Maryland holiday rentals

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Best Maryland holiday rentals

Most recommended holiday rentals in Maryland

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Ocean Terrace Family Apartments - Ocean City - Bedroom
Ocean Terrace Family Apartments
Ocean City, MD, United States
8.2Very Good(97)
Free Wi-Fi
Air conditioning
£235+
Check availability
Waterfront Retreat Less Than 4 Mi to Dtwn Cambridge! - Cambridge - Bedroom
Waterfront Retreat Less Than 4 Mi to Dtwn Cambridge!
Cambridge, MD, United States
10Wonderful(3)
Free Wi-Fi
Air conditioning
£442+
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Sailwinds Loft at Cambridge Creek - Cambridge - Bedroom
Sailwinds Loft at Cambridge Creek
Cambridge, MD, United States
Air conditioning
£171+
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Beautiful Colonial Home on the Choptank River - Cambridge - Living room
Beautiful Colonial Home on the Choptank River
Cambridge, MD, United States
10Wonderful(9)
Free Wi-Fi
Air conditioning
£367+
Check availability
The Drinking Gourd: \nStunning Penthouse in Historic Downtown Cambridge - Cambridge - Living room
The Drinking Gourd: \nStunning Penthouse in Historic Downtown Cambridge
Cambridge, MD, United States
Air conditioning
£344+
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Takoma Park Apt with Wood Fire Pit Less Than 8 Mi to DC - Takoma Park - Living room
Takoma Park Apt with Wood Fire Pit Less Than 8 Mi to DC
Takoma Park, MD, United States
9.9Wonderful(9)
Free Wi-Fi
Air conditioning
£157+
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Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings. - Cambridge - Living room
Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.
Cambridge, MD, United States
Air conditioning
£291+
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Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina - Cambridge - Living room
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge, MD, United States
Free Wi-Fi
Air conditioning
£320+
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Silver Springs Home Walk to Downtown! - Silver Spring - Living room
Silver Springs Home Walk to Downtown!
Silver Spring, MD, United States
9.7Wonderful(6)
Free Wi-Fi
Air conditioning
£449+
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Bluebird Suites Near Chevy Chase - Bethesda - Balcony
Bluebird Suites Near Chevy Chase
Downtown
5.7Fair(2)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£233+
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Family and Pet-Friendly, Waterfront with Pier - Cambridge - Restaurant
Family and Pet-Friendly, Waterfront with Pier
Cambridge, MD, United States
Free Wi-Fi
Pet-friendly
Air conditioning
£237+
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Global Luxury Suites Bethesda Chevy Chase - Bethesda - Balcony
Global Luxury Suites Bethesda Chevy Chase
Downtown
7.6Good(185)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£221+
Check availability
Waterfront!! Hot Tub 3 Bedroom Oasis On 2+ Acres - Sleeps 8 - Cambridge - Living room
Waterfront!! Hot Tub 3 Bedroom Oasis On 2+ Acres - Sleeps 8
Cambridge, MD, United States
Free Wi-Fi
Air conditioning
£512+
Check availability
Upscale Condo in Historic Downtown Cambridge, Maryland - Cambridge - Kitchen
Upscale Condo in Historic Downtown Cambridge, Maryland
Cambridge, MD, United States
Free Wi-Fi
Air conditioning
£242+
Check availability
Z Presidential Suite - Upper Marlboro
Z Presidential Suite
Upper Marlboro, MD, United States
9.7Wonderful(1)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£340+
Check availability
Blissful Abode near Washington DC - Upper Marlboro
Blissful Abode near Washington DC
Upper Marlboro, MD, United States
7.0Good(2)
Parking
Free Wi-Fi
Air conditioning
£318+
Check availability
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Good to know

Low season

August

High season

September

Average price (weeknight)

£176

Average price (weekend night)

£198
Cheapest month to stay with an average 22% drop in price.
Most expensive month to stay with an average 43% 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 Baltimore (40% of total searches to Maryland). The next most popular destinations are Germantown (10%) and Annapolis (10%). Searches for holida rentals in Scotland (10%), Ocean City (10%) and Silver Spring (10%) 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 £46. 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 £51 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 barns.

  • 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 Pocomoke City Hwy 13 and Econo Lodge Andrews AFB.

  • 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.

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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

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