Maryland holiday rentals

Search hundreds of travel sites at once for holiday home deals in Maryland

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Maryland holiday rentals

Most recommended holiday rentals in Maryland

Show all
Econo Lodge Easton Route 50 - Easton - Bedroom
Parking
Free Wi-Fi
Air conditioning
Stunning sunsets Leonardtown apartment - Leonardtown - Living room
Stunning sunsets Leonardtown apartment
Leonardtown, MD, United States
Free Wi-Fi
Air conditioning
Peaceful Mountain Top House- Time To Enjoy! - Waynesboro - Outdoor view
Peaceful Mountain Top House- Time To Enjoy!
Waynesboro, PA, United States
Pool
Air conditioning
Ski Liberty/Orvis Hill Country/ Gettysburg-/Zoo/ - Blue Ridge Summit
Ski Liberty/Orvis Hill Country/ Gettysburg-/Zoo/
Blue Ridge Summit, PA, United States
Air conditioning
St. Michaels Waterfront Home - Easton - Living room
St. Michaels Waterfront Home
Easton, MD, United States
Free Wi-Fi
Air conditioning
25 Bedrooms - Retreat Center Waterfront Renovated - Royal Oak
Parking
Free Wi-Fi
Pool
Air conditioning
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

February
October
€229
€248
Cheapest month to stay with an average 23% drop in price.
Most expensive month to stay with an average 49% 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

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 Hanover (50% of total searches to Maryland). The next most popular destinations are Baltimore (25%) and Fort Meade (25%).

  • 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 €35. 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 €35 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 apartments, cottages, houses, condos, homestays, villas, bungalows, cabins, campgrounds, caravans, lodges, luxury tents, agritourism, boats, houseboats, motorhomes and chalets.

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

    There are a number of dog and pet-friendly Maryland holiday rentals, with around 5% 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.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.