Chesapeake Bay Vacation Specials & Deals

Don't miss out on our last minute specials and booking promotions!  Sign up now and you will receive advance e-mail notifications of all specials.

New Years Specials

New Years Specials

Have you made your plans for New Year's Eve yet? The Eastern Shore is a fun, low key place to ring in 2019! Great restaurants, charming family-oriented activities such as First Night Talbot in Easton (complete with Crab Drop!) and cozy cottages to spend time with those that matter most. Save now when you book your last minute holiday weekend and save 15%! Not valid on existing reservations.
Three Ways to Save on Your 2019 Summer Vacation!

Three Ways to Save on Your 2019 Summer Vacation!

Dreaming of your 2019 Summer Vacation? Plan Early and Save!

The best way to cure the end of summer blues? Start planning for next year! Not only will you have next summer to start looking forward to, but you can save by booking early, and get the best selection of properties and dates! Find your perfect home and desired date, and relax until summer arrives!

1. Book direct & save!

Save unnecessary fees! Book directly on our website, www.easternshorevacations.com or call us at 410-770-9093 for assistance and save the service fees charged on third party sites such as VRBO, HomeAway and Airbnb. The best prices are always on our site!

2. 2019 Bookings at 2018 Prices!

Most homes offer the opportunity to book now at 2018 prices--book before the rates increase on January 1!

3. Easy Deposits

Easy deposits! Reserve your choice of date and property with only $500 down!* Then pay two easy payments at 60 and 30 days prior to arrival.

*Deposit is per week. Multiple weeks require additional deposits. Some homes are $1000 deposit. Not all properties offer 2018 rates for 2019 bookings, please ask.
Peloton Bike Rental

Peloton Bike Rental

Now offering Peloton Bike Rentals in select properties! If the newest fitness craze has you addicted to your bike, you can now still keep up with your goals and strive for your 100th ride while visiting the Eastern Shore.
Cost: $250 per reservation, including set up and delivery

Limited quantity available, first come, first serve basis
Guest may be required to sign an additional waiver