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

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

€0 - €1,048€1,048 - €2,096€2,096 - €3,143€3,143 - €4,190€4,190+ per night

Property type

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Maryland

Show all
Econo Lodge Easton Route 50 - Easton - Bedroom
Econo Lodge Easton Route 50
Easton, MD, United States
6.2Okay(170)
Parking
Free Wi-Fi
Air conditioning
€92+
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
Free Wi-Fi
Air conditioning
€149+
Check availability
Stunning sunsets Leonardtown apartment - Leonardtown - Living room
Stunning sunsets Leonardtown apartment
Leonardtown, MD, United States
Free Wi-Fi
Air conditioning
€178+
Check availability
Lovettsville Cottage in Heart of Wine Country - Lovettsville - Living room
Lovettsville Cottage in Heart of Wine Country
Lovettsville, VA, United States
9.9Wonderful(22)
Free Wi-Fi
Air conditioning
€257+
Check availability
Peaceful Mountain Top House- Time To Enjoy! - Waynesboro - Outdoor view
Peaceful Mountain Top House- Time To Enjoy!
Waynesboro, PA, United States
Pool
Air conditioning
€319+
Check availability
Unplug and unwind at your Leonardtown waterfront vacation home! - Leonardtown - Living room
Unplug and unwind at your Leonardtown waterfront vacation home!
Leonardtown, MD, United States
Air conditioning
€351+
Check availability
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
€362+
Check availability
Hill Top Retreat Cottage With Amazing Views - Waynesboro - Balcony
Hill Top Retreat Cottage With Amazing Views
Waynesboro, PA, United States
€371+
Check availability
A Beautiful House in a Retreat Center on Mountain - Waynesboro - Dining room
A Beautiful House in a Retreat Center on Mountain
Waynesboro, PA, United States
€371+
Check availability
Minutes from Downtown Easton and St. Michaels | Hot Tub | Private Dock | Kayaks - Easton
Minutes from Downtown Easton and St. Michaels | Hot Tub | Private Dock | Kayaks
Easton, MD, United States
Pet friendly
Air conditioning
€445+
Check availability
Cozy Nature-Side Cottage-Refresh, Revive & Enjoy! - Waynesboro - Bedroom
Cozy Nature-Side Cottage-Refresh, Revive & Enjoy!
Waynesboro, PA, United States
Pool
Air conditioning
€531+
Check availability
St. Michaels Waterfront Home - Easton - Living room
St. Michaels Waterfront Home
Easton, MD, United States
Free Wi-Fi
Air conditioning
€701+
Check availability
Waterfront, Pool, Dock, Hot Tub.Stunning Views! A Luxury Vip Vacation Rental - Royal Oak - Outdoor view
Waterfront, Pool, Dock, Hot Tub.Stunning Views! A Luxury Vip Vacation Rental
Royal Oak, MD, United States
Free Wi-Fi
Air conditioning
€784+
Check availability
Bushey Heath Farm - Serene Waterfront Home On 90 Acres, Pets Welcome! - Royal Oak
Bushey Heath Farm - Serene Waterfront Home On 90 Acres, Pets Welcome!
Royal Oak, MD, United States
Free Wi-Fi
€877+
Check availability
Mountaintop Retreat Center Villa with Wifi, Basketball Court & Beautiful Trails - Waynesboro - Restaurant
Mountaintop Retreat Center Villa with Wifi, Basketball Court & Beautiful Trails
Waynesboro, PA, United States
Air conditioning
€969+
Check availability
25 Bedrooms - Retreat Center Waterfront Renovated - Royal Oak
25 Bedrooms - Retreat Center Waterfront Renovated
Royal Oak, MD, United States
Parking
Free Wi-Fi
Pool
Air conditioning
€4,190+
Check availability
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.

Everything you need to know for your stay in Maryland

Complete your trip to Maryland

Flights to Maryland
Car hire in Maryland

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