Maryland holiday rentals

We found 588 holiday rentals — enter your dates for availability
Discover a selection of 41 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:8 Jan - 15 Jan

Interior
Outdoor dining
Living area
Private kitchen
Exceptional
(48 reviews)

A Lakeview Paradise

Oneonta

7% off
S$7,847
for 7 nights, 1 home
S$1,121 per night
includes taxes & fees
A Lakeview Paradise
Outdoor dining
Interior
Room
Entrance
Exceptional
(20 reviews)

Bear Lodge

Milford

7% off
S$7,576
for 7 nights, 1 room
S$1,082 per night
includes taxes & fees
Bear Lodge
Interior
Private kitchen
Dining
Outdoor dining
Exceptional
(35 reviews)

RESTORED 1875 FARMHOUSE 1.9 MILES TO DREAMS PARK AND 1.7 MILES TO VILLAGE

Cooperstown

16% off
S$3,266
for 7 nights, 1 room
S$467 per night
includes taxes & fees
RESTORED 1875 FARMHOUSE 1.9 MILES TO DREAMS PARK AND 1.7 MILES TO VILLAGE
Dining
Terrace/patio
Living area
Property grounds
Exceptional
(22 reviews)

Lakefront, family friendly home -Baseball campers!

Oneonta

15% off
S$3,038
for 7 nights, 1 home
S$434 per night
includes taxes & fees
Lakefront, family friendly home -Baseball campers!
Private kitchen
Terrace/patio
Living area
Interior
Exceptional
(197 reviews)

Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area

Cooperstown

8% off
S$2,052
for 7 nights, 1 home
S$293 per night
includes taxes & fees
Cooperstown Hall of Fame, Dreams Park Baseball, Ommegang #1 Location in the area
Exterior
Terrace/patio
Private kitchen
Interior
Exceptional
(9 reviews)

Baseball! Fall foliage! 3 bd home on gorgeous horse farm, AC, laundry, & views

Davenport Center

5% off
S$2,591
for 7 nights, 1 home
S$370 per night
includes taxes & fees
Baseball! Fall foliage! 3 bd home on gorgeous horse farm, AC, laundry, & views
Room
Outdoor dining
Exterior
Pool
Exceptional
(7 reviews)

Charming 3-bedroom house with a Pool, WiFi, AC 5 minutes from the Dreams Park

Milford

7% off
S$4,449
for 7 nights, 1 home
S$636 per night
includes taxes & fees
Charming 3-bedroom house with a Pool, WiFi, AC 5 minutes from the Dreams Park
Cozy reading area, deck views
Fully equipped chef's kitchen, antique work table, exposed beams
Dining room opens onto the kitchen
Goose down duvets and pillows. Pond views
Exceptional
(10 reviews)

Idyllic Catskill Retreat-Historic 3 BR 3 Bath Farmhouse, Private Pond, AC, WiFi

Delhi

7% off
S$2,874
for 7 nights, 1 home
S$411 per night
includes taxes & fees
Idyllic Catskill Retreat-Historic 3 BR 3 Bath Farmhouse, Private Pond, AC, WiFi
Exterior
Exterior
Second floor, main living area.
Interior
Exceptional
(25 reviews)

Private Home 4 miles to Cooperstown, no visible neighbors and close to all.

Milford

7% off
S$3,302
for 7 nights, 1 home
S$472 per night
includes taxes & fees
Private Home 4 miles to Cooperstown, no visible neighbors and close to all.
The studio has it's own patio with BBQ that overlooks the front garden.
Guest suite is located on the ground floor of the house.
Cooperstown, the National Baseball Hall of Fame and Otsego Lake are 5 minutes.
The living area has good natural light to relax in.
Exceptional
(15 reviews)

Cooperstown Modern Studio

Cooperstown

7% off
S$1,568
for 7 nights, 1 apartment
S$224 per night
includes taxes & fees
Cooperstown Modern Studio

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Bear Pond Winery (5.5 mi / 8.8 km)
  • Leatherstocking Golf Course (11.8 mi / 19 km)
  • Otsego Golf Club (19.2 mi / 31 km)
  • Rookie's Craft House (9.1 mi / 14.7 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:

  • Goodyear Lake (5.3 mi / 8.5 km)
  • Cooperstown Dreams Park (8.2 mi / 13.2 km)
  • Otsego Lake (15.6 mi / 25.1 km)
  • Gilbert Lake State Park (12.8 mi / 20.7 km)
  • Canadarago Lake (20.2 mi / 32.5 km)
  • West Davenport Park (7.4 mi / 11.9 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Maryland?
The most popular types of holiday rentals in Maryland are houses. Ready for more choices? Vrbo 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 rental in Maryland?
The average price for a holiday rental 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 Vrbo and how many guests to view your holiday rental 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 rentals 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 rentals and find the pawfect pad on Vrbo.
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 rentals and every day can be a pool day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Maryland?
When it comes to rental 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 Vrbo 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 rentals in Maryland?
Yes, you can choose one of 21 holiday rentals 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 rentals 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 rentals 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 rentals in Maryland?
You can pick from 12 two-bedroom rentals 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 rentals with WiFi in Maryland?
Maryland has 14 holiday rentals 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 Vrbo homes make it a breeze to go online.
How can I find holiday rentals with air conditioning in Maryland?
Work out your travel dates and then make use of our filters to view holiday rentals with air conditioning in Maryland on Vrbo. 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 rental in Maryland?
You'll have to check with the Maryland holiday rental you're considering on Vrbo as age restrictions vary. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental 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.