Maryland holiday rentals

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Best Maryland holiday rentals

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$80 - $1,000$1,000 - $1,920$1,920 - $2,841$2,841 - $3,759$3,759+ per night

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ApartmentCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Maryland

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Near Top Attractions: Deck Dining at Severn Home! - Severn - Living room
Near Top Attractions: Deck Dining at Severn Home!
Severn, MD, United States
Cottage
Free Wi-Fi
$4,076+
Check availability
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace - Havre de Grace - Living room
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Havre de Grace, MD, United States
10Wonderful(2)
Apartment
Free Wi-Fi
$365+
Check availability
Charming 2-bedroom house with WiFi, AC in fabulous District Heights - District Heights - Kitchen
Charming 2-bedroom house with WiFi, AC in fabulous District Heights
District Heights, MD, United States
House
$282+
Check availability
3-bedroom condo in charming Washington with AC, WiFi. Relax and enjoy - Washington, D.C. - Building
3-bedroom condo in charming Washington with AC, WiFi. Relax and enjoy
Trinidad
10Wonderful(7)
Condo
$816+
Check availability
Comfortable And Quiet 3-bedroom-walk To Downtown - Havre de Grace - Kitchen
Comfortable And Quiet 3-bedroom-walk To Downtown
Havre de Grace, MD, United States
10Wonderful(2)
House
Free Wi-Fi
$638+
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Relax in the woods with your own private pool - 4 BR house that sleeps up to 12. - Havre de Grace - Kitchen
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.
Havre de Grace, MD, United States
9.5Wonderful(4)
House
$2,325+
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Entire home, great location, no cleaning fee - Havre de Grace - Living room
Entire home, great location, no cleaning fee
Havre de Grace, MD, United States
House
Free Wi-Fi
$732+
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Spacious Home with Tranquil Patio about 29 Mi to DC! - Severn - Living room
Spacious Home with Tranquil Patio about 29 Mi to DC!
Severn, MD, United States
9.9Wonderful(7)
House
Free Wi-Fi
$837+
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Modern New Suite Close To Us Capital And Bwi Airport - Pasadena - Dining room
Modern New Suite Close To Us Capital And Bwi Airport
Pasadena, MD, United States
7.0Good(2)
House
$313+
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Private and separate guest house - Severn - Balcony
Private and separate guest house
Severn, MD, United States
House
Free Wi-Fi
$254+
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Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town - Arlington - Bedroom
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Arlington, VA, United States
10Wonderful(17)
Cottage
Free Wi-Fi
$546+
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Remodeled historical cottage w/ wifi and fire pit, super close to DC Entire Home - Capitol Heights - Living room
Remodeled historical cottage w/ wifi and fire pit, super close to DC Entire Home
Capitol Heights, MD, United States
House
$431+
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Severn House - Severn - Balcony
Severn House
Severn, MD, United States
10Wonderful(1)
House
Parking
Free Wi-Fi
Pet friendly
$534+
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Charming 3-bedroom cottage only minutes from DC line with WiFi, AC & upgrades - Capitol Heights - Living room
Charming 3-bedroom cottage only minutes from DC line with WiFi, AC & upgrades
Capitol Heights, MD, United States
6.0Okay(1)
House
$304+
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Near Top Attractions Deck Dining at Severn Home! - Severn
Near Top Attractions Deck Dining at Severn Home!
Severn, MD, United States
9.5Wonderful(1)
House
Free Wi-Fi
$3,827+
Check availability
Homestay - Feel right at home - Sykesville
Homestay - Feel right at home
Sykesville, MD, United States
Homestay
$199+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Maryland

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Maryland with confidence.

How early should you book a vacation rental in Maryland?

Book at least 81 days before your stay begins to get the best price for your Maryland vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
May
$370
$355
Cheapest month to stay with an average 64% drop in price.
Most expensive month to stay with an average 44% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Maryland holiday rental

  • If you’re looking for a cheap holiday rental in Maryland, you should consider visiting during the low season. The cheapest holiday homes in Maryland can be found in August and February.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Maryland for 10 days.
  • Pet-friendly, pool, hot tub, and beachfront are the most popular holiday rental property amenities in Maryland
  • Holiday rentals in Maryland are around 22% more expensive than hotels on average. Search here to compare prices for all accommodation types in Maryland.

FAQs when booking a holiday home in Maryland

  • What is the most popular holiday rental destination in Maryland?

    Based on KAYAK holiday rental searches, the most popular destination is Suitland (20% of total searches to Maryland). The next most popular destinations are Olney (20%) and Ocean City (20%). Searches for holiday rentals in Rockville (20%) and Frederick (20%) are also popular.

  • How much is a holiday rental in Maryland for tonight?

    In the last 72 hours, users have found Maryland holiday rentals for tonight for as little as $88. Search here for similar prices

  • How much is a holiday rental in Maryland for this weekend?

    In the last 72 hours, users have found Maryland holiday rentals for this weekend for as little as $163 per night. Search here for similar prices

  • What types of holiday rentals are available in Maryland?

    There are loads of different property types that you can make your holiday home in Maryland. You’ll find houses, homestays, apartments, cottages, bungalows, cabins, campgrounds, caravans, condos, luxury tents, villas, agritourism, lodges, hotels and houseboats.

  • What are some of the most-loved holiday rentals available in Maryland?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is Econo Lodge Frederick I-70.

  • Are there any pet-friendly holiday rentals in Maryland?

    There are a number of dog and pet-friendly Maryland holiday rentals, with around 4% allowing you to bring your pet along with you.

Where to stay in Maryland?

Our map will help you find the perfect place to stay in Maryland by showing you the exact location of each holiday home.

Everything you need to know for your stay in Maryland

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