Maryland holiday rentals

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Best Maryland holiday rentals

2BR Furnished Apartment in Baltimore Downtown apts - Baltimore - Bedroom
2BR Furnished Apartment in Baltimore Downtown apts
Baltimore, MD, United States
Apartment
Free Wi-Fi
Pet-friendly
Air conditioning
£237+
Check availability
Johns Hopkins Medical Campus w/ Parking - Baltimore - Building
Johns Hopkins Medical Campus w/ Parking
Baltimore, MD, United States
9.8Wonderful(11)
House
Free Wi-Fi
Air conditioning
£113+
Check availability
Craftsman Bungalow Suite Near Naval Academy Stadium and Historic District - Annapolis - Dining room
Craftsman Bungalow Suite Near Naval Academy Stadium and Historic District
Annapolis, MD, United States
9.9Wonderful(70)
Apartment
Air conditioning
£149+
Check availability
Studio w/Kitchen & Hi-Speed WiFi in Beverly Hills Close to Hospitals for work! - Baltimore - Living room
Studio w/Kitchen & Hi-Speed WiFi in Beverly Hills Close to Hospitals for work!
Northeast Baltimore
10Wonderful(2)
Apartment
Air conditioning
£120+
Check availability
Immaculate 4br House Near Bwi & MD Live! - Severn - Living room
Immaculate 4br House Near Bwi & MD Live!
Severn, MD, United States
9.0Wonderful(2)
House
Free Wi-Fi
Air conditioning
£334+
Check availability
Lofty Home. - Dundalk - Living room
Lofty Home.
Dundalk, MD, United States
2.0Poor(1)
Apartment
Free Wi-Fi
£67+
Check availability
Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented. - Baltimore - Balcony
Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented.
Canton
9.4Wonderful(36)
House
Free Wi-Fi
Air conditioning
£559+
Check availability
50 Shades of Blue -McHenry Row - Baltimore - Living room
50 Shades of Blue -McHenry Row
Baltimore, MD, United States
9.0Wonderful(4)
House
Free Wi-Fi
Air conditioning
£184+
Check availability
Beautiful Condo - Water View Near City Dock - Annapolis
Beautiful Condo - Water View Near City Dock
Annapolis, MD, United States
9.9Wonderful(44)
Condo
Free Wi-Fi
Air conditioning
£184+
Check availability
Cozy 2-bedroom apartment in fantastic Baltimore with AC, WiFi - Baltimore - Dining room
Cozy 2-bedroom apartment in fantastic Baltimore with AC, WiFi
North Baltimore
6.0Okay(1)
Apartment
Air conditioning
£133+
Check availability
332 judysplaces in Lansdowne, 5BR, 3BA, Brand new construction SFH - Halethorpe - Living room
332 judysplaces in Lansdowne, 5BR, 3BA, Brand new construction SFH
Halethorpe, MD, United States
10Wonderful(4)
House
Free Wi-Fi
Air conditioning
£347+
Check availability
Baltimore Abode, Walk to Cross Street Market! - Baltimore - Building
Baltimore Abode, Walk to Cross Street Market!
South Baltimore
8.7Very Good(37)
House
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£302+
Check availability
Luxury 3 bed row home in the heart of downtown Fells Point - Baltimore - Living room
Luxury 3 bed row home in the heart of downtown Fells Point
Fells Point
9.8Wonderful(13)
House
Air conditioning
£299+
Check availability
Perfect Location In The Heart Of History - Annapolis - Living room
Perfect Location In The Heart Of History
Annapolis, MD, United States
10Wonderful(92)
House
Free Wi-Fi
Air conditioning
£357+
Check availability
Starlight Serenity - Glen Burnie
Starlight Serenity
Glen Burnie, MD, United States
House
Parking
Free Wi-Fi
Air conditioning
£230+
Check availability
Private Duplex Near Bwi/Easy Access To I95 - Linthicum Heights
Private Duplex Near Bwi/Easy Access To I95
Linthicum Heights, MD, United States
8.5Very Good(2)
Apartment
Parking
Free Wi-Fi
Air conditioning
£149+
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
£155
£139
Cheapest month to stay with an average 59% drop in price.
Most expensive month to stay with an average 21% 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 November and July.
  • The cheapest night for renting a holiday home in Maryland is Wednesday. In contrast, the most expensive is Tuesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Maryland for 5 days.
  • Pool, pet friendly, hot tub, and beachfront are the most popular holiday rental property amenities in Maryland
  • Holiday rentals in Maryland are around 27% 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 Baltimore (80% of total searches to Maryland). The next most popular destination is Cambridge (20%).

  • 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 £50. 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 apartments, cottages, houses, bungalows, cabins, campgrounds, caravans, condos, homestays, luxury tents, villas, agritourism, lodges, hotels and houseboats.

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

    There are many types of properties available for Maryland holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Econo Lodge Frederick I-70 and Travelodge by Wyndham Salisbury MD.

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

    There are a number of dog and pet-friendly Maryland holiday rentals, with around 3% 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

Complete your trip to Maryland

Car hire in Maryland
Holidays in Maryland