1. USA
  2. Maryland
  3. Shady Side
  4. Summer Rental

Shady Side Summer Rentals, Cottages & Cabins

Book a Place to Stay in Shady Side for Your Summer Getaway

About Shady Side Summer Rental on Rent By Owner

With 51 summer rentals in or near Shady Side, choosing a suitable rental home for your upcoming summer getaway on Rent By Owner is easy. Whether you are traveling with family, friends, or in a group to Shady Side or areas nearby, RBO has plenty of summer accommodations to choose from, many with top amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxury bedrooms, bathtubs, and pet-allowed environments.

Looking for a relaxing place to stay in Shady Side for a summer vacation you do not want to forget easily? Rent By Owner summer rental homes are available to provide you with the maximum comfort you deserve. Whether you're needing a unique style condo, luxury resort, villas, bungalow, cozy cabin, RV, or cottage in Shady Side, RBO has got you covered for your next summer holiday.

Show more
Show less

Shady Side Summer Rental Frequently Asked Questions

In 2025, RBO offers 51 summer rentals in or around Shady Side. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Shady Side is $526. Check the full list of summer accommodations in Shady Side.
There are 51 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Rent By Owner.

Yes, here are some popular summer holiday rentals in Shady Side that have a private or indoor pool:

Check all holiday rentals with a pool in Shady Side on Rent By Owner.

Yes, We have 51 summer rental homes in Shady Side and types of place to stay in Shady Side include:

  • Vacation Homes: 51 available for rent
  • Villas: 51 Rentals available for rent
  • Holiday Apartments: 51 Rentals available for rent
  • Hotels with Suites: 51 Rentals available for book