Vacation Homes in Eastern Shore, MD
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Top Vacation Homes in Eastern Shore

Unit 2 South - 4bed/3.5 bath/3 car garage ocean block townhome

Bring your boat! Townhome on Bayside 94th St w/a unique Kids/Teen Bedroom

Sunset Island is Loved for it's Amazing Amenities

Wonderful House Near the Beach w/Free WiFi, Patio, Balconies, Central AC, & W/D

Captivating Chesapeake experience

2 North Ocean Block Townhome 4 bed/3.5 bath Sleeps 14, Ocean View Top Floor

Stunning 2 story luxury villa on 104th Street

Beach Cottage 1Bed/1Bath Fully Renovated on the Boardwalk

Tip Of The Town Fresh and New 3 Bedroom Nest

Quiet coastal home with patio & pool, close to Assateague & Ocean City
Top hotels in Eastern Shore

Hyatt Place Ocean City / Oceanfront
Find the Best Vacation Homes in Eastern Shore
Why book a vacation home in Eastern Shore?
Vacation homes in Eastern Shore make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Eastern Shore?
Private Eastern Shore rental homes range between - per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Eastern Shore vacation home rentals. You might look for Eastern Shore rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Eastern Shore offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Eastern Shore?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Eastern Shore. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Eastern Shore hotels and vacation homes that best suit your stay. We also have deals for flights, and Eastern Shore car rentals. You’ll save even more when you bundle your items into a Eastern Shore vacation package!
How many vacation homes are available to book in Eastern Shore?
There are 594 rental homes in Eastern Shore. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Eastern Shore?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Eastern Shore Vacation Homes essential information
Accommodation | 594 Vacation Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Unit 2 South - 4bed/3.5 bath/3 car garage ocean block townhome, Bring your boat! Townhome on Bayside 94th St w/a unique Kids/Teen Bedroom, Sunset Island is Loved for it's Amazing Amenities, Wonderful House Near the Beach w/Free WiFi, Patio, Balconies, Central AC, & W/D, Captivating Chesapeake experience, 2 North Ocean Block Townhome 4 bed/3.5 bath Sleeps 14, Ocean View Top Floor, Stunning 2 story luxury villa on 104th Street, Beach Cottage 1Bed/1Bath Fully Renovated on the Boardwalk, Cottage near the Bay, Tip Of The Town Fresh and New 3 Bedroom Nest, Quiet coastal home with patio & pool, close to Assateague & Ocean City, Dollhouse in Central Historic St Michaels |