Maryland holiday rentals

We found 566 holiday rentals — enter your dates for availability
Discover a selection of 44 homes and other holiday rentals in Maryland that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as air conditioning and Wi-Fi. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Maryland

Showing deals for:6 Nov - 13 Nov

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Why visit Maryland

  • Outdoor Adventures: Maryland offers a range of outdoor activities, from hiking in national parks to exploring scenic trails, perfect for nature enthusiasts.
  • Cultural Heritage: Immerse yourself in the city’s rich history through local museums and arts centres that celebrate Maryland’s unique heritage.
  • Family-Friendly Attractions: The city caters to families with numerous engaging activities and experiences suitable for all ages.
  • Charming Neighbourhoods: Stroll through picturesque streets that reflect the community spirit and local culture of Maryland.
  • Eco-Conscious Experiences: Enjoy eco-friendly travel options and activities that promote sustainability while exploring the city.

Popular types of accommodation in Maryland

Discover Maryland in New York, United States of America, a charming city offering a variety of holiday rentals. Whether it's a cosy private holiday home, an apartment, or a quaint cabin, you'll find comfortable accommodations to suit your needs. Explore local attractions, landmarks, and experiences unique to Maryland, making your stay both enjoyable and memorable. Experience transparency, savings and reassurance with our extensive selection of many holiday home options in this delightful destination.

  • Private Holiday Homes: Experience the comfort and convenience of a fully equipped home, perfect for families or groups seeking a spacious retreat.
  • Apartments: Ideal for couples or solo travellers, these self-contained units offer a blend of privacy and accessibility in vibrant locations.
  • Cabins: Embrace nature with a charming cabin stay, often nestled in serene landscapes, providing a cosy escape.
  • Cottages: Quaint and inviting, cottages offer a delightful rural experience, perfect for a romantic getaway or peaceful retreat.
  • Chalets: Often found in picturesque settings, chalets provide a unique blend of comfort and rustic charm, perfect for a relaxing holiday.**

Top attractions near Maryland

Maryland, New York, offers a remarkable blend of outdoor adventures and cultural experiences. Visitors can explore sports museums, national state parks and arts centres, all set against scenic backdrops. Ideal for family holidays and eco-friendly travel, this city caters to those seeking both active pursuits and a taste of local heritage. Whether you prefer leisurely strolls or engaging in more vigorous activities, Maryland provides a diverse range of attractions to suit every traveller's interests.

  • National Baseball Hall of Fame: This iconic sports museum celebrates the rich history of baseball, showcasing memorabilia and exhibits that capture the essence of America’s pastime. Immerse yourself in the culture and excitement of the sport while exploring the hall's fascinating collections.
  • Rail Explorers Cooperstown: Experience the thrill of riding along scenic railway tracks on custom-designed rail bikes. This unique adventure offers a picturesque journey through the countryside, combining history with a touch of fun and culture.
  • Foothills Performing Arts Center: A vibrant venue for the arts, this centre hosts a variety of performances and events. Enjoy the rich cultural scene through theatre, music, and dance, all in a welcoming community atmosphere.

Things to do recommended for couples

Discover Maryland's charm with a cosy drive through its scenic byways, hand in hand, exploring quaint towns and indulging in intimate dining experiences in hidden gems. Let your spirits soar as you immerse in the local culture.

Things to do recommended for families

Families will delight in Maryland's engaging attractions, from interactive museums to scenic parks, ensuring unforgettable local experiences and treasured moments throughout your visit.

Things to do recommended for groups

Groups visiting Maryland can enjoy a scenic tour of the Chesapeake Bay, indulge in local crab feasts, and explore the historic sites in Annapolis. Engage in team-building activities at the Adventure Park or unwind with wine tasting at local vineyards for a delightful experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

Whether you're journeying with a group, as a family, with your pets or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking tips to consider.

  • Traveling to Maryland with a group: Consider how many bedrooms you'll require, along with amenities like a fully-equipped kitchen or outdoor area for group get-togethers. Fortunately, on Stayz you can filter for all these features and more.
  • Traveling to Maryland with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, as well as to seek out suitable amenities like a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Maryland: For many, a family holiday is not complete without their four-legged companion. If this resonates with you, then explore Stayz properties that welcome pets. The majority of these pet-friendly accommodations provide feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Maryland: If you're seeking holiday lets offering discounts for stays of a month or more, you've come to the right place. By utilising the appropriate filters, you can effortlessly locate and save on monthly rentals. You might also want to refine your search by including options such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Maryland

Maryland offers a delightful blend of outdoor adventures, family-friendly attractions and eco-conscious experiences. Explore the city’s rich history, scenic neighbourhoods, and vibrant local culture. Discover a variety of family-oriented activities, charming streets, and lush parks that celebrate Maryland’s unique heritage and community spirit. Enjoy an unforgettable holiday immersed in both historical intrigue and natural beauty.

  • Cooperstown: Nestled merely 19km from Maryland, Cooperstown is a charming city celebrated for its outdoor allure, family-friendly atmosphere and eco-conscious spirit. Visitors can explore a variety of venues, ranging from theatres to expansive recreational areas, and enriching educational centres. The city boasts a well-known sports facility stadium, a picturesque park and a serene lake, ensuring a medley of experiences that mix leisure with active pursuits. Its geographic setting makes it an ideal destination for those who appreciate natural landscapes and cultural gatherings.
  • Oneonta: Situated 18km from Maryland, Oneonta offers a vibrant travel experience where sports, outdoor activities and family excursions take centre stage. The city provides numerous opportunities to engage in education, shop in bustling retail areas or enjoy a day on the ski slopes. With attractions including a sports facility stadium, a park and a lake, Oneonta perfectly balances recreational adventures with a rich cultural tapestry, making it a delightful spot for visitors of all ages.
  • Milford: Located only 8km from Maryland, Milford is a delightful city that epitomises an outdoor, family and eco-friendly environment. Travellers can enjoy a range of activities from educational excursions, visits to recreational areas and theatre outings. The local attractions, comprising a sports facility stadium, a park and a lake, enhance its appeal as a compact yet engaging destination. Its proximity to Maryland ensures easy access while offering a distinctive local charm and scenic backdrop.

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 CloudyLowSlightly Low
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 CloudyAverageAverage
December28.4°F (-2.0°C)Light RainMostly CloudyAverageAverage

Booking with Stayz is a breeze

Looking to save on your next break? Consider being flexible with your travel dates, as prices can fluctuate. Booking an extended stay can also lead to substantial savings. To discover the ideal Stayz property that fits your budget, simply use our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's innovative Trip Board offers you a dedicated space to plan new journeys, resume where you last left off, or simply review and organise your travel plans. Previously saved or booked properties are now conveniently categorised under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Maryland getaway

Learn about the unique charm of Maryland with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Are you searching for attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Maryland a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Barnyard Swing Miniature Golf (9.2 mi / 14.9 km)
  • Leatherstocking Golf Course (11.8 mi / 19 km)
  • Stamford Golf Club (15.2 mi / 24.5 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 outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Cooperstown Dreams Park (8.2 mi / 13.2 km)
  • Goodyear Lake (5.3 mi / 8.5 km)
  • Otsego Lake (15.6 mi / 25.1 km)
  • Gilbert Lake State Park (12.8 mi / 20.7 km)
  • Michael Kudish Natural History Preserve (17.3 mi / 27.8 km)
  • West Davenport Park (7.4 mi / 11.9 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Maryland?
The most popular types of holiday homes in Maryland are houses. Ready for more choices? Stayz has plenty of options to match our guests' diverse needs, so you'll see holiday homes in all shapes and sizes, and for all budgets. The perfect fit is ready and waiting for you — grab yours today.
How much does it cost to rent a holiday home in Maryland?
The average price for a holiday home in Maryland can vary based on factors like property type, length of stay and season. Whether you're in search of a sprawling villa with space for the whole family or an apartment just enough for two, just add your dates of travel to view stays with terrific value.
How much does it cost to rent a beach house in Maryland?
Prices for beach houses in Maryland differ depending on the type and size of the property and time of year you're travelling. All you have to do is enter your travel dates into Stayz and how many guests to view your holiday home options and prices. From there you can use our filter tool to tailor your search results by nearby activities, amenities, ratings and more.
Are there pet-friendly holiday homes in Maryland?
With 34 properties that welcome four-legged guests, your furry buddy can join in on your Maryland break. Use the filter tool to search our pet-friendly holiday homes and find the pawfect pad on Stayz.
Can I rent a house with a pool in Maryland?
Dig out your swimsuit and goggles, because there are two houses with a private pool in Maryland. Settle in at one of these terrific holiday homes and every day can be a pool day. Simply enter your travel dates into Stayz, then check the "pool" filter to find the perfect place to make a splash!
What are popular home amenities in Maryland?
When it comes to home amenities that people are looking for in Maryland, a fireplace, a water view and a barbecue grill are at the top of the list. With Stayz holiday homes, you'll enjoy options to suit your style and taste, whether you're travelling with friends, family or even pets.
Are there large group holiday homes in Maryland?
Yes, you can choose one of 21 holiday homes in Maryland that can host five or more people. From family getaways to events like a friend's birthday, these stays have ample room to chill out with your favourite people.
Are there holiday homes in Maryland that welcome kids?
Gather your whole family for a memorable adventure in Maryland at one of our 34 family-friendly holiday properties. These stays feature conveniences that are suitable for trips with the kids, like kitchens, multiple bedrooms and entertainment units. Just click on the "Properties good for families" filter box and pick your favourite.
What are the top attractions for families in Maryland?
Keep the kids amused at these fun family-friendly attractions in Maryland:

  • Rookies Craft House
  • Barnyard Swing Miniature Golf
  • Joseph L. Popp, Jr. Butterfly Conservatory

Are there one-bedroom holiday homes in Maryland?
There are four one-bedroom properties in Maryland to choose from. A one-bedroom holiday property is a superb choice if it's just the two of you or if you're travelling on your own. Toss in more convenience, space and privacy than a hotel, and you're sure to have a trip to remember.
Can I find two-bedroom holiday homes in Maryland?
You can pick from 12 two-bedroom homes in Maryland. Put your little ones in the second room or maybe fill it with a couple of your best friends. There's ample space for whoever's fortunate enough to be coming along.
Are there holiday homes with WiFi in Maryland?
Maryland has 14 holiday homes with WiFi, so you can stay connected while you're travelling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to updating your social media, these Stayz homes make it a breeze to go online.
How can I find holiday homes with air conditioning in Maryland?
Work out your travel dates and then make use of our filters to view holiday homes with air conditioning in Maryland on Stayz. With 30 air-conditioned properties on offer here, you can look forward to a cool and comfortable break.
How old do you have to be to rent a holiday home in Maryland?
You'll have to check with the Maryland holiday home you're considering on Stayz as age restrictions vary. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Maryland for?
The amount of time you can book a Maryland holiday home for is up to the property. Just enter your travel dates to view options that offer extended stays. They include all you need to make your extended trip more comfortable like kitchens and backyards. Some properties may also offer discounted weekly or monthly prices, so you can stick around for longer for less.