Holiday homes and lettings in Maryland - HomeToGo base64Hash Holiday homes and lettings in Maryland - HomeToGo

Holiday homes and lettings in Maryland

Find 38,736 available offers from 44 partners
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Top 15 Recommended holiday lettings in Maryland

Find your perfect holiday home, apartment or cottage in Maryland from just £63 per night!

House Church Creek
House ∙ 40 guests ∙ 12 bedrooms

House with private pool, garden & jacuzzi

Church Creek, Dorchester County, Maryland
from £1,115
per night
Outstanding(63 ratings)
Vrbo
from £1,115
per night
View deal
Vrbo
House Deale
House ∙ 10 guests ∙ 3 bedrooms

Holiday home with hot tub, private pool & terrace

Deale, Anne Arundel County, Maryland
from £365
per night
Outstanding(26 ratings)
Vrbo
from £365
per night
View deal
Vrbo
Villa Rock Hall
Villa ∙ 25 guests ∙ 9 bedrooms

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

Rock Hall, Edesville, Maryland
from £847
per night
Outstanding(45 ratings)
Vrbo
from £847
per night
View deal
Vrbo
House Ocean City
House ∙ 12 guests ∙ 4 bedrooms

House with 4 rooms for 12 persons

Ocean City, Worcester County, Maryland
from £314
per night
Excellent(28 ratings)
Vrbo
from £314
per night
View deal
Vrbo
Condo Ocean City
Condo ∙ 10 guests ∙ 3 bedrooms

Flat with 3 rooms for 10 persons

Ocean City, Worcester County, Maryland
from £156
per night
Outstanding(76 ratings)
Vrbo
from £156
per night
View deal
Vrbo
Condo Ocean City
Condo ∙ 8 guests ∙ 3 bedrooms

Children-friendly lovely condo with jacuzzi, private pool & terrace | Beach nearby

Ocean City, Worcester County, Maryland
from £126
per night
Outstanding(153 ratings)
Vrbo
from £126
per night
View deal
Vrbo
House Ocean City
House ∙ 16 guests ∙ 4 bedrooms

Holiday home with BBQ & terrace

Ocean City, Worcester County, Maryland
from £215
per night
Outstanding(108 ratings)
Vrbo
from £215
per night
View deal
Vrbo
House Ocean City
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped nice house with terrace & BBQ | Nature view

Ocean City, Worcester County, Maryland
from £281
per night
Outstanding(22 ratings)
Vrbo
from £281
per night
View deal
Vrbo
House Ocean City
House ∙ 12 guests ∙ 4 bedrooms

House with 4 rooms for 12 persons

Ocean City, Worcester County, Maryland
from £312
per night
Very good(36 ratings)
Vrbo
from £312
per night
View deal
Vrbo
House Ocean City
House ∙ 12 guests ∙ 6 bedrooms

House with pool & terrace

Ocean City, Worcester County, Maryland
from £417
per night
Very good(26 ratings)
Vrbo
from £417
per night
View deal
Vrbo
Condo Ocean City
Condo ∙ 9 guests ∙ 3 bedrooms

Children-friendly condo with terrace, hot tub & heated pool | City view | Beach nearby | Perfect for remote work

Ocean City, Worcester County, Maryland
from £326
per night
Outstanding(98 ratings)
Vrbo
from £326
per night
View deal
Vrbo
Condo Ocean City
Condo ∙ 13 guests ∙ 3 bedrooms

Fully equipped condo with private pool & hot tub | Nature view | Beach nearby

Ocean City, Worcester County, Maryland
from £212
per night
Outstanding(59 ratings)
Vrbo
from £212
per night
View deal
Vrbo
House Ocean City
House ∙ 20 guests ∙ 6 bedrooms

Family-friendly beautiful house with barbeque, terrace & hot tub | Suitable for remote work

Ocean City, Worcester County, Maryland
from £499
per night
Outstanding(9 ratings)
Vrbo
from £499
per night
View deal
Vrbo
House Ocean City
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped spacious house with pool | Beach nearby

Ocean City, Worcester County, Maryland
from £271
per night
Outstanding(62 ratings)
Vrbo
from £271
per night
View deal
Vrbo
Condo Ocean City
Condo ∙ 10 guests ∙ 3 bedrooms

Condo with jacuzzi, terrace & heated pool

Ocean City, Worcester County, Maryland
from £347
per night
Vrbo
from £347
per night
View deal
Vrbo

Holiday lettings and apartments with air conditioning

Condo  Ocean City
from £288 per night
Condo ∙ 10 guests ∙ 3 bedrooms

Flat with heated pool

4.8
Outstanding(68 ratings)
Ocean City, Worcester County, Maryland
Air conditioning
Vrbo
View deal
House  Ocean City
from £108 per night
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with terrace & pool | Nature view | Good for workation

4.9
Outstanding(53 ratings)
Ocean City, Worcester County, Maryland
Air conditioning
Vrbo
View deal
House  Deale
from £172 per night
House ∙ 8 guests ∙ 4 bedrooms

Holiday home with terrace & jacuzzi

5.0
Outstanding(39 ratings)
Deale, Anne Arundel County, Maryland
Air conditioning
Vrbo
View deal
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Best holiday homes with a patio or terrace

Cottage  Ocean City
from £151 per night
Cottage ∙ 8 guests ∙ 2 bedrooms

Fully equipped cottage with terrace | Nature view | Close to the beach

3.3
(25 ratings)
Ocean City, Worcester County, Maryland
Balcony/Patio
Vrbo
View deal
Condo  Ocean City
from £108 per night
Condo ∙ 6 guests ∙ 1 bedroom

Flat with pool | Nature view

4.1
Very good(27 ratings)
Ocean City, Worcester County, Maryland
Balcony/Patio
Vrbo
View deal
House  Ocean City
from £191 per night
House ∙ 18 guests ∙ 6 bedrooms

Fully equipped wonderful holiday home with terrace, garden & barbeque | Pets are welcome

4.9
Outstanding(73 ratings)
Ocean City, Worcester County, Maryland
Balcony/Patio
Vrbo
View deal
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Holiday homes and cottages with a garden

House  Arnold
from £852 per night
House ∙ 14 guests ∙ 6 bedrooms

House with terrace, pool & barbecue | Pets allowed

5.0
Outstanding(1 rating)
Arnold, Anne Arundel County, Maryland
Garden
Vrbo
View deal
House  Deale
from £345 per night
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented house with barbeque, terrace & garden | Nature view | Pet-friendly

5.0
Outstanding(97 ratings)
Deale, Anne Arundel County, Maryland
Garden
Vrbo
View deal
House  West Ocean City
from £208 per night
House ∙ 7 guests ∙ 3 bedrooms

Fully equipped holiday home with garden, terrace & private pool | Pet-friendly

4.5
Excellent(63 ratings)
West Ocean City, Ocean City, Maryland
Garden
Vrbo
View deal
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Budget-friendly Holiday Homes in Maryland

Find Fantastic yet Cheap Lettings

House Ocean City
from £144 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with terrace & pool | Nature view

4.5
Excellent(8 ratings)
Ocean City, Worcester County, Maryland
Vrbo
View deal
Condo Ocean City
from £115 per night
Condo ∙ 7 guests ∙ 3 bedrooms

Lovely flat | Next to the beach

4.2
Very good(54 ratings)
Ocean City, Worcester County, Maryland
Vrbo
View deal
Condo Ocean City
from £431 per night
Condo ∙ 8 guests ∙ 2 bedrooms

Fully equipped pleasant flat with heated pool & hot tub | Next to the beach

5.0
Outstanding(6 ratings)
Ocean City, Worcester County, Maryland
Vrbo
View deal

Top-Rated Lettings and Properties in Maryland

Book Holiday Letting Offers with the Highest User Rating

Condo Ocean City
from £312 per night
Condo ∙ 10 guests ∙ 3 bedrooms

Condo with 3 rooms for 10 persons

4.6
Excellent(25 ratings)
Ocean City, Worcester County, Maryland
Vrbo
View deal
House Ocean City
from £262 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with pool

4.9
Outstanding(20 ratings)
Ocean City, Worcester County, Maryland
Vrbo
View deal
Condo Ocean City
from £266 per night
Condo ∙ 9 guests ∙ 3 bedrooms

Flat with terrace

4.5
Excellent(16 ratings)
Ocean City, Worcester County, Maryland
Vrbo
View deal

Customer ratings and reviews

How are reviews collected?
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 £603 per night
HomeToGo
House ∙ 18 guests ∙ 7 bedrooms
4.0
Very good(1 rating)
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 £382 per night
HomeToGo
House ∙ 10 guests ∙ 4 bedrooms
4.9
Outstanding(43 ratings)
Accident, Garrett County, Maryland
View deal
kris l.
Guest verified by HomeToGo

This home was absolutely gorgeous. Couldn’t be in a better location to enjoy the views close to restaurants, water activities, state parks, plus so much more.

Reviewed on 05/10/2024 | Family
House Oakland
from £240 per night
HomeToGo
House ∙ 10 guests ∙ 3 bedrooms
5.0
Outstanding(1 rating)
Oakland, West Oakland, Maryland
View deal
Holly M.
Guest verified by HomeToGo

The house was very nice, 4 large bedrooms with ensuite baths and the 5th br was a small trundle room (no bathroom access except in another bedroom). The kitchen had everything we needed except a muffin pan. Would love an instant pot, but I brought my own. It is a short walk to the dock. Hot tub was great as was the screened porch. We had 2 items that needed attention and they were addressed within an hour or two. We would love to vacation there again!

Reviewed on 23/07/2024 | Family
House Oakland
from £497 per night
HomeToGo
House ∙ 10 guests ∙ 5 bedrooms
4.9
Outstanding(7 ratings)
Oakland, West Oakland, Maryland
View deal
Brittany R.
Guest verified by HomeToGo

This home was great for my partners 40th birthday party! I fit a lot of people comfortably and was in a location close to everything that we wanted.

Reviewed on 29/05/2024 | Group
House McHenry
from £546 per night
HomeToGo
House ∙ 22 guests ∙ 5 bedrooms
5.0
Outstanding(7 ratings)
McHenry, Sang Run, Maryland
View deal
Kathleen H.
Guest verified by HomeToGo

It was a great vacation. Everything was beautiful and house was very clean. We wish they had hangers in the closets. One thing we would suggest that they have cable tv in the main family room just like the one downstairs. The main family room tv only had streaming. Other than that I couldn’t say a bad thing about the house. We will definitely want to stay there again.

Reviewed on 28/02/2024 | Family
House Swanton
from £470 per night
HomeToGo
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding(21 ratings)
Swanton, Garrett County, Maryland
View deal
William H.
Guest verified by HomeToGo

Awesome home and Red Barn was an awesome wedding venue! Loved the view! House is well appointed! Highly recommend!

Reviewed on 19/09/2023 | Group
House Swanton
from £467 per night
HomeToGo
House ∙ 13 guests ∙ 5 bedrooms
4.7
Excellent(48 ratings)
Swanton, Garrett County, Maryland
View deal
Tanya M.
Guest verified by HomeToGo

This is the ultimate weekend getaway! My family and I had a wonderfully relaxing weekend. The house easily accomodates a family of 6 adults with plenty of space for more. The location is unbeatable and with access to the lake, we had no need to leave the property. The "stock the fridge" offer by the management company enabled us to get settled quickly and enjoyed cooking in the spacious kitchen with a view of the lake. Highly recommend!

Reviewed on 15/07/2023 | Family
House Oakland
from £636 per night
HomeToGo
House ∙ 10 guests ∙ 4 bedrooms
4.7
Excellent(12 ratings)
Oakland, West Oakland, Maryland
View deal
Jodell A.
Guest verified by HomeToGo

A keyless entry would be great. Not fun with a large group tracking keys at the beach.. Key pad would allow anyone in the group to get into the room without hunting down the person in the group with keys!

Reviewed on 15/06/2023 | Group
Condo Ocean City
from £403 per night
HomeToGo
Condo ∙ 14 guests ∙ 4 bedrooms
4.3
Very good(4 ratings)
Ocean City, Worcester County, Maryland
View deal
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Trust in the quality and comfort of your stay with verified guest reviews.

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Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

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Transform holiday planning into a joy with advanced, AI-powered search tools.

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 (34,891)
  • Pool (16,730)
  • Parking (2,026)
  • Kitchen (27,267)
  • TV (33,167)
  • Pet-friendly (8,690)
  • Air conditioning (35,663)
  • Microwave (29,541)
  • Washing machine (25,259)
  • Dishwasher (16,679)
  • Garden (6,298)
  • No smoking (35,851)

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 10 and usually cost around £329 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 (09/08 – 16/08). Prices reach an average of £301 per night. Prices are at their lowest in September (13/09 – 20/09).

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 March, as it is the busiest week of the next 6 months (07/03 – 14/03). In contrast, only 47% of the holiday homes are booked during a week in August (30/08 – 06/09).

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 38,770 rentals
🌙 Nightly prices from £62
⭐ Popular amenities Internet, Pool and Parking
🐾 Pet friendly rentals 8,680 properties
🏊 Holiday rentals with pools 16,765 properties
40 reviews
Maryland holiday rentals have an average rating of 3.9/5 across 40 reviews left by travellers.

Frequently Asked Questions

What is the nightly price for a holiday rental in Maryland?

The average price per night in Maryland is around £62. The average rate for renting a condo is £367 per night. House rentals will cost £448 per night on average.

How many holiday apartments are available to rent in Maryland?

Currently there are 38,770 holiday apartments in Maryland to choose from and book for your upcoming trip.

What is the most popular holiday rental amenity in Maryland?

Travellers planning trips to Maryland usually search for Internet, Pool, and Parking as holiday home amenities.

How many holiday rentals with a pool there are on offer in Maryland?

Holiday rentals with pools are 43 of all offers in Maryland for an average cost of £329 per night.

May i bring my pet when staying in a holiday letting in Maryland?

Searching for accommodation in Maryland for you and your dog is easy with 8,680 pet-friendly holiday apartments available.

What is the perfect time to travel to Maryland?

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

How do I find deals on holiday lettings in Maryland?

You can get great value holiday accommodation in Maryland with prices for a rental beginning at £62 - and HomeToGo has created plenty of features that make it a piece of cake to find some awesome deals. If you're still selecting dates for a trip, make use of HomeToGo's flexible dates technology to easily look for low-price timings and get savings of up to 10%. Moreover, HomeToGo's 'distance from' filter makes it easy to uncover hidden gem holiday homes in lower-price, lesser-known locales that are just as close to the area of your choice, whether that's a beach, lake, ski region or city centre. Book early to get the best of good availability and the best deals - and do so without worries by using HomeToGo's 'free cancellation' filter as you look for the perfect holiday home.

What are the benefits of booking a holiday home in Maryland with HomeToGo?

From increased privacy away from the crowds to plenty of room to enjoy with your travel companions, holiday rentals in Maryland provide a wide range of bonuses. HomeToGo surfaces genuine ratings from verified visitors, and searching is safe, simple, and hassle-free - so with 38,770 rentals from 47 providers in the region, you're sure to discover the right type of accommodation with all of the amenities you need in Maryland.

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