Maryland vacation rentals

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Booking Insights
Recommended by KAYAK

Best Maryland vacation rentals

Most recommended vacation rentals in Maryland

Show all
1 Mi to Boardwalk: Convenient North Beach Apt! - Owings - Bedroom
1 Mi to Boardwalk: Convenient North Beach Apt!
Owings, MD, United States
Apartment
Free Wi-Fi
Air Conditioning
Adorable Beach Cottage with Hot Tub and Tropical Bar! - Chesapeake Beach - Balcony
Free Wi-Fi
Air Conditioning
Cozy and quiet basement apartment pet friendly! - Pikesville - Bedroom
Free Wi-Fi
Air Conditioning
Cozy Cottage 3 beds 2 baths W outdoor grill! - North Beach - Dining room
Free Wi-Fi
Pet friendly
Air Conditioning
Updated North Beach Cottage Pet Friendly! - Deale - Balcony
Free Wi-Fi
Pet friendly
Air Conditioning
North Beach Cottage - Walk to Chesapeake Bay - North Beach - Living room
Free Wi-Fi
Air Conditioning
Rising Sun Cottage 3 Bedroom 3 Bathroom - Chesapeake Beach - Balcony
Rising Sun Cottage 3 Bedroom 3 Bathroom
Chesapeake Beach, MD, United States
Parking
Air Conditioning
Cozy Getaway - Breezy Point Beach & Marina - Chesapeake Beach - Balcony
Cozy Getaway - Breezy Point Beach & Marina
Chesapeake Beach, MD, United States
Free Wi-Fi
Air Conditioning
Grasonville Home with Private Pool on the Water - Grasonville
Free Wi-Fi
Pool
Air Conditioning
Bayfront Maryland Retreat with Deck, Near Beaches! - North Beach - Patio
Free Wi-Fi
Pet friendly
Air Conditioning
The North Beach Retreat House - North Beach - Living room
The North Beach Retreat House
North Beach, MD, United States
Free Wi-Fi
Air Conditioning
On-site Boat Dock: Queenstown Home w/ Pool & Yard! - Queenstown - Living room
On-site Boat Dock: Queenstown Home w/ Pool & Yard!
Queenstown, MD, United States
Cottage
Free Wi-Fi
Air Conditioning
Booking Insights

KAYAK’s insights for vacation 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.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
May
₪633
₪651
Cheapest month to stay with an average 63% drop in price.
Most expensive month to stay with an average 50% 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 vacation rental

FAQs when booking a vacation home in Maryland

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

    Based on KAYAK vacation rental searches, the most popular destination is Bethesda (50% of total searches to Maryland). The next most popular destination is Chesapeake Beach (50%).

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

    In the last 72 hours, users have found Maryland vacation rentals for tonight for as low as ₪161. Search here for similar prices

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

    In the last 72 hours, users have found Maryland vacation rentals for this weekend for as low as ₪178 per night. Search here for similar prices

  • What types of vacation rentals are available in Maryland?

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

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

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

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

    There are a number of dog and pet-friendly Maryland vacation 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 vacation home.

Everything you need to know for your stay in Maryland