Compare Cottages, Resorts, & Rentals in Shady Side, Maryland, USA
About Shady Side Vacation Rentals
There are over 55 amazing vacation rentals available in Shady Side. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Shady Side.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Shady Side, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Shady Side. The average size of places to stay near Shady Side is approximately 1243.55 ft², with prices averaging US $491 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Shady Side. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Shady Side, MD
Frequently Asked Questions About Shady Side?
What are the top cottages, summer homes, and lake houses in Shady Side?
- Spacious Luxury 6 BR Home, Sleeps 16, Private Pool, In Nature, Convenient to DC
- New Waterfront Home near Annapolis, MD
- Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!
- 5-years young STUNNING home with water view!
- Enchanting West River Retreat
- Zen Sunset Retreat on Waterfront at West River, MD
- Chesapeake Paradise LITE 4+br3ba Peaceful Watrfrnt
- Peaceful 2-bedroom/2-bathroom house with WiFi and AC in serene Shady Side
- Home w/Beach Access Boat Slip Basketball Court
- A quiet, family retreat home on the Chesapeake Bay, south of Annapolis MD
How many rentals, hotels, or resorts are available in Shady Side?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 55 properties listed by Vacation Cottage in the Shady Side area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Shady Side.
