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Accommodations in Shady Side

Enjoy your stay and find the best accommodations in Shady Side at affordable prices

Searching for an accommodation in Shady Side (Maryland)? You will find a various number of lodgings for your overnight stay in Shady Side, starting from $62 per bed and night. Whether you are looking for a hotel, a guesthouse or an apartment, you will find an accommodation that meets your needs.

Accommodations in Shady Side and region (30 miles)

Luxe Chesapeake Bay Getaway Less Than 20...

Holiday home in Shady Side, Maryland
Luxe Chesapeake Bay Getaway Less Than 20 Mi to Annapolis! offers accommodation in Shady Side, 46 km from Addison Road-Seat Pleasant.
  • Parking
  • Internet facilities
  • Shower
  • Bath
  • TV

Exceptional 10 Reviews 9.6

from $300.00 Show details »

Searenity Stays

Holiday home in Edgewater near Shady Side, Maryland , 4194 Carroll Drive
Set in Edgewater and only 700 metres from Triton Beach, Searenity Stays features accommodation with sea views, free WiFi and free private parking.
  • Parking
  • Family rooms

no reviews

from $289.86 Show details »

Coastal Edgewater Home with Private Hot...

Holiday home in Annapolis near Shady Side, Maryland
Featuring a hot tub, Coastal Edgewater Home with Private Hot Tub! is located in Annapolis.
  • Parking

Fabulous 1 Reviews 9.0

from $408.33 Show details »

Anchored Inn at Hidden Harbor

Hotel in Deale near Shady Side, Maryland , 604 Cabana Blvd
Located in North Deale, Maryland, 44 km from Washington, Anchored Inn at Hidden Harbor features a seasonal outdoor pool and views of the river.
  • Parking
  • Pets allowed
  • Bar
  • Swimming pool
  • Swimming Pool

Superb 279 Reviews 9.1

from $249.00 Show details »

Secluded Lothian Farmhouse on 45 Acres w...

Holiday home in Lothian near Shady Side, Maryland
Secluded Lothian Farmhouse on 45 Acres with Fire Pit is situated in Lothian, 28 km from Annapolis Harbor, and features a patio, garden, and free WiFi.
  • Parking

no reviews

from $244.00 Show details »

Pine Whiff Gardens

Holiday home in Annapolis near Shady Side, Maryland
Featuring a hot tub, Pine Whiff Gardens is located in Annapolis.
  • Parking
  • Pets allowed

no reviews

from $312.33 Show details »

Annapolis Vacation Home 2 Mi to Quiet Wa...

Holiday home in Annapolis near Shady Side, Maryland
Situated 2.9 km from Carrs Beach, 5.2 km from Annapolis Harbor and 44 km from Addison Road-Seat Pleasant, Annapolis Vacation Home 2 Mi to Quiet Waters...
  • Parking

no reviews

from $371.00 Show details »

Waterfront North Beach Home about 2 Mi t...

Holiday home in Deale near Shady Side, Maryland
Waterfront North Beach Home about 2 Mi to Beach! offers accommodation in Deale, 45 km from Annapolis Harbor.
  • Parking
  • Pets allowed

no reviews

from $375.67 Show details »

Updated North Beach Cottage Pet Friendly...

Holiday home in Deale near Shady Side, Maryland
Situated in Deale, Updated North Beach Cottage Pet Friendly! features accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $321.33 Show details »

North Beach Blue Heron Bungalow with Bac...

Holiday home in North Beach near Shady Side, Maryland
Situated in North Beach, 1.2 km from North Beach and 45 km from Addison Road-Seat Pleasant, North Beach Blue Heron Bungalow with Backyard provides acc...
  • Parking
  • Pets allowed

no reviews

from $286.00 Show details »

SpringHill Suites by Marriott Annapolis

Hotel in Annapolis near Shady Side, Maryland , 189 Admiral Cochrane Drive
Just 10 minutes’ drive from historic Annapolis, this hotel offers guests a complimentary breakfast buffet to start their day.
  • Parking
  • Fitness centre
  • Family rooms
  • Indoor pool
  • Kid-friendly buffet

Very good 425 Reviews 8.5

from $152.33 Show details »

Extended Stay America Suites - Annapolis...

Hotel in Annapolis near Shady Side, Maryland , 1 Womack Drive
This Extended Stay America - Annapolis - Womack Drive is located in Annapolis and especially designed for longer stays, with all rooms featuring a ful...
  • Pets allowed
  • Family rooms
  • Tea/Coffee maker
  • Shower
  • Bath

Passable 125 Reviews 5.5

from $62.00 Show details »

The Westin Annapolis

Hotel in Annapolis near Shady Side, Maryland , 100 Westgate Circle
Moments from downtown Annapolis, and easily accessible to area attractions including the scenic Chesapeake Bay, this hotel offers modern amenities, co...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Very good 202 Reviews 8.3

from $277.33 Show details »

Sonesta ES Suites Annapolis

Hotel in Annapolis near Shady Side, Maryland , 170 Admiral Cochrane Drive
This all-suite Annapolis hotel offers a fully equipped kitchen, separate living room and work desk in every suite.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Outdoor pool

Very good 515 Reviews 8.3

from $159.89 Show details »

Annapolis Waterfront Hotel, Autograph Co...

Hotel in Annapolis near Shady Side, Maryland , 80 Compromise Street
This hotel, 0.5 miles from the Maryland State House, offers a fitness center and free WiFi throughout the hotel.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Very good 165 Reviews 8.3

from $288.15 Show details »

Hilton Garden Inn Annapolis Downtown

Hotel in Annapolis near Shady Side, Maryland , 174 West Street
Centrally located, this Annapolis hotel is 800 metres from the Maryland State Capitol building and government offices.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Good 546 Reviews 7.9

from $201.86 Show details »

Chic Condo with Balcony in the Heart of...

Apartment in Annapolis near Shady Side, Maryland
Situated in Annapolis, 2.6 km from Annapolis Harbor, 46 km from Carroll Park and 46 km from Sports Legends Museum at Camden Yards, Chic Condo with Bal...
  • Parking
  • Internet facilities
  • Shower
  • Bath
  • TV

Superb 10 Reviews 9.4

from $333.67 Show details »

Admiral Suites - Annapolis

Hotel in Annapolis near Shady Side, Maryland , 120 Admiral Cochrane Drive
This Extended Stay America - Annapolis - Admiral Cochrane Drive is located in Annapolis and especially designed for longer stays, with all rooms featu...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms

Okay 275 Reviews 5.9

from $75.60 Show details »

Graduate Annapolis

Hotel in Annapolis near Shady Side, Maryland , 126 West Street
Featuring a modern restaurant and guest rooms with free WiFi, this downtown Annapolis hotel is less than 1.6 km from the United States Naval Academy a...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Superb 1264 Reviews 9.0

from $215.67 Show details »

Inn on Main Annapolis

B&B in Annapolis near Shady Side, Maryland , 165 Main Street
Set in Annapolis, 1.9 km from Annapolis Harbor and 48 km from Carroll Park, Inn on Main Annapolis offers accommodation with free WiFi, air conditionin...
  • Parking
  • Restaurant
  • Pets allowed
  • Kid meals

Very good 292 Reviews 8.2

from $160.71 Show details »

Hilton Garden Inn Annapolis

Hotel in Annapolis near Shady Side, Maryland , 305 Harry South Truman Parkway
Minutes from the heart of Annapolis city centre and the citys historic district, this hotel offers many modern amenities and facilities along with fri...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Good 829 Reviews 7.7

from $132.83 Show details »

Capital Hotel Annapolis

Hotel in Annapolis near Shady Side, Maryland , 25 State Circle
Situated 2.4 km from Annapolis Harbor, Capital Hotel Annapolis offers 3-star accommodation in Annapolis and has a bar.
  • Restaurant
  • Bar

Fabulous 26 Reviews 8.8

from $268.75 Show details »

Courtyard by Marriott Annapolis

Hotel in Annapolis near Shady Side, Maryland , 2559 Riva Road
This Courtyard by Marriott hotel, located in historic Annapolis, is a 10-minute drive to the US Naval Academy.
  • Fitness centre
  • Family rooms
  • Allergy-free room

Very good 191 Reviews 8.0

from $137.00 Show details »

The Pacific Fleet House

Holiday home in Annapolis near Shady Side, Maryland
Set in Annapolis, 1.8 km from Annapolis Harbor and 48 km from Carroll Park, The Pacific Fleet House offers accommodation with free WiFi, air condition...

no reviews

from $425.29 Show details »

COZY DOWNTOWN APARTMENT-Naval Academy Vi...

Apartment in Annapolis near Shady Side, Maryland , 21 Randall Street B
Set in Annapolis, 1.8 km from Annapolis Harbor and 48 km from Carroll Park, COZY DOWNTOWN APARTMENT-Naval Academy Vicinity offers free WiFi and air co...
  • Family rooms

Superb 10 Reviews 9.4

from $332.67 Show details »

Number of Accommodations in Shady Side 187
Number of guest ratings 10
Average price per night $144.42
Lowest price per night $62.00
Highest price per night $602.00

Most popular accommodations in Shady Side

The most popular accommodations in Shady Side based on average guest rating (Top 10).

Cheapest accommodations in Shady Side

The cheapest accommodations in Shady Side based on room rate per night (Top 10).

Most booked accommodations in Shady Side

The most booked accommodations in Shady Side based on popularity with guests (Top 10).

Sleep & Travel in Shady Side (Maryland)

Getting the best travel and overnight stay experience requires careful planning and attention to detail. Start by researching your destination and choosing the right accommodations for your needs and budget. Consider factors such as location, amenities, and reviews from other travelers. To make the most of your trip, take the time to explore Shady Side and immerse yourself in the local culture. This might include trying new foods, visiting historic sites, or attending cultural events.

When booking your accommodation in Shady Side, be sure to communicate any special requests or preferences you may have, such as a specific room type or dietary restrictions. This will help ensure that your stay is comfortable and enjoyable. Also don't forget to pack wisely and bring along any necessary travel essentials, such as comfortable shoes, sunscreen, and a camera to capture all of your memories. With careful planning and a spirit of adventure, you can have an unforgettable travel and overnight stay experience.

How to find the best accommodation in Shady Side

To find the perfect place to stay in Shady Side, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.


Accommodation data and pictures provided by Booking.com