Maryland holiday rentals

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Best Maryland holiday rentals

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€14 - €1,076€1,076 - €2,137€2,137 - €3,198€3,198 - €4,260€4,260+ per night

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ApartmentChaletCondoCottageHomestayHouse

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Most recommended holiday rentals in Maryland

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7even Clouds Éclair- Cozy basement nest near NE DC - Hyattsville - Living room
7even Clouds Éclair- Cozy basement nest near NE DC
Hyattsville, MD, United States
Parking
Free Wi-Fi
Air conditioning
€110+
Check availability
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC - Brunswick - Kitchen
Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC
Brunswick, MD, United States
9.6Wonderful(31)
Free Wi-Fi
Air conditioning
€139+
Check availability
Pet-friendly Community! | Near Parks | Woodmont Triangle | by GLS - Chevy Chase - Restaurant
Pet-friendly Community! | Near Parks | Woodmont Triangle | by GLS
Chevy Chase, MD, United States
8.0Very Good(1)
Air conditioning
€200+
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Charming Duplex in the heart of Leonardtown - Leonardtown - Living room
Charming Duplex in the heart of Leonardtown
Leonardtown, MD, United States
10Wonderful(1)
Air conditioning
€286+
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Lovettsville Cottage in Heart of Wine Country - Lovettsville - Living room
Lovettsville Cottage in Heart of Wine Country
Lovettsville, VA, United States
9.9Wonderful(24)
Free Wi-Fi
Air conditioning
€289+
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3Br/1Ba Pondview Langsdale House - A Historic Stay with Heart - Easton - Balcony
3Br/1Ba Pondview Langsdale House - A Historic Stay with Heart
Easton, MD, United States
Free Wi-Fi
Air conditioning
€372+
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Cottage #2: Charming 2-bedroom cottage, waterfront, WiFi - Bozman - Living room
Cottage #2: Charming 2-bedroom cottage, waterfront, WiFi
Bozman, MD, United States
Air conditioning
€377+
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Luxury Condo 2br close to Metro & NIH Walter Rees/Sightseeing/Museums/Zoo/shops - Chevy Chase - Kitchen
Luxury Condo 2br close to Metro & NIH Walter Rees/Sightseeing/Museums/Zoo/shops
Chevy Chase, MD, United States
9.5Wonderful(22)
Air conditioning
€468+
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Escape to Nature at Wales Family Cabin - Saint Michaels - Living room
Escape to Nature at Wales Family Cabin
Saint Michaels, MD, United States
9.6Wonderful(5)
Free Wi-Fi
Air conditioning
€516+
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Anne and Freds Leonardtown Home - Leonardtown - Living room
Anne and Freds Leonardtown Home
Leonardtown, MD, United States
9.3Wonderful(3)
Free Wi-Fi
Air conditioning
€517+
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Luxury Mountain Retreat - 4 King Suites & Hot Tub - Knoxville - Bedroom
Luxury Mountain Retreat - 4 King Suites & Hot Tub
Knoxville, MD, United States
10Wonderful(11)
Parking
Free Wi-Fi
Pet friendly
Air conditioning
€646+
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September Splender! Waterfront ,pool, Dock, Hot Tub.A Luxury Vip Vacation Rental - Royal Oak - Dining room
September Splender! Waterfront ,pool, Dock, Hot Tub.A Luxury Vip Vacation Rental
Royal Oak, MD, United States
9.5Wonderful(16)
Free Wi-Fi
Air conditioning
€859+
Check availability
Waterfront Paradise | Pool, Views & Serenity - Royal Oak - Living room
Waterfront Paradise | Pool, Views & Serenity
Royal Oak, MD, United States
Air conditioning
€922+
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Ranch At Royal Oak- Exclusive Waterfront Pool Pier - Royal Oak - Pool
Ranch At Royal Oak- Exclusive Waterfront Pool Pier
Royal Oak, MD, United States
9.9Wonderful(25)
Free Wi-Fi
Air conditioning
€1,073+
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Jewel of the Tred Avon - Royal Oak - Living room
Jewel of the Tred Avon
Royal Oak, MD, United States
Parking
Free Wi-Fi
Pool
Air conditioning
€2,378+
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Luxurious And Extremely Private Waterfront Estate (Sorry - No Weddings) - Royal Oak - Lounge
Luxurious And Extremely Private Waterfront Estate (Sorry - No Weddings)
Royal Oak, MD, United States
9.9Wonderful(26)
Free Wi-Fi
Air conditioning
€2,418+
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 69 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)

November
February
€201
€176
Cheapest month to stay with an average 28% drop in price.
Most expensive month to stay with an average 69% 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 €45. 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 €63 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, houseboats, bungalows, cabins, campgrounds, caravans, condos, homestays, luxury tents, villas, agritourism, lodges, hotels, motorhomes and chalets.

  • 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 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

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