Holiday homes & rentals in Maryland - HomeToGo base64Hash Holiday homes & rentals in Maryland - HomeToGo

Holiday homes & rentals in Maryland

Find 29,561 available offers from 45 partners
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Top 15 Recommended holiday lettings in Maryland

Find your perfect holiday home, apartment or cottage in Maryland from just £51 per night!

House Ocean Pines
House ∙ 14 guests ∙ 6 bedrooms

Child-friendly house with garden, pool & barbecue

Ocean Pines, Berlin, Maryland
from £51
per night
Outstanding(43 ratings)
from £51
per night
View deal
House Churchton
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with terrace & jacuzzi

Churchton, Deale, Maryland
from £187
per night
Outstanding(43 ratings)
from £187
per night
View deal
House Churchton
House ∙ 13 guests ∙ 6 bedrooms

House with BBQ, hot tub & garden | Lake view

Churchton, Deale, Maryland
from £424
per night
Excellent(22 ratings)
from £424
per night
View deal
Cottage Ocean City
Cottage ∙ 8 guests ∙ 3 bedrooms

Cottage with terrace & BBQ | Nature view

Ocean City, Worcester County, Maryland
from £193
per night
Very good(66 ratings)
from £193
per night
View deal
House Ocean City
House ∙ 16 guests ∙ 4 bedrooms

Holiday home with BBQ & terrace

Ocean City, Worcester County, Maryland
from £207
per night
Outstanding(119 ratings)
from £207
per night
View deal
Condo Ocean City
Condo ∙ 10 guests ∙ 3 bedrooms

Flat with 3 rooms for 10 persons

Ocean City, Worcester County, Maryland
from £251
per night
Outstanding(85 ratings)
from £251
per night
View deal
Cottage Ocean City
Cottage ∙ 8 guests ∙ 2 bedrooms

Children-friendly cottage with terrace | Close to the beach

Ocean City, Worcester County, Maryland
from £81
per night
(28 ratings)
from £81
per night
View deal
Villa Rock Hall
Villa ∙ 28 guests ∙ 9 bedrooms

Family-oriented nice villa with sauna, terrace & BBQ | Suitable for remote work

Rock Hall, Edesville, Maryland
from £741
per night
Outstanding(50 ratings)
from £741
per night
View deal
House Oakland
House ∙ 8 guests ∙ 3 bedrooms

House with hot tub, terrace & BBQ | Lake view

Oakland, West Oakland, Maryland
from £165
per night
Excellent(12 ratings)
from £165
per night
View deal
House Ocean City
House ∙ 14 guests ∙ 5 bedrooms

House with terrace & pool | Nature view

Ocean City, Worcester County, Maryland
from £193
per night
Outstanding(47 ratings)
from £193
per night
View deal
Apartment Ocean City
Apartment ∙ 12 guests ∙ 4 bedrooms

Flat with terrace

Ocean City, Worcester County, Maryland
from £95
per night
Very good(24 ratings)
from £95
per night
View deal
House Annapolis Neck
House ∙ 19 guests ∙ 5 bedrooms

Fully equipped holiday home with garden, terrace & BBQ | Lake view | Suitable for remote work

Annapolis Neck, Anne Arundel County, Maryland
from £522
per night
Excellent(47 ratings)
from £522
per night
View deal
Condo Ocean City
Condo ∙ 13 guests ∙ 4 bedrooms

Family-oriented pleasant condo with pool | City view | Beach nearby

Ocean City, Worcester County, Maryland
from £77
per night
Outstanding(76 ratings)
from £77
per night
View deal
House Ocean City
House ∙ 12 guests ∙ 4 bedrooms

House with 4 rooms for 12 persons

Ocean City, Worcester County, Maryland
from £232
per night
Very good(28 ratings)
from £232
per night
View deal
Condo Ocean City
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped flat with terrace & pool | Nature view

Ocean City, Worcester County, Maryland
from £175
per night
Very good(28 ratings)
from £175
per night
View deal

Holiday lettings and apartments with air conditioning

Condo  Ocean City
from £109 per night
Condo ∙ 10 guests ∙ 3 bedrooms

Fully equipped ample condo with heated pool | Nature view | Close to the beach

4.2
Very good(26 ratings)
Ocean City, Worcester County, Maryland
Air conditioning
View deal
Condo  Berlin
from £289 per night
Condo ∙ 8 guests ∙ 4 bedrooms

Family-friendly flat with sauna, pool & terrace

5.0
Outstanding(36 ratings)
Berlin, Ocean City, Maryland
Air conditioning
View deal
House  Ocean City
from £381 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with jacuzzi, terrace & pool | Nature view

5.0
Outstanding(34 ratings)
Ocean City, Worcester County, Maryland
Air conditioning
View deal
See all offers

Most popular holiday lettings with a fireplace

House  Accident
from £340 per night
House ∙ 16 guests ∙ 5 bedrooms

Child-friendly wonderful house with garden, pool & terrace | Mountain view | Good for workation

4.7
Excellent(66 ratings)
Accident, Garrett County, Maryland
Fireplace
View deal
Chalet  McHenry
from £379 per night
Chalet ∙ 12 guests ∙ 5 bedrooms

Fully equipped spacious chalet with terrace, BBQ & hot tub | Mountain view | Dogs allowed

4.5
Excellent(29 ratings)
McHenry, Sang Run, Maryland
Fireplace
View deal
Condo  Ocean City
from £209 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Flat with terrace, hot tub & sauna

5.0
Outstanding(151 ratings)
Ocean City, Worcester County, Maryland
Fireplace
View deal
See all offers

Best holiday homes with a patio or terrace

House  Swanton
from £215 per night
House ∙ 12 guests ∙ 6 bedrooms

Holiday home with jacuzzi, garden & BBQ | Nature view

4.7
Excellent(97 ratings)
Swanton, Garrett County, Maryland
Balcony/Patio
View deal
Condo  Ocean City
from £80 per night
Condo ∙ 6 guests ∙ 1 bedroom

Fully equipped charming condo with pool & terrace | Nature view | Beach nearby

3.1
(21 ratings)
Ocean City, Worcester County, Maryland
Balcony/Patio
View deal
House  West Ocean City
from £260 per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented holiday home with terrace, BBQ & garden | Suitable for remote work

4.8
Outstanding(139 ratings)
West Ocean City, Ocean City, Maryland
Balcony/Patio
View deal
See all offers

Budget-friendly Holiday Homes in Maryland

Find Fantastic yet Cheap Lettings

House Ocean City
from £267 per night
House ∙ 10 guests ∙ 3 bedrooms

Family-oriented holiday home with hot tub, terrace & private pool

4.5
Excellent(2 ratings)
Ocean City, Worcester County, Maryland
View deal
House Ocean City
from £477 per night
House ∙ 12 guests ∙ 5 bedrooms

Fully equipped beautiful holiday home with barbecue, garden & terrace | Nature view

5.0
Outstanding(22 ratings)
Ocean City, Worcester County, Maryland
View deal
Condo Ocean City
from £110 per night
Condo ∙ 10 guests ∙ 4 bedrooms

Condo with heated pool & terrace

5.0
Outstanding(160 ratings)
Ocean City, Worcester County, Maryland
View deal

Top-Rated Lettings and Properties in Maryland

Book Holiday Letting Offers with the Highest User Rating

House McHenry
from £358 per night
House ∙ 16 guests ∙ 6 bedrooms

Child-friendly house with pool, terrace & hot tub | Mountain view | Next to the ski

5.0
Outstanding(17 ratings)
McHenry, Sang Run, Maryland
View deal
House Swanton
from £242 per night
House ∙ 14 guests ∙ 5 bedrooms

Child-friendly house with terrace, barbeque & pool | Mountain view

5.0
Outstanding(3 ratings)
Swanton, Garrett County, Maryland
View deal
House Tracys Landing
from £207 per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly holiday home with barbecue & terrace

4.7
Excellent(38 ratings)
Tracys Landing, Anne Arundel County, Maryland
View deal

Discover real guest reviews to help you choose the perfect stay in Maryland

How are reviews collected?
Marlon S.
Guest verified by HomeToGo

This cabin was a fantastic find! Spotlessly clean, with modern amenities that made our stay comfortable and enjoyable. The sleek design and well-maintained space added a touch of luxury to our getaway. Highly recommend!

Reviewed on 14/10/2025 | Group
Cabin Oakland
from £375 per night
Cabin ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding(2 ratings)
Oakland, West Oakland, Maryland
View deal
Tamara and tiffany U.
Guest verified by HomeToGo

This house was really nice better than described 3 bedrooms and a kids room 3 bathrooms washer and dryer big front and backyard with grill seating area and more neighborhood very nice and quiet I really enjoy my bday getaway thank you so much will rebook again

Reviewed on 07/10/2025 | Couple
House East Riverdale
from £144 per night
House ∙ 8 guests ∙ 3 bedrooms
4.5
Excellent(4 ratings)
East Riverdale, Riverdale, Maryland
View deal
Debra P.
Guest verified by HomeToGo

The home was absolutely AMAZING! Every room in the home was perfect! The sunrise was gorgeous from the main living space!

Reviewed on 07/09/2025 | Family
Accommodation McHenry
from £654 per night
Accommodation ∙ 20 guests ∙ 8 bedrooms
5.0
Outstanding(2 ratings)
McHenry, Sang Run, Maryland
View deal
Diane B.
Guest verified by HomeToGo

This house is beautiful and had great access to the lake. The only issue we had was with the bedroom situation on the lower level. It was obvious that the parents wanted to sleep on the same level as their kids (with the bunk beds) but the bedroom across from the room with the bunk beds only provided a DOUBLE bed mattress which was HORRIBLE! It was like sleeping on a huge marshmallow! The room was extremely small (unlike the pictures) and the tv was situated next to the door which was a head injury waiting to happen. If you don't have to use the two lower level bedrooms, then the house is amazing!

Reviewed on 22/08/2025 | Family
House Oakland
from £409 per night
House ∙ 14 guests ∙ 5 bedrooms
4.9
Outstanding(31 ratings)
Oakland, West Oakland, Maryland
View deal
Joan L.
Guest verified by HomeToGo

The property and house were perfect for our family of 10 and two dogs. We spent our days swimming in the immaculate pool, kayaking, biking, playing volleyball, and setting up our portable pickleball court in the driveway. The dogs, of course, loved running and playing on the seven acres the house sits on. One of our favorite features was the large back porch, facing the river, where we could enjoy our morning coffee, read, or watch the setting sun. We definitely plan to return.

Reviewed on 16/08/2025 | Family
House Denton
from £354 per night
House ∙ 16 guests ∙ 5 bedrooms
5.0
Outstanding(4 ratings)
Denton, Caroline County, Maryland
View deal
Brandi A.
Guest verified by HomeToGo

Slopeside was incredible. I have found the hotel/rental photos exaggerate how big or clean a space is but the photos of Slopeside don’t do it justice! Everything was immaculate, but very comfortable and not too many breakable things to worry about with kids! The Goat Lady was a favorite and we’ve bought the book since our stay to memorialize the vacation - what a neat story and theme for the bedrooms. The beds are comfy, the showers are to die for, the couch is HUGE - big enough for our group of 11 to watch a movie together (we brought a projector and blow up screen). The view…omg. One bonus I was pleasantly surprised by is that once my bedroom door was shut, I heard nothing else in the house. The insulation was insulating! I slept like a baby while the rest of the house played games. We all loved this house and I can’t sing its praises enough. Thank you for sharing your little slice of Heaven!

Reviewed on 18/07/2025 | Family
House McHenry
from £603 per night
House ∙ 22 guests ∙ 5 bedrooms
5.0
Outstanding(11 ratings)
McHenry, Sang Run, Maryland
View deal
Dan V.
Guest verified by HomeToGo

The cabin was absolutely beautiful! It was just liked the pictures. Very clean and excellent location. The only tiny little comment I have is housekeeping needs to clean the ceiling fans and the air vents. They were pretty disgusting BUT everything else was beautiful and perfect!

Reviewed on 29/06/2025 | Group
House Oakland
from £405 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(138 ratings)
Oakland, West Oakland, Maryland
View deal
Matthew B.
Guest verified by HomeToGo

House was awesome ! Looks like they were in the middle of upgrading stuff ! But will definitely be making a trip back in the summer to enjoy the lake !

Reviewed on 15/04/2025 | Family
House Oakland
from £537 per night
House ∙ 18 guests ∙ 7 bedrooms
4.6
Excellent(19 ratings)
Oakland, West Oakland, Maryland
View deal
Rachel K.
Guest verified by HomeToGo

Ashford by the Lake was the perfect destination for my birthday celebration. The house was clean and beautiful and the rental company was very attentive.

Reviewed on 11/02/2025 | Group
House Accident
from £397 per night
House ∙ 10 guests ∙ 4 bedrooms
4.9
Outstanding(51 ratings)
Accident, Garrett County, Maryland
View deal
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Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Maryland

  • WiFi (26,503)
  • Pool (13,689)
  • Parking (1,590)
  • Kitchen (18,996)
  • TV (26,206)
  • Pet-friendly (7,704)
  • Air conditioning (27,451)
  • Microwave (22,170)
  • Washing machine (18,760)
  • Dishwasher (14,434)
  • Garden (4,991)
  • No smoking (27,116)

Finding an accommodation offer that boasts a pool should be easy in Maryland. Nearly half of the holiday lettings here provide this amenity. Hotel room with pools in Maryland are an excellent option for groups of 4 and usually cost around £295 per night. Among these offers, more than half are within 2 kilometres of water.

Price and Availability Index for Maryland

Click on any bar to see price and availability information

Holiday Letting Price Information in Maryland

The graph shows average prices of holiday lettings in Maryland for the upcoming months. The most expensive prices are recorded during August (01/08 – 08/08). Prices reach an average of £321 per night. Prices are at their lowest in November (22/11 – 29/11).

Rental availability information in Maryland

Check out the above graph to find out how many holiday rentals are available in Maryland (in %). Be careful if you plan to go to Maryland in October, as it is the busiest week of the next 6 months (24/10 – 31/10). In contrast, only 32% of the holiday homes are booked during a week in November (29/11 – 06/12).

A Maryland holiday accommodation is your home away from home

Located in the Mid-Atlantic region, Maryland is one of the original 13 colonies of the US. Water lovers are in for a treat because the Potomac River, the Atlantic Ocean and Chesapeake Bay are all nearby, while outdoor enthusiasts can enjoy various skiing, hiking, and camping opportunities.

With your own holiday home, you can easily accommodate your entire family with plenty of space. You'll find a wide variety of holiday accommodation available throughout Maryland, Baltimore offers traditional row houses, while Ocean City is known for its spacious condo lettings.

What are the best places to discover the arts and culture of Maryland?

Historical sights in Maryland

23,000 men were wounded, killed, or went missing on September 17th, 1862 in the bloodiest battle of Civil War which only lasted for a single day. The site of this historical battle is called the Antietam National Battlefield. To learn more about the battle pay a visit to the visitor centre.

Baltimore and Ohio Railroad Museum gives you a glimpse of the important railroad history of the US. Designated as a National Historic Landmark, this museum gives you a chance to see, touch and explore some of America’s most important railroad collections. It is located in the old Mount Clare Station as well as the roundhouse next to it.

Where are the unique attractions in Maryland?

Explore the wild outdoors in Maryland

Situated approximately 12 miles south of Cambridge, the Blackwater National Wildlife Refuge is very popular with bird watchers. These 26,000 plus acres of forest, ponds and marshes serve as a perfect habitat for a huge number of migratory birds. The best time to visit this refuge to see these birds is in Spring.

Rock State Park covers approximately 855 acres and is home to streams, huge boulders and forests as well as waterfalls. It is located close to Jarrettsville and is the perfect location for fishing, rock climbing, canoeing and hiking. One of the highlights of this scenic park is the large rocky outcrop known as the King and Queen Seat.

Information about holiday rentals in Maryland

🏡 Holiday homes available 29,561 rentals
🌙 Nightly prices from £51
⭐ Popular amenities Internet, Pool and Parking
🐾 Pet friendly rentals 7,729 properties
🏊 Holiday rentals with pools 13,711 properties
66 reviews
Maryland holiday rentals have an average rating of 4.1/5 across 66 reviews left by travellers.

Frequently Asked Questions

What is a common price per night for a holiday home in Maryland?

Nightly rates for holiday rentals in Maryland start from around £51. Prices vary depending on the type of holiday let, season, and amenities. Check HomeToGo to see current rates and discounts.

How many holiday lettings are available to rent in Maryland? And what are the most popular types of holiday lets?

Currently there are 29,561 holiday apartments in Maryland to choose from and book for your next trip. The most popular types of holiday lets in Maryland include house rentals and condo. These properties are perfect for families, couples, or groups looking for a cosy base. Find your perfect match on HomeToGo today.

What is the most popular holiday rental amenity in Maryland?

When choosing a holiday home in Maryland, consider looking for a place with Internet, Pool, or Parking, which are the three most popular amenities for this destination.

Do you offer holiday homes with a swimming pool in Maryland?

Yes, 46% of holiday lettings in Maryland include access to a swimming pool. With 13,711 properties available, it’s a popular choice for those looking to unwind or entertain. Browse poolside holiday rentals on HomeToGo, starting from around £295.

Are there any pet-friendly holiday cottages in Maryland?

Travelling with a pet? You’ll find 7,729 pet-friendly holiday homes in Maryland to choose from. Many offer spacious interiors and outdoor areas – great for pets and owners alike. Just tick the ‘Pets allowed’ filter on HomeToGo to see what’s available for you and your pet.

What is the perfect time to travel to Maryland?

July and August are the best months for sun lovers in Maryland.

Can you get deals on holiday accommmodation in Maryland?

You can find great value holiday lets in Maryland with the cost per night for a let beginning at £51 - and HomeToGo has launched plenty of features that mean it's quick and simple to discover some awesome offers. When considering different dates for your break, make use of HomeToGo's flexible dates technology to scan for great value date options and find savings of as much as 10%. In addition, HomeToGo's 'distance from' filter lets you discover top quality accommodation offers in great value, lesser-known locales with good proximity to the area of your choice, whether that's the coastline, a swimming lake, winter sports area or town centre. Book early to get the benefits of the greatest variety of options and low prices - and do so free from stress by selecting HomeToGo's 'free cancellation' filter as you look for the perfect holiday home.

What are the pros of booking a holiday letting in Maryland with HomeToGo?

From serenity away from the crowds to plenty of room in which to have fun with your family, friends or partner, holiday lettings in Maryland offer a variety of advantages. HomeToGo lets you read real reviews from verified visitors, and searching is safe, simple, and stress-free - so with 29,561 offers from 45 providers in the area, you're sure to discover the ideal holiday home with all of the amenities to suit you in Maryland.

Do you offer holiday accommodation for couples in Maryland?

Absolutely – you’ll find plenty of cosy, well-rated holiday lettings in Maryland perfect for two. Whether you’re after seclusion or a city break, there’s something for every type of trip. Use HomeToGo to find the ideal spot for your next couples’ getaway.

Can I book a waterfront holiday rental in Maryland?

Absolutely! You’ll find 18921 holiday rentals close to lakes, rivers or the sea in Maryland. Staying close to the water is ideal for scenic views and a relaxing atmosphere. Book with HomeToGo for a stay just steps from the water.

Why should I book my holiday rental with HomeToGo?

HomeToGo offers over 15 million holiday rentals worldwide, so there’s something for everyone. With smart filters, tailored recommendations and a Best Price Guarantee, booking is simple and stress-free. Discover your ideal holiday home with ease on HomeToGo.

Can I find family-friendly holiday lettings in Maryland?

Yes, there are lots of family-friendly holiday homes in Maryland. Many come with space for large groups and practical features like kitchens and gardens. Start your search with HomeToGo for a stress-free getaway.

Can I cancel my holiday rental booking for free?

Free cancellation is available on lots of holiday homes, depending on the provider. Just make sure to check the property's policy before booking.

Is it possible to rent a holiday home for a weekend getaway in Maryland?

Yes, many holiday lets in Maryland offer flexible booking options, including weekend stays. Many homes offer short stays without long commitments. Just enter your dates on HomeToGo and browse weekend-ready options in seconds.

Are there any last-minute holiday rental deals in Maryland?

Need a quick break? Last-minute holiday is just a few clicks away in Maryland. With HomeToGo, you can find great value — and save up to 10%, even at short notice. Check often and book quickly to grab the best offers.

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