Vacation Rentals in Eastern Shore Maryland

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

EASTERN SHORE MARYLAND

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

In Business Since
Reservations and Guest Services at Shoreline Properties
Book Direct 412 Vacation Rentals

REGIONS IN EASTERN SHORE MARYLAND

EASTERN SHORE MARYLAND DESTINATIONS

MARYLAND DESTINATIONS

Map of Eastern Shore Maryland

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know the Eastern Shore Maryland area.

Vacation Rental Management Companies provide local hospitality, professional rental services, and the very best in rates and availability while managing vacation rentals that are safe for you and your family. They will assist you in finding the perfect rental property for your vacation.


Eastern Shore Maryland Vacation Rentals

Harbour Towne 104B
$255/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 6
OCvacations by Resort Rentals

Ocean Hideaway 201 Building in Ocean City MD
$187/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 8
Shoreline Properties

Living Room at Sunset Island 7
$291/night
Townhouse in Eastern Shore Maryland
5 Beds • 5 Full Baths • Sleeps 10
Shoreline Properties

Antigua 1308 LIVING-AREA
$208/night
Condo in Eastern Shore Maryland
3 Beds • 3 Full Baths • Sleeps 8
Shoreline Properties

Jamaica Bay 301-Balcony View
$124/night
Apartment in Eastern Shore Maryland
1 Bed • 1 Full Bath • Sleeps 6
Shoreline Properties

Island of Hidden Harbour-Cayman # 216C-Ocean City
$216/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 6
Shoreline Properties

SUNSPOT 14 - KITCHEN & DINING AREA
$143/night
Condo in Eastern Shore Maryland
1 Bed • 2 Full Baths • Sleeps 6
Shoreline Properties

Pyramid 3N
$245/night
Condo in Eastern Shore Maryland
1 Bed • 2 Full Baths • Sleeps 4
OCvacations by Resort Rentals

LIVING-AREA MAYFAIR BEACH 201, OCEAN CITY MD
$139/night
Condo in Eastern Shore Maryland
3 Beds • 2 Full Baths • Sleeps 8
Shoreline Properties

Carousel 1408
$225/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 8
OCvacations by Resort Rentals

Seahorse 106 Living Room
$122/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 6
Shoreline Properties

Bel Mare 202
$350/night
Condo in Eastern Shore Maryland
3 Beds • 2 Full Baths • Sleeps 10
OCvacations by Resort Rentals

Our Place @ the Beach #302C Living-Room
$134/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 6
Shoreline Properties

Volare 304 Living Room
$124/night
Condo in Eastern Shore Maryland
3 Beds • 2 Full Baths • Sleeps 8
Shoreline Properties

Highpoint North 3-H Living Room
$143/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 8
Shoreline Properties

Surf Edge 501 Living Room
$256/night
Condo in Eastern Shore Maryland
3 Beds • 2 Full Baths • Sleeps 8
Shoreline Properties

Oasis North 3-S View from Side Window
$134/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 6
Shoreline Properties

Whispering Sands 401
$315/night
Condo in Eastern Shore Maryland
3 Beds • 2 Full Baths • Sleeps 10
OCvacations by Resort Rentals

Mystic Point 501
$130/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 6
OCvacations by Resort Rentals

Watergate East #3 - Bayfront Balcony
$158/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 8
Shoreline Properties

Assateague Pointe 188
$95/night
Home in Eastern Shore Maryland
2 Beds • 1 Full Bath • Sleeps 6
OCvacations by Resort Rentals

High Point South PH9
$135/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 6
OCvacations by Resort Rentals

MARINER I  1-N OCEAN CITY MD
$152/night
Condo in Eastern Shore Maryland
2 Beds • 2 Full Baths • Sleeps 6
Shoreline Properties

Sunset Cove 11-Living-Room
$179/night
Townhouse in Eastern Shore Maryland
4 Beds • 3 Full Baths • Sleeps 8
Shoreline Properties


Nestled along the serene Eastern Shore of Maryland, vacation rentals offer a unique opportunity to immerse oneself in the charm and beauty of this coastal region. From quaint cottages to luxurious waterfront properties, the options for accommodations are as diverse as the landscapes they inhabit. Whether you seek a peaceful retreat or an adventurous getaway, Eastern Shore Maryland's vacation rentals cater to various tastes and preferences. As we explore further, discover the hidden gems and local experiences that make this destination a sought-after haven for travelers seeking a memorable escape.

Vacation Rental Options in Eastern Shore

When considering vacation rental options in Eastern Shore Maryland, travelers can choose from a diverse selection of properties managed by reputable vacation rental managers. These rental properties offer a wide range of amenities to cater to different preferences, such as private pools, waterfront views, fully equipped kitchens, and spacious living areas. Additionally, many vacation rentals are conveniently located near local dining options, allowing guests to explore the culinary delights of the area. From cozy cottages to luxurious beachfront villas, there is something for every type of traveler seeking a comfortable and enjoyable stay in Eastern Shore Maryland. Whether you prefer to dine out at nearby restaurants or cook your meals in a well-equipped kitchen, these vacation rental properties provide the freedom and flexibility to make the most of your vacation experience.

Travel Guides for Eastern Shore Maryland

Exploring Eastern Shore Maryland becomes even more enriching with the aid of comprehensive travel guides that offer insights into the region's attractions, events, accommodations, and local specialties. When visiting this vibrant area, immerse yourself in the diverse local cuisine, ranging from fresh seafood to traditional Chesapeake Bay dishes. Indulge in crab feasts, oyster roasts, and farm-to-table dining experiences that showcase the rich flavors of the region. For outdoor enthusiasts, Eastern Shore Maryland boasts a wide array of activities, including kayaking along scenic rivers, biking through quaint towns, birdwatching in wildlife refuges, and relaxing on sandy beaches. Whether you're a foodie looking to savor local flavors or an adventure seeker eager to explore the outdoors, Eastern Shore Maryland has something for everyone.

Accommodation Choices in Eastern Shore

For those seeking accommodation in Eastern Shore, a diverse selection of 588 vacation rentals managed by 2 Vacation Rental Managers awaits, promising a memorable stay amidst the region's charm. Visitors can choose from a variety of unique lodging options, ranging from cozy cottages by the bay to spacious beachfront villas, ensuring a one-of-a-kind experience. The local hospitality in Eastern Shore Maryland is unparalleled, with Vacation Rental Managers dedicated to providing guests with a warm welcome and personalized service throughout their stay. Whether you prefer a secluded retreat or a lively waterfront property, the accommodations in Eastern Shore cater to every traveler's needs, making it an ideal destination for holidays or weekend getaways.

Best Places to Stay in Eastern Shore

Nestled along the picturesque Eastern Shore of Maryland are a selection of premier accommodations that promise unforgettable stays for travelers seeking the perfect blend of comfort and charm. From beachfront escapes to hidden gems, the Eastern Shore offers a diverse range of lodging options to suit every preference. The Isle of Wight Bay Area boasts 587 vacation rentals, ideal for those looking for a waterfront retreat. Love Point and Kent Island also offer unique house rentals for a memorable stay. Whether you're planning a holiday or a weekend getaway, these best places to stay near Eastern Shore Maryland provide the perfect base for exploring the region's beauty and attractions. Choose from the largest selection of vacation rentals in specific areas for a truly personalized experience.

Activities and Attractions in Eastern Shore

The allure of Eastern Shore Maryland extends beyond its accommodations, beckoning visitors with a diverse array of activities and attractions awaiting exploration.

  • Outdoor adventures
  • Local cuisine
  • Historic sites and museums

Eastern Shore offers a plethora of outdoor adventures, from kayaking along the Chesapeake Bay to biking the scenic trails of Blackwater National Wildlife Refuge. Visitors can also indulge in the region's local cuisine, savoring fresh seafood delights and farm-to-table dishes at charming waterfront restaurants. For those intrigued by history, Eastern Shore boasts numerous historic sites and museums that provide insight into the area's rich heritage, including the Harriet Tubman Underground Railroad Visitor Center and the Chesapeake Bay Maritime Museum. Whether seeking thrills in nature, culinary delights, or historical knowledge, Eastern Shore Maryland has something for every traveler.

Frequently Asked Questions

Are Pets Allowed in Any of the Vacation Rentals in Eastern Shore Maryland?

When considering pet policies and restrictions in vacation rentals, it's important to inquire about accommodations for furry friends. Some properties may welcome pets with certain guidelines, such as size restrictions, additional fees, or specific areas where pets are allowed. Understanding these policies ensures a smooth and enjoyable stay for both guests and their beloved pets. Always check with the rental management company to confirm their pet-friendly policies before booking.

Is There a Minimum Age Requirement for Booking a Vacation Rental in Eastern Shore Maryland?

When considering the age requirement for booking a vacation rental, it is essential to review the booking policies and terms of the specific rental property. Some vacation rental managers may have minimum age requirements for booking to ensure responsible guests. Understanding the booking process and any age restrictions in advance can help facilitate a smooth and enjoyable vacation experience. It is advisable to communicate directly with the vacation rental management company for clarification on any age-related policies.

Are There Any Specific Rules or Regulations Regarding Noise Levels in Vacation Rentals in Eastern Shore Maryland?

Noise complaints and enforcement are common concerns in rental properties. To address this, many vacation rentals have specific rules regarding noise levels to ensure a peaceful environment for all guests. Quiet hours are typically established to prevent disturbances during specific times of the day or night. These regulations are enforced to maintain a harmonious atmosphere and provide a pleasant experience for everyone staying at the property.

Are There Any Grocery Stores or Convenience Stores Located Near the Vacation Rentals in Eastern Shore Maryland?

There are several grocery and convenience stores located near vacation rentals in Eastern Shore Maryland, offering easy access to essential supplies. Visitors can find a variety of options for shopping, ensuring convenience during their stay. In addition to nearby restaurants, guests can explore local attractions and enjoy the diverse offerings of the area. These amenities enhance the overall experience, providing convenience and opportunities for exploration and enjoyment.

Are There Any Outdoor Recreational Activities Available Near the Vacation Rentals in Eastern Shore Maryland?

Near the vacation rentals in Eastern Shore Maryland, outdoor enthusiasts can enjoy a variety of recreational activities. From scenic hiking trails that wind through the picturesque landscapes to thrilling water sports opportunities along the beautiful coastline, there is something for everyone to appreciate. Whether you seek a leisurely stroll through nature or an adrenaline-pumping adventure on the water, Eastern Shore Maryland offers a diverse range of outdoor experiences for visitors to enjoy.


IDEA DRIVEN VACATIONS

Where to stay around Eastern Shore Maryland

Our February 2024 property listings offer a selection of 585 vacation rentals near Eastern Shore Maryland. Find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Eastern Shore Maryland for a holiday or a weekend are on Find Rentals.


Where are the best places to stay in Eastern Shore Maryland?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Eastern Shore Maryland:

  • Isle of Wight Bay Area: 584 vacation rentals
  • Love Point: 1 vacation rentals
  • Kent Island: 1 vacation rentals

For nearby neighborhoods, please use our search to access the selection of vacation rentals available in and around Eastern Shore Maryland.


What are some fun things to do in Eastern Shore Maryland?

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Eastern Shore Maryland. Some of the most popular places to visit while you're traveling in Eastern Shore Maryland while on vacation are WinterPlace Park & Equestrian Center, East Wicomico Little League Park, Community Park at Winterplace and a few more.

There are many other points of interest around Eastern Shore Maryland listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the city or region you're traveling to.


Which vacation rental managers have properties for rent in Eastern Shore Maryland?

  • Shoreline Properties: 412 vacation rental properties
  • OCvacations by Resort Rentals: 175 vacation rental properties

Can I rent condos in Eastern Shore Maryland?

Yes. Find Rentals has 410 condos available for rent in Eastern Shore Maryland. Our other popular types of vacation rentals in Eastern Shore Maryland include:

  • Townhouses : 61 rentals available
  • Homes : 22 rentals available
  • Others : 7 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including apartments and more.


Can I rent fishing rentals in Eastern Shore Maryland?

Absolutely, Find Rentals has 375 fishing rentals in Eastern Shore Maryland. You have also many other possibilities in Eastern Shore Maryland area, including:

Please use our search bar to access the selection of vacation rentals.


How can I find a vacation rental manager in Eastern Shore Maryland?

Find Rentals is the premiere guide for Vacation Rental Managers. We work with management companies from all over the world to provide you with the most robust selection of professionally managed rentals. Use the search to access the selection of management companies and rentals available.





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