Find Family-Friendly Vacation Rentals Near Shady Side
About Shady Side Family Rental on Vacation Cottage
Looking for a high-end yet affordable stay in or near Shady Side? Look no further—we've got you covered with more than 52 discount hotels, last-minute resorts, cheap holiday homes, villas, cottages, and condos available for booking in Shady Side.
While Vacation Cottage is renowned for our top-notch cottage rentals, lake houses, and summer home resorts, we also offer premium stays at unbeatable prices. Our selection includes boutique hotels, inns, vacation homes, apartments, chalets, affordable penthouses, lakefront homes, beachfront resorts, villas, and more—all set in Shady Side. Whether you're traveling with family or friends, planning a gathering, or hosting a cocktail party, we have the perfect discount luxury accommodations for your travel needs.
Frequently Asked Questions About Shady Side Family Rentals
What are the top rated Family Rentals in Shady Side?
There are a lot of options in Shady Side. If you plan on staying in the Shady Side area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Shady Side:
- Chesapeake Paradise LITE 4+br3ba Peaceful Watrfrnt
- Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
- Waterfront Home on the Chesapeake Bay!
- Chesapeake Sparkles Sky-Lit Studio Flat + Solarium
- Chesapeake Paradise House-Stunning 6+br4ba Wtrfrnt
- Cozy waterfront remodeled beach cottage, just steps away from the Chesapeake Bay
- River Cottage with Beach and Dock
- Water views from every window of unique round house
- Waterfront Shady Side Home w/Chesapeake Bay View!
- Pier Relaxation! @ the Chesapeake Bay!
How much does it cost to rent a family vacation rental in or near Shady Side?
The average price per night for a family holiday rental in Shady Side is $500. Check the list of kid-friendly accommodations in Shady Side.
How many 2-bedroom apartment rentals are available to book in Shady Side?
There are 52 2-bedroom rental properties that are available in Shady Side. You can book for your next trip with Vacation Cottage.
Do any family-friendly vacation rentals in Shady Side have a pool?
Yes, here are some top-rated family vacation rentals in Shady Side that have a private swimming pool:
- Franklin At The Bay. Opening Dec 5!
- The Bay House
- 3BR Home Near the Beach w/Bikes
- Grandma's Summer House Beverly Beach
Check all holiday rentals with a pool in Shady Side on Vacation Cottage.
Can I find private owner rentals in Shady Side?
Yes, We have 52 direct by owner rentals in Shady Side.
Do you have any luxury holiday rentals with a pool in or near Shady Side?
Yes, Of course! There are many luxury rental properties in or near Shady Side. Use our search filter to discover all of our luxury homes with your favorite amenities. Sorting by price is another way to find the luxury holiday rentals in Shady Side, though more expensive is not always better.