Maryland vacation rentals

We found 555 vacation rentals — enter your dates for availability

Discover a selection of 43 homes and other vacation rentals in Maryland that are perfect for your trip. Vacation rentals provide the amenities you need and want for your stay with friends, family, or just your pet, such as WiFi and a pool. You're sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Maryland

Showing deals for:Nov 14 - Nov 21

Image gallery for Charming 3-bedroom renovated farmhouse in Cooperstown with Wi-Fi and AC

Room
9.6 out of 10 rating
Exceptional
(10 reviews)

Charming 3-bedroom renovated farmhouse in Cooperstown with Wi-Fi and AC

Cooperstown, NY

10% off
Price is CA $248
CA $2,339 total
includes taxes & fees
Charming 3-bedroom renovated farmhouse in Cooperstown with Wi-Fi and AC

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Find out more about Maryland

Find out more about Maryland

Why visit Maryland

  1. Stunning natural landscapes: Experience Maryland's breathtaking scenery, from the picturesque Eastern Shore to lush forests.
  2. Rich historical sites: Explore historic college campuses and engaging museums that showcase Maryland's fascinating past.
  3. Outdoor activities: Enjoy a variety of eco-friendly adventures, including hiking, biking, and water sports.
  4. Family-friendly experiences: Discover attractions suitable for all ages, making it an ideal destination for families.
  5. Charming accommodations: Choose from diverse vacation rentals, including cozy cabins and modern apartments, for a memorable stay.

Popular types of accommodation in Maryland

Explore a variety of vacation rentals in Maryland, where you'll find the perfect place to stay for your getaway. Whether you're looking for houses, cozy cabins, or modern apartments, we have options that cater to all preferences. Discover Maryland’s diverse listings, including charming homes for rent and convenient apartment options. Your ideal MD vacation rental awaits, offering transparency, savings, and the reassurance you need for a memorable stay.

  • Houses: These are the top choice for visitors seeking a home-like atmosphere, perfect for families or groups looking for space and amenities.
  • Apartments: A popular option for those wanting a convenient and comfortable stay, ideal for couples or solo travellers.
  • Cabins: A cozy retreat for nature lovers, offering a rustic experience away from the hustle and bustle.
  • Cottages: Quaint and charming, cottages provide a delightful escape, often located near scenic spots.
  • Chalets: Perfect for a unique mountain experience, chalets offer a blend of comfort and adventure.**

Top attractions in Maryland

Maryland is perfect for outdoor and eco-friendly vacations, offering a variety of attractions for families and adventure seekers. Visitors can explore historic college campuses, engaging sports and history museums, and enjoy a rich cultural experience. With plenty of opportunities for outdoor activities and exploration, Maryland promises memorable adventures for everyone in your group.

  1. National Baseball Hall of Fame: A must-visit for sports enthusiasts, this museum celebrates baseball's rich history and its cultural significance. Explore exhibits featuring legendary players and memorabilia, making it an unforgettable experience for fans.
  2. Rail Explorers Cooperstown: Experience the charm of the countryside on a historic rail ride. This unique adventure combines stunning views with the thrill of pedal-powered rail biking, immersing you in the region's vibrant culture.
  3. State University of New York-Oneonta: This picturesque campus offers a glimpse into academic life and beautiful architecture. Stroll through its grounds and enjoy the vibrant atmosphere, celebrating the local community's cultural heritage.

Things to do recommended for couples

For a romantic getaway in Maryland, visit Bear Pond Winery for enchanting vibes just 8.0km away, or explore Rustic Ridge Winery, 30.6km away, for a charming experience. For a touch of adventure, enjoy a fun round at Barnyard Swing Miniature Golf, located 14.5km from Maryland.

Things to do recommended for families

Experience family fun at Bowl Winkles, an arcade adventure zone just 3.2km from Maryland, or test your skills at Rookie's Craft House karting, 14.5km away. For sports enthusiasts, Cooperstown Dreams Park, located 12.9km from Maryland, offers an exciting sports atmosphere.

Things to do recommended for groups

Groups visiting Maryland can enjoy the romantic vibes at Brewery Ommegang, just 11.3km away. For family-friendly fun, Interskate 88 and Southside Mall, both 16.1km away, offer entertainment and shopping experiences that cater to everyone in the group.

What do I need to keep in mind when booking a vacation in Maryland

When you're planning a trip—whether with a group, your family, or even your pets, or if you're considering an extended stay—it's important to filter your options based on your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Maryland with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Maryland with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Maryland: For many families, a vacation isn’t truly fulfilling without their furry companions by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring a comfortable stay for everyone.
  • Planning for a long term stay visiting Maryland: If you're seeking vacation rentals with discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Maryland

Maryland offers a delightful blend of outdoor adventures and family-friendly experiences, making it an ideal vacation spot. From the charming homes of historic neighborhoods to the breathtaking scenery of the Eastern Shore, there's much to explore. Enjoy the warm hospitality of friendly locals while discovering the state's rich history. With a wide selection of beautiful landscapes and activities, Maryland promises an unforgettable getaway for visitors seeking both relaxation and adventure.

  • Cooperstown: Cooperstown is a charming city located 17.7km from Maryland, renowned for its rich history and stunning natural beauty. As the home of the National Baseball Hall of Fame, this city attracts sports enthusiasts and families alike. Visitors can explore scenic parks, engage in outdoor activities by the picturesque lake, or catch a show at the local theatre. Educational opportunities abound with museums and exhibits that celebrate the region's heritage. Whether you’re picnicking in the park or enjoying a game at the sports facility stadium, Cooperstown promises a delightful experience.
  • Oneonta: Situated 17.7km from Maryland, Oneonta is a vibrant city that offers a perfect blend of outdoor adventure and cultural experiences. Known for its historic college university, the city provides a lively atmosphere with plenty of shopping opportunities and a range of educational activities. Nature lovers can enjoy the local parks, while winter sports enthusiasts can take advantage of nearby ski areas. With its welcoming community and diverse attractions, Oneonta is an ideal destination for families and eco-conscious travellers looking to explore.
  • Milford: Just 8.0km from Maryland, Milford is a quaint city perfect for those seeking an outdoor, family-friendly getaway. With its scenic park and beautiful lake, visitors can enjoy a variety of recreational activities, from hiking to picnicking. The local shopping area offers a delightful selection of shops, while the community theatre features engaging performances throughout the year. Whether you're discovering the local landmarks or relaxing by the water, Milford is sure to provide a memorable and eco-friendly travel experience.

Best time to go to Maryland

If you're planning a trip to Maryland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from May to July, while off-peak times, like January and March to April tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January21.4°F (-5.9°C)Light RainVery CloudyLowAverage
February23.4°F (-4.8°C)Light RainVery CloudyAverageAverage
March30.9°F (-0.6°C)Light RainMostly CloudyLowSlightly Low
April42.8°F (6.0°C)Light RainMostly CloudyLowSlightly Low
May55.0°F (12.8°C)Light RainMostly CloudyHighAverage
June62.2°F (16.8°C)Light RainMostly SunnyHighSlightly High
July67.8°F (19.9°C)Light RainMostly SunnyHighSlightly High
August65.8°F (18.8°C)Light RainMostly SunnyAverageSlightly High
September59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
October48.4°F (9.1°C)Light RainMostly CloudyAverageAverage
November36.1°F (2.3°C)Light RainMostly CloudyAverageSlightly Low
December28.4°F (-2.0°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming trip? It might be beneficial to keep your travel dates flexible, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a helpful space for you to create new travel plans, refine your existing arrangements, or manage your bookings with ease. Your saved or booked properties are conveniently organized into categories: Potential, Upcoming, and Current Trips. To explore the Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Maryland getaway

Experience the unique character of Maryland with a stay in a vacation home rental. This city has something for everyone. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Maryland

Do you want to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Maryland a fun place to get away. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Leatherstocking Golf Course (11.8 mi / 19 km)
  • Hobart Book Village (15.5 mi / 25 km)
  • Cooperstown Brewing Company (4.5 mi / 7.3 km)
  • Rookie's Craft House (9.1 mi / 14.7 km)
  • Montezuma Winery (9.2 mi / 14.8 km)
  • Otsego Golf Club (19.2 mi / 31 km)

Exploring the natural landscape of Maryland

Whether you're looking for adventure or just want to appreciate the scenery, Maryland is a great place to get out in nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Cooperstown Dreams Park (8.2 mi / 13.2 km)
  • Otsego Lake (15.6 mi / 25.1 km)
  • Goodyear Lake (5.3 mi / 8.5 km)
  • Gilbert Lake State Park (12.8 mi / 20.7 km)
  • West Davenport Park (7.4 mi / 11.9 km)
  • John Lennox State Demonstration Forest (9.8 mi / 15.7 km)

Frequently asked questions

What is the best area to stay in Maryland when booking a vacation rental?
When considering a vacation rental in Maryland, New York, a popular area to stay is the charming neighbourhood of Lake George. This picturesque region is renowned for its stunning lake views and a variety of outdoor activities. Visitors can enjoy boating, fishing, and hiking, with the nearby Lake George Beach and the scenic trails of the Adirondack Park being particularly popular attractions. The area typically offers a diverse selection of vacation rentals, from quaint cabins to larger family homes, ensuring that there are numerous options to suit different preferences and budgets.

Another delightful option is the nearby town of Bolton Landing. This quaint community is known for its beautiful waterfront and vibrant local shops and restaurants. The Bolton Landing area provides easy access to the stunning natural beauty of the Adirondacks, making it ideal for those keen on exploring the great outdoors. Here, visitors can find a range of properties, from luxurious lakefront homes to more modest accommodations, suiting various tastes and group sizes.
How much does it cost to rent a vacation home in Maryland?
Prices for vacation rentals in Maryland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Maryland to more spacious homes.
Are there any discounts for Maryland vacation house rentals?
You can find great discounts on house rentals in Maryland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Maryland ski resort rentals?
For skiing in Maryland, New York, travellers should consider the nearby Catskill Mountains, particularly around the towns of Hunter and Windham. Hunter Mountain offers a variety of accommodations, including lodges and condos within walking distance of the slopes. These properties typically feature amenities such as hot tubs, fireplaces, and fully equipped kitchens, providing a comfortable retreat after a day of skiing.

In the Windham area, you can find charming cabins and chalets that cater to families or larger groups, often equipped with outdoor decks and scenic views of the surrounding mountains. Many rentals here also provide easy access to local dining options and shops in the quaint Windham village.
What is the most popular type of vacation rental accomodation in Maryland?
In Maryland, vacation houses are the most popular type of rental accommodation, with approximately 35 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups looking to enjoy a relaxing getaway. Additionally, there are several apartments, cottages, and chalets scattered across the region, providing a variety of options for travellers. Many of these rentals come with amenities such as Wi-Fi, parking, and outdoor seating areas, allowing guests to enjoy the natural beauty surrounding Maryland.
Are there any family house rentals in Maryland?
In Maryland, there is a diverse selection of family-friendly vacation rentals available, with around 37 options throughout the state. Locations such as Ocean City and the quieter Western Maryland region offer properties that cater well to families. In Ocean City, visitors can find spacious beachfront homes featuring multiple bedrooms, fully equipped kitchens, and balconies with stunning sea views. These properties often provide easy access to the beach and local attractions, great for family outings.

Alternatively, the Western Maryland area is home to charming cabins and lodges, ideal for families looking to connect with nature. Many of these rentals boast amenities such as game rooms, outdoor fire pits, and large backyards, making them great for children to enjoy outdoor activities. Additionally, families can explore nearby points of interest, including Deep Creek Lake, where boating and hiking opportunities abound.
Can I rent a vacation home with a pool or hot tub in Maryland?
In Maryland, there are several vacation homes available for rent that feature pools and hot tubs, making it an attractive option for travellers seeking relaxation. Popular areas include the picturesque Chesapeake Bay region, where you can find waterfront properties with private pools and stunning bay views. In addition, the western part of the state, particularly around Deep Creek Lake, offers a range of spacious cabins and homes that often come with outdoor hot tubs, great for unwinding after a day of exploring nature or enjoying water activities.
Can I find long-stay vacation rentals in Maryland?
A long-stay vacation rental in Maryland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Maryland?
In Maryland, there are several pet-friendly house rentals available, particularly in areas such as Ocean City and the charming town of Annapolis. Ocean City offers beachfront properties that often come with amenities like outdoor decks, spacious living areas, and fully equipped kitchens, superb for families or groups. Many of these rentals provide easy access to the beach, allowing for enjoyable walks with pets along the sandy shores.

Annapolis, known for its historic charm and waterfront views, also features pet-friendly rentals. Here, visitors can find homes with modern amenities, including private patios, gardens, and proximity to local parks. The nearby Broadneck Park offers trails and open spaces ideal for walking dogs, making it a great option for pet owners looking to explore the area.
Are there any remote work vacation rentals in Maryland?
In Maryland, there are numerous remote work vacation rentals available, with around 44 options to choose from. Many of these properties are equipped with amenities tailored for remote workers, including reliable Wi-Fi, dedicated desks, ergonomic desk chairs, and sometimes even office monitors to enhance productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Maryland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Maryland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Maryland?
In Maryland, vacation rentals often feature a range of popular amenities that enhance the stay for guests. Most properties include a fully equipped kitchen, allowing travellers to prepare their meals, along with cookware, dishware, and utensils for convenience. Many rentals also offer a patio where guests can relax outdoors, making the most of the pleasant surroundings. Additionally, free Wi-Fi is commonly available in rooms, ensuring that visitors can stay connected during their trip. Some properties may also have microwaves for quick meal preparation.
When is the best time to visit Maryland for a vacation rental?
The most popular time to visit Maryland for a vacation rental is during the peak season from May to July. This vibrant period attracts travellers eager to explore the state's rich history, beautiful landscapes, and cultural events. With warm temperatures ranging from 20 to 30 degrees Celsius, it's an ideal time for outdoor activities, including hiking in state parks, enjoying the scenic waterfront, and visiting historical landmarks.

June, in particular, stands out as a favourite month, offering a lively atmosphere with a plethora of festivals and events. Travellers can experience everything from the Maryland Renaissance Festival to various arts and music events, all while making the most of the pleasant summer weather.

If you're looking for a more budget-friendly option, consider visiting Maryland in March. This month presents a unique opportunity to enjoy the early signs of spring, with blooming flowers and milder weather, all while avoiding the larger crowds that come with the peak season. March is great for those who appreciate a quieter experience, allowing for relaxed sightseeing and exploration.
How early should I book a Maryland vacation rental?
Book your Maryland vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Maryland home rental booking on Vrbo?
To find Maryland vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Maryland vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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