Shady-Side-Hotels-Sunset-Cottage-West-River-Access-And-Views.h122684164.Hotel-Information)

Shady Side

$440 nightly

$448 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Shady-Side-Hotels-Sunset-Cottage-West-River-Access-And-Views.h122684164.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/86e1ff48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Second Floor Bay View Double Room with Balcony  | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/4f8f8af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/d898936b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/e01c273a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Knapps Narrows Marina & Inn

[](https://www.expedia.com/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information)

Sherwood

9.4/10

Exceptional

(373 reviews)

"Clean room, helpful staff, nice breakfast, beautiful views, excellent location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Denise

$100 nightly

$110 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/6594eb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/65faa113.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/1e71523a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free breakfast](https://images.trvl-media.com/lodging/17000000/16720000/16714500/16714441/81d032fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### George Brooks House B&B

[](https://www.expedia.com/St-Michaels-Hotels-George-Brooks-House-BB.h16714441.Hotel-Information)

St. Michaels

8.8/10

Excellent

(70 reviews)

"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charles

$160 nightly

$176 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/St-Michaels-Hotels-George-Brooks-House-BB.h16714441.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/c982427d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Suite | Living area | 35-inch flat-screen TV with satellite channels](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0787536d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/8af764c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/6e7f4df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wylder Tilghman Island

[](https://www.expedia.com/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information)

Tilghman

8.8/10

Excellent

(93 reviews)

"We were"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Guevara

$157 nightly

$173 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/7b97c3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/b2a10ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/76d50f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/028c45ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Grasonville near Kent Island

[](https://www.expedia.com/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information)

Grasonville

7.8/10

Good

(882 reviews)

"Staff was friendly and helpful and allowed me to check in early"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chad

$93 nightly

$104 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/57f188cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/c77382da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/80cf0fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/12356e9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax on Kent Island in a 4 Bedroom Home w/Waterview!

[](https://www.expedia.com/Stevensville-Hotels-Relax-On-Kent-Island-In-3-Bedroom-Home-WWaterview.h84063656.Hotel-Information)

Stevensville

9.8/10

Exceptional

(43 reviews)

"We had a wonderful stay! The host was incredibly kind, responsive, and helpful throughout, making everything smooth and stress-free. The house itself was a great place to stay. It is clean, comfortable, and exactly as described. We really appreciated the thoughtful touches and would happily stay here again. Highly recommended!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Supriya V.

$305 nightly

$324 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Stevensville-Hotels-Relax-On-Kent-Island-In-3-Bedroom-Home-WWaterview.h84063656.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/1d7c16b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/bb752da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3217cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business center](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/c77ff2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Kent Narrows Inn

[](https://www.expedia.com/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

Grasonville

8.0/10

Very Good

(1,002 reviews)

"Wonderful staff,Clean rooms and comfortable bed!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Evette

$92 nightly

$103 total

Mar 26 - Mar 27

Total with taxes and fees

[](https://www.expedia.com/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/b3a401fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/d3121313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4750fa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee shop](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/230b1a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rod 'N' Reel Resort

[](https://www.expedia.com/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information)

Chesapeake Beach

8.4/10

Very Good

(1,001 reviews)

"Everything was great 👍 "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Reginald

$130 nightly

$143 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89060000/89057700/89057630/762da084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89060000/89057700/89057630/86c425c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89060000/89057700/89057630/a5c24734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89060000/89057700/89057630/3a482076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large 2 bedroom house with private parking in a nice neighborhood

[](https://www.expedia.com/Arnold-Hotels-Large-2-Bedroom-House-Private-Parking-Nice-Neighborhood.h89057630.Hotel-Information)

Arnold

9.4/10

Exceptional

(36 reviews)

"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Traci L.

$292 nightly

$333 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Arnold-Hotels-Large-2-Bedroom-House-Private-Parking-Nice-Neighborhood.h89057630.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/a71c8e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/c53ddff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/e9f923a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/w1024h678x0y5-f3e384c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Coastal/Country Home w/3 Acres & Sauna!

[](https://www.expedia.com/Stevensville-Hotels-Charming-CoastalCountry-Home-W3-Acres-Sauna.h84063895.Hotel-Information)

Stevensville

9.6/10

Exceptional

(35 reviews)

"Great stay, would do it again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brandon D.

$245 nightly

$259 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Stevensville-Hotels-Charming-CoastalCountry-Home-W3-Acres-Sauna.h84063895.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/8d29fbd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed | Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/14b7e845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/8dfe0c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/da259258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anchored Inn at Hidden Harbour Marina

[](https://www.expedia.com/Deale-Hotels-Anchored-Inn-At-Hidden-Harbour-Marina.h15604114.Hotel-Information)

Deale

9.4/10

Exceptional

(478 reviews)

"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katey

$169 nightly

$193 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Deale-Hotels-Anchored-Inn-At-Hidden-Harbour-Marina.h15604114.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)

![Dining](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/2a64ee56.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)

### Spacious 2 bedroom duplex located conveniently near Route 50 East and West. 

[](https://www.expedia.com/Spacious-2-Bedroom-Duplex-Located-Conveniently-Near-Route-50-East-And-West.h99830322.Hotel-Information)

Grasonville

9.6/10

Exceptional

(12 reviews)

"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. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joe C.

$395 nightly

$419 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Spacious-2-Bedroom-Duplex-Located-Conveniently-Near-Route-50-East-And-West.h99830322.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/24fa7509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/8e62a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, River View | Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/4eefada8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Annapolis East-Kent Island by IHG

[](https://www.expedia.com/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information)

Grasonville

9.2/10

Wonderful

(972 reviews)

"Room was very clean, hotel staff was friendly and helpful!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather

$113 nightly

$125 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/627f7e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/457a4a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/28005d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/3f3bd4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Beach! King Bed & Free Beach Passes

[](https://www.expedia.com/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.Hotel-Information)

North Beach

10/10

Exceptional

(19 reviews)

"Delightful one-night stay! Place was clean, quiet, convenient and very comfortable. Especially grateful that our beloved dog was welcomed"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elaine D.

$330 nightly

$365 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/5cc5b3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/w2877h1800x0y0-f772721c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Double Queen First Level - Dog Friendly | View from room](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/0c190249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Boating](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/b187b396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Tilghman Island Inn

[](https://www.expedia.com/Tilghman-Hotels-The-Tilghman-Island-Inn.h59854328.Hotel-Information)

Tilghman

9.6/10

Exceptional

(124 reviews)

"Room was clean and staff was wonderful. I look forward to returning."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth Q

$170 nightly

$187 total

Mar 20 - Mar 21

Total with taxes and fees

[](https://www.expedia.com/Tilghman-Hotels-The-Tilghman-Island-Inn.h59854328.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/8e209338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/d05b07bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room #6, Queen with Bathtub | Egyptian cotton sheets, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/e0611706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Suite, 2 Bedrooms, Balcony | Room amenity](https://images.trvl-media.com/lodging/2000000/1600000/1592000/1591926/23007304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Parsonage Inn

[](https://www.expedia.com/St-Michaels-Hotels-Parsonage-Inn.h1591926.Hotel-Information)

Downtown St. Michaels

9.2/10

Wonderful

(131 reviews)

"Hosts were wonderful, breakfast was delicious, everything was walkable "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nathaly

$149 nightly

$164 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/St-Michaels-Hotels-Parsonage-Inn.h1591926.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/e8c42422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/d0d0e0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/8ea761a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Microtel Inn & Suites by Wyndham Gambrills

[](https://www.expedia.com/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information)

Gambrills

9.0/10

Wonderful

(1,036 reviews)

"Clean, quiet comfortable place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathryn

$82 nightly

$93 total

Apr 19 - Apr 20

Total with taxes and fees

[](https://www.expedia.com/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/391fbabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/d6387655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/742b0988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/11cbce69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wildset

[](https://www.expedia.com/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information)

Downtown St. Michaels

9.8/10

Exceptional

(422 reviews)

"Absolutely beautiful and pristine! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Colleen

$190 nightly

$209 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/76eda657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/e9e3336f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ee980eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, 2 Double Beds | Individually furnished, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/5eb26742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### St Michaels Inn

[](https://www.expedia.com/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information)

St. Michaels

8.2/10

Very Good

(1,000 reviews)

" Great place,great location, was in town for St Michael Chocolate fest "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katherine

$103 nightly

$114 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/St-Michaels-Hotels-St-Michaels-Inn.h10281.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.com/Hotel-Search?startDate=2026-04-02&endDate=2026-04-03&regionId=6264943&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America&regionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-06-17&d1=2026-06-17&endDate=2026-06-20&d2=2026-06-20&lodging=HOUSE_BOAT)

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## Top Shady Side Hotel Reviews

![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/43373394_y.jpg)

### Rod 'N' Reel Resort

2/10 Terrible

"Bathroom door wouldn't close, laminate floor was popping up, no microwave in the room, fire alarm going off early in the morning, construction happening early in the morning. I've stayed at Super 8s and Motel 6s that have been better than this. It is a cheap hotel that is overpriced because you can see water from it and there are no other options nearby."

[](https://expedia.com/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information)

![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f_y.jpg)

### Hilton Garden Inn Annapolis Downtown

6/10 Okay

"Place just needs a little freshening up. Lines repainted the parking lot. furniture area in the lobby could be cleaned by the front desk. Thats usually spending time on their cell phones."

[](https://expedia.com/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information)

![La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway](https://images.trvl-media.com/lodging/1000000/10000/6400/6366/c4bcae00_y.jpg)

### La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

10/10 Excellent

"Yes"

[](https://expedia.com/College-Park-Hotels-La-Quinta-Inn-Suites-By-Wyndham-DC-Metro-Capital-Beltway.h6366.Hotel-Information)

![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909_y.jpg)

### DoubleTree by Hilton Hotel Annapolis

8/10 Good

"not fas tinternet"

[](https://expedia.com/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

![DoubleTree by Hilton Hotel Largo/Washington DC](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/5fc0ae09_y.jpg)

### DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent

"Comfy beds...excellent showers."

[](https://expedia.com/Waldorf-Hotels-DoubleTree-By-Hilton-Hotel-Largo-Washington-DC.h21463.Hotel-Information)

![Comfort Inn Largo-Washington DC East](https://images.trvl-media.com/lodging/1000000/20000/19400/19389/428ef9f4_y.jpg)

### Comfort Inn Largo-Washington DC East

10/10 Excellent

"Great "

[](https://expedia.com/Upper-Marlboro-Hotels-Comfort-Inn.h19389.Hotel-Information)

![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/0f404f98_y.jpg)

### Crowne Plaza Annapolis by IHG

10/10 Excellent

"Would definitely stay here again. Hotel was very clean. Rooms were a nice size. Only stayed for here from midnight til about 7am but enjoyed the stay. "

[](https://expedia.com/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information)

![Microtel Inn & Suites by Wyndham Gambrills](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace_y.jpg)

### Microtel Inn & Suites by Wyndham Gambrills

10/10 Excellent

"Excellent experience with great staff who were attentive and professional "

[](https://expedia.com/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information)

![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802_y.jpg)

### Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good

"It was wonderful having the suite on this visit, a separate room & chair for late night tv so as not to disturb my husband."

[](https://expedia.com/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

## Find out more about Shady Side

## Shady Side Cabin Rentals information

| Number of reviews | 7,697           |
| ----------------- | --------------- |
| Accommodation     | 1 Cabin Rentals |
| Lowest Price      | $93             |
| Highest Price     | $448            |

## Frequently asked questions

### What are the best cabins near Shady Side?

### Are there cheap cabins in Shady Side?

### What are the best family cabins near Shady Side?

### What are the best hot tub cabins near Shady Side?

### What are the best cabins with pools near Shady Side?

### What are some great Shady Side cabins?

### What are the best weekend cabin rentals in Shady Side?

### What are the best cabin prices in Shady Side?

### Can I find log cabins in Shady Side?

### What are the highest-rated cabins in Shady Side?

### Why should I book a cabin in Shady Side?

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- [Annapolis Hotels ](https://www.expedia.com/Annapolis-Hotels.d6034082.Travel-Guide-Hotels)
- [Hotels near London Town ](https://www.expedia.com/London-Town-Hotels.0-l553248621532662270-0.Travel-Guide-Filter-Hotels)
- [Hotels near Maryland Quiet Waters Park ](https://www.expedia.com/Maryland-Quiet-Waters-Park-Hotels.0-l6172639-0.Travel-Guide-Filter-Hotels)
- [Edgewater Hotels ](https://www.expedia.com/Edgewater-Hotels.d6348965.Travel-Guide-Hotels)

- [Flights to Churchton ](https://www.expedia.com/Cheap-Flights-To-Churchton.d6247936.Travel-Guide-Flights)
- [Flights to Deale ](https://www.expedia.com/Cheap-Flights-To-Deale.d55664.Travel-Guide-Flights)
- [Flights from Deale ](https://www.expedia.com/lp/flights/55664/flights-from-deale)
- [Flights to Lothian ](https://www.expedia.com/Cheap-Flights-To-Lothian.d3000440697.Travel-Guide-Flights)
- [Flights to Maryland ](https://www.expedia.com/Destinations-In-Maryland.d222.Flight-Destinations)

- [Shadyside Park ](https://www.expedia.com/Shadyside-Park-Shady-Side.d6263308.Vacation-Attraction)
- [Captain Avery Museum ](https://www.expedia.com/Captain-Avery-Museum-Shady-Side.d6263322.Vacation-Attraction)
- [Visit Galesville ](https://www.expedia.com/Galesville.dx6264947)
- [Visit Churchton ](https://www.expedia.com/Churchton.dx6247936)
- [Smithsonian Environmental Research Center ](https://www.expedia.com/Smithsonian-Environmental-Research-Center-Edgewater.d553248621532662265.Vacation-Attraction)
- [Visit Deale ](https://www.expedia.com/Deale.dx55664)
- [Visit Lothian ](https://www.expedia.com/Lothian.dx3000440697)
- [Visit Tracys Landing ](https://www.expedia.com/Tracys-Landing.dx3000440927)
- [Visit Oyster Harbor ](https://www.expedia.com/Annapolis-Oyster-Harbor.dx553248635976482330)
- [Thanksgiving Farm Wines ](https://www.expedia.com/Thanksgiving-Farm-Wines-Maryland.d553248621532662264.Vacation-Attraction)
- [Maryland Quiet Waters Park ](https://www.expedia.com/Maryland-Quiet-Waters-Park-Hillsmere.d6172639.Vacation-Attraction)

- [Car rentals near Captain Avery Museum ](https://www.expedia.com/Car-Rentals-In-Captain-Avery-Museum.d6263322.Car-Rental-Guide)
- [Car rentals near Galesville ](https://www.expedia.com/Car-Rentals-In-Galesville.d6264947.Car-Rental-Guide)
- [Car rentals near Churchton ](https://www.expedia.com/Car-Rentals-In-Churchton.d6247936.Car-Rental-Guide)
- [Car rentals near Beverly Beach ](https://www.expedia.com/Car-Rentals-In-Beverly-Beach.d553248635975869024.Car-Rental-Guide)
- [Car rentals near Mayo ](https://www.expedia.com/Car-Rentals-In-Mayo.d553248634998988486.Car-Rental-Guide)
- [Car rentals near Cape Anne ](https://www.expedia.com/Car-Rentals-In-Cape-Anne.d553248635976386052.Car-Rental-Guide)
- [Car rentals near Deale Beach ](https://www.expedia.com/Car-Rentals-In-Deale-Beach.d553248635975876712.Car-Rental-Guide)
- [Car rentals near West River ](https://www.expedia.com/Car-Rentals-In-West-River.d553248635975860906.Car-Rental-Guide)
- [Car rentals near Deale ](https://www.expedia.com/Car-Rentals-In-Deale.d55664.Car-Rental-Guide)
- [Car rentals near Selby-on-the-Bay ](https://www.expedia.com/Car-Rentals-In-Selby-On-The-Bay.d553248634999271692.Car-Rental-Guide)
- [Car rentals near Lothian ](https://www.expedia.com/Car-Rentals-In-Lothian.d3000440697.Car-Rental-Guide)
- [Car rentals near Harwood ](https://www.expedia.com/Car-Rentals-In-Harwood.d553248635975850804.Car-Rental-Guide)
- [Car rentals near Tracys Landing ](https://www.expedia.com/Car-Rentals-In-Tracys-Landing.d3000440927.Car-Rental-Guide)
- [Car rentals near Highland Beach ](https://www.expedia.com/Car-Rentals-In-Highland-Beach.d553248634998823058.Car-Rental-Guide)
- [Car rentals near Hillsmere Shores ](https://www.expedia.com/Car-Rentals-In-Hillsmere-Shores.d553248634998892012.Car-Rental-Guide)
- [Car rentals near Edgewater ](https://www.expedia.com/Car-Rentals-In-Edgewater.d6348965.Car-Rental-Guide)

- [Churchton Vacation Rentals ](https://www.expedia.com/Churchton-Vacation-Rentals.d6247936.Travel-Guide-VacationRentals)
- [Deale Vacation Rentals ](https://www.expedia.com/Deale-Vacation-Rentals.d55664.Travel-Guide-VacationRentals)

- [Things to do in Edgewater ](https://www.expedia.com/Things-To-Do-In-Edgewater.d6348965.Travel-Guide-Activities)