Great Falls Park in Virginia showcases cascading waterfalls amid rugged rocks and winter foliage, with ice formations highlighting the dramatic scenery, popular for hiking and photography. | Houfy — Book Direct

Maryland vacation rentals

Vacation rentals in Maryland by owner — compare homes, condos and cabins, message verified hosts and book direct. See every charge before you pay.

Maryland offers diverse attractions from the historic streets of Annapolis and the scenic harbors of Baltimore to the sandy shores of Ocean City and the tranquil landscapes of Deep Creek Lake. Visitors are drawn by events like the Preakness Stakes, activities in Assateague Island State Park, and the cultural sites along the National Harbor. Houfy allows you to book Maryland vacation rentals directly with local hosts, ensuring a straightforward booking process. Choose from beachside condos, rustic cabins, and urban apartments across Maryland's regions - all bookable direct. Summer months bring beachgoers to Ocean City, while autumn highlights the scenic beauty of the Eastern Shore.

Most popular destinations in Maryland

Where guests book most in Maryland — every one bookable direct with the host.

Top-Rated Vacation Homes in Maryland

Browse the highest rated vacation properties in Maryland.

Slippery Slope Cabin! #1 in DCL! Walk to Wisp!

3 bd·3 ba
5· 177

$1,375.02 USD total for 3 nights

Oct 24 – 27, 2026

Mountainside Paradise!
We were looking in the area for a place with a hot tub and that was dog friendly. We found everything we needed and more. First of all, this home is big enough that 3 or 4 couples can sleep comfortably (Plus two pull out sofa beds for even larger groups.) We only used one bedroom while we were here but I think we gave 3 or 4 virtual tours to friends to show them the space. The game room was a really good time too. We spent hours having drinks and listening to music while playing games. Every room has a Roku TV so you can log into your pandora, Netflix, Hulu or whatever and enjoy it while you're there. The auto log out feature is also nice so you don’t have to worry about logging all of your streaming apps out. Now onto the house itself. Beautiful. Everything was so clean and cozy. The bed was very comfortable and the fireplace really helped keep the living room warm. We cooked a couple meals in the kitchen and there is laundry available downstairs. We were in town right when they started to make snow at Wisp. We spent a lot of time hanging out in the hot tub and watching the snow being blown onto the mountain. Overall a great time. The communication from Brian and Jill was great throughout the entire process. All of the instructions for checking in and out were delivered ahead of time and were detailed which made the whole experience easy. This is definitely a great property that is so convenient to the ski slopes in the winter and a short walk or drive to other local restaurants and shopping. We will definitely be back! Thank you! Brian, Andrew & Pearl
B. B. · Stay November 2021

Bay Haven in North Beach, MD

3 bd·2 ba
5· 250

$614.40 USD $534.04 USD total for 3 nights

Oct 27 – 30, 2026

Truly a haven away.
Nadia and Blair have created a perfect beach getaway. This is exactly the home I would design…if I had any talent at interior design! Bold and comfortable furniture matches the art and interior paint to create a cohesive and relaxing experience that feels comfortable and welcoming from the moment you arrive. Everything in the home is intuitive, and Nadia and Blair have left nothing to guess by providing a thoughtful and informative guide book to the home and surroundings to help guests navigate their vacation with ease. The house is perfectly situated; unless you’re trudging a lot of stuff to the beach, there’s not much reason to drive once you’ve arrived. It’s a ten minute walk to the boardwalk and beach and even less to the restaurants in town. North Beach is adorable and friendly, and while the dining options might be limited, they’re high caliber. If you’re looking to relax and clear your head, get away with your family (or even escape from them…no judgment here!) Nadia’s and Blair’s place is the perfect place to do it.
Stay July 2024

Palm Haven in North Beach, MD

4 bd·3 ba
5· 198

$949.62 USD $813.31 USD total for 3 nights

Oct 25 – 28, 2026

Kid and dog-friendly rental
Very convenient rental in a low-key beach community. We stayed with our 15 month old and our dog and with a few adjustments were able to make it relatively baby-friendly. Bring any baby proofing gear you need like outlet covers, etc. There was a baby gate at the top of the stairs but not at the bottom. We moved a bench there to block it off. The shed in the back can also make a good play area with some minor adjustments. They provided a pack n play and a high chair, and were super responsive and understanding. They also provide a wagon and beach umbrellas, beach chairs, boogie boards and I think some rafts and a beach ball. The fenced in yard in the front was perfect for the dog. It was a very comfortable stay and very spacious. It is walking distance from a cheese shop and coffee shop and the beach and a waterfront boardwalk and a very nice library. There are a lot of dogs and kids in the area and our son loved the library. It has kids programming and kids area. The coffee shop, the bakist, also had some kids play area. It’s about an hour drive into DC. We would definitely stay again!
Melissa · Stay April 2026

Absolutely Shore

4 bd·3½ ba
5· 181

$1,112.64 USD total for 3 nights

Oct 24 – 27, 2026

Perfect Lake House for our Big Family
Our week's stay at this house went so fast with so much fun. The house is CLEAN and friendly, startomg with a nice basket of gifts and a card from the owner tp welcome us. Our group of 12 enjoyed the dual applicances in the kitchen (especially two refrigerators). The huge dining room table fit us all comfortably - important to us as we split up dinner duty among three families & eat in every day. Lovely porch with an overhang with plenty of seating for us all to hang out with books and coffees and other beverages while watching the little kids enjoy the playground/playset. A very short little path leads to the dock where we kept our rented kayaks and on a couple of different days a rental boat. We all played & swam off this dock that is protected from any fast boat traffic. Fresh clean sheets were on the beds and beautiful fluffy towels were abundant. They even provided hotel quality robes in each room. Big pool room (bring your own pool stick if you are serious about the game but most of us were not!) The owners were super responsive for our booking and providing us with the access code when we arrived. They checked in with us via text and were very helpful. The location of this house is perfect. The street is well populated on the right side (lake side) and wooded on the left, giving us lot of deer to enjoy and even a bear that meandered through the yard, much the the delight of the kids. Everything about our stay was positive. Thank you.
B. C. · Stay June 2024

Mountain Air

4 bd·2½ ba
5· 125

$701.10 USD total for 3 nights

Oct 25 – 28, 2026

Awesome Holiday Getaway
We thoroughly enjoyed our Thanksgiving holiday at Mountain Air. The house was super clean and comfortable. We loved all the natural lighting & wall of windows looking out to the woods & wildlife. The beautifully landscaped property was perfect for stargazing at night & morning tea/coffee on the porch as deer wandered by. Although it’s tucked away from neighbors, the location was easy to get to town amenities & local sights. Rick & Amy made everything easy, welcomed us via the VRBO platform and were very responsive throughout the stay. It's always hard coordinating the whole family to get out the last day, so we appreciated the check-out process was not too demanding either. The couches were cozy, bath towels were high quality, sheets comfy & we appreciated not having to worry about running out of garbage bags and dish soap. The wall heaters in each room took us a bit of fiddling to figure out the right temp, but it was nice to have the option to control. I was a little nervous about Thanksgiving prep in a rental kitchen, but they had everything we needed including a sharp knife, garlic press and even crock pot & serving dishes. We got turkey & ham from Arrowhead Market deli, though I’m pretty sure I saw a roasting pan in case we wanted to do our own. Kids played basketball & loved the arcade machine on the rainy day plus the TVs. The hot tub area is protected under the patio, has lighting and beach towels are even provided. We didn't use the fire pit, but wood was stacked in case we wanted to. With all the fun at the house, the kids had to be coaxed into leaving to explore the area. We ended up having an awesome hike at Swallow Falls State Park. The kids also enjoyed walking around Deep Creek Lake State Park, the Discovery Center/Aviary and climbing rocks by the beach. We definitely hope to return.
V. t. · Stay November 2022

Mountain Haven in Harpers Ferry, WV

4 bd·3½ ba
5· 95

$1,685.88 USD $1,200.50 USD total for 3 nights

Nov 7 – 10, 2026

Beautiful home in quiet location
Mountain Haven is a beautiful home in a very private and quiet location. The 4 bedrooms have very comfortable king mattresses with white duvets, plenty of closet space, plugs by the beds, ceiling fans, nice shampoo and conditioner, decent water pressure in most of the showers, and room darkening window treatment. The kitchen is large and well equipped, with numerous spices and good sharp knives. The hot tub is easily accessed and is nice after a long day of hiking. The game room and fire pit are bonuses; we really didn't use them. Only one TV downstairs, which was just fine with us. We did use the washer/dryer; detergent was there. The large deck was perfect for breakfast as it faces west and therefore was shady in the morning. Harpers Ferry was fun for the historical sites and hikes/walks. The Appalachian Trail Museum was great. Many good restaurants to choose from in both Harpers Ferry and Shepherdstown; most of which had outside seating and were pet friendly.
M. · Stay August 2026

Gorgeous home in town center & short walk to WAC

5 bd·3 ba
5· 227

$1,062.00 USD total for 3 nights

Oct 26 – 29, 2026

Beth and Bob are the consummate hosts. If we had questions or needed anything, they were very quick to respond, whether it was updating us on the status of a new Keurig they ordered for the kitchen (there was still a second coffee pot we used until the Keurig's arrival) or running over trash can liners when we ran out in the kitchen. The home is well appointed, and the craftsmanship is beautiful. My three colleagues and I had plenty of space to work (we are educators who decided to leave the city so we could have time and space to focus on preparing for the school year) and to hang out and relax. The house is located at the end of a quiet street and is within easy walking distance of the shoppes and restaurants downtown. Beth and Bob were also generous enough to let me bring my dog with me, and the backyard was a perfect, enclosed space for me to let her get a little exercise between our longer walks into town. This home was the perfect place for us, and everything about it lent to us getting to know each other better and how we want to be able to work together this school year. We are already looking forward to returning next summer to Beth and Bob's lovely Airbnb. You will not be disappointed with your stay!
C. · Stay July 2022

Black Eyed Susan

3 bd·2½ ba
5· 132

$473.10 USD total for 3 nights

Oct 25 – 28, 2026

Comfortable & Cozy, perfect location
My group (moms & daughters) recently stayed at the Black Eyed Susan for a long weekend. The furniture was comfortable & cozy with cute decor, comfy beds & bedding, and impeccably clean. This home was one of the cleanest places I have ever rented. The space was more than enough for our group of 5. We made a couple meals in the stocked kitchen and every evening enjoyed a herd of deer that showed up just outside of the huge picture window. The location was convenient to shopping and dining. We enjoyed nearby visits to the Pawn Bar & Grill, downtown Oakland, Schoolhouse Earth for shopping, and a short trek to Accident to grab fresh made cheese at Fire Fly Farms and a special visit to Branch Bender Cidery, which was the highlight of our trip. We really enjoyed our visit at the Black Eyed Susan and would love to stay again.
Stay March 2024

Recommended Homes in Maryland

Handpicked properties we think you'll love in Maryland.

Atlantis 410 Oceanfront

3 bd·2½ ba

$2,335.20 USD total for 3 nights

Oct 24 – 27, 2026

Stunning 9 Bedroom Villa on the Chesapeake Bay

9 bd·6½ ba
5· 4

$7,756.00 USD total for 3 nights

Oct 26 – 29, 2026

Constellation House North 105

2 bd·2 ba
5· 2

$1,202.40 USD total for 3 nights

Oct 24 – 27, 2026

Lake Front Home w/ Hot Tub & Firepit, walk to Wisp

3 bd·3 ba
4.86· 278

$1,354.80 USD total for 3 nights

Oct 25 – 28, 2026

Decatur House (Ocean Front)

1 bd·1 ba
5· 42

$798.64 USD total for 3 nights

Oct 25 – 28, 2026

Murphy Point on the Chesapeake Vacation Rental

3 bd·1 ba
4.8· 114

$1,380.00 USD total for 3 nights

Oct 24 – 27, 2026

Mulligan Manor on WISP Mountain & Lodestone Golf!

3 bd·2½ ba
5· 88

$1,165.73 USD total for 3 nights

Oct 26 – 29, 2026

Ivy Cove

3 bd·2 ba
4.99· 130

$1,176.60 USD total for 3 nights

Oct 25 – 28, 2026

Vacation houses with pools in Maryland

Cool off in style with these amazing pool homes in Maryland.

Indoor Pool Cabin! Brand New~Game Room~EV Charger

5 bd·5 ba
4.93· 27

$2,419.99 USD $2,231.14 USD total for 3 nights

Oct 25 – 28, 2026

Bahia Vista II

3 bd·2 ba
4.95· 21

$1,450.00 USD total for 3 nights

Oct 24 – 27, 2026

Cozy 5-Bed Retreat, Heated Spa

5 bd·3½ ba
4.78· 58

$2,069.00 USD total for 3 nights

Oct 24 – 27, 2026

$435.99 USD total for 3 nights

Oct 25 – 28, 2026

$410.00 USD total for 3 nights

Oct 24 – 27, 2026

$412.91 USD total for 3 nights

Oct 26 – 29, 2026

Golden Sands 2213

2 bd·2 ba
5· 3

$925.41 USD total for 3 nights

Oct 24 – 27, 2026

Pet friendly vacation rentals in Maryland

Bring your furry friend along! Browse pet-welcoming homes in Maryland.

Parkfront Hot Tub Haven for Families & Pets

2 bd·2 ba
4.96· 543

$641.00 USD total for 3 nights

Oct 24 – 27, 2026

New Lakefront~4/5 BR! Hot Tub~Game Rom & Firepit!

5 bd·3 ba
4.97· 32

$2,070.13 USD total for 3 nights

Oct 26 – 29, 2026

Off The Chart Stays

2 bd·2 ba
5· 8

$1,676.10 USD total for 3 nights

Oct 24 – 27, 2026

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

3 bd·2 ba
5· 44

$719.60 USD total for 3 nights

Oct 26 – 29, 2026

Offshore Tails

2 bd·2 ba
4.92· 24

$1,113.72 USD total for 3 nights

May 12 – 15, 2027

Shire Retreat - Berlin, Assateague, Ocean City

5 bd·3 ba
5· 1

$1,290.48 USD total for 3 nights

Oct 25 – 28, 2026

Bay Views, Private Beach Access and Pet Friendly!

2 bd·1 ba
4.92· 88

$667.00 USD total for 3 nights

Oct 24 – 27, 2026

$1,244.88 USD total for 3 nights

Oct 24 – 27, 2026

Why visit Maryland

Discover what makes Maryland a perfect vacation rental destination.

Explore Colonial History

Visit historic Annapolis, the former U.S. capital.

Wander through the cobblestone streets of Annapolis, just 32 miles from Baltimore. Don't miss the Maryland State House, the oldest in continuous legislative use in the nation.

Savor Maryland's Seafood

Feast on blue crabs in Baltimore.

Head to Faidley’s Seafood in Baltimore's Lexington Market, 1 mile from the Inner Harbor, to enjoy iconic crab cakes and fresh seafood.

Relax at Ocean City Beaches

Ocean City offers free public beaches.

Ocean City is perfect for families with its 10 miles of sandy beach. Enjoy the lively boardwalk, just 140 miles from Washington, D.C.

Discover the Chesapeake Bay

Kayak through stunning waterways.

Explore the Chesapeake Bay at the Blackwater National Wildlife Refuge, offering scenic kayaking trails, 12 miles from Cambridge.

Where to stay in Maryland

The best areas and neighborhoods for your vacation rental in Maryland.

Baltimore

Known for its vibrant Inner Harbor, Baltimore is a cultural hub with renowned museums and a lively arts scene. Visit the National Aquarium and Fort McHenry.

Best for: culture,lovers,foodies,families

Annapolis

A charming port city famous for its sailing community, historic district, and the U.S. Naval Academy. It's ideal for history buffs and sea enthusiasts.

Best for: history buffs,sailors,romantic getaways

Ocean City

A popular beach resort town, Ocean City offers an energetic boardwalk, numerous amusement parks, and free sandy beaches stretching miles.

Best for: beach,goers,families,party seekers

Frederick

Known for its Civil War history and charming downtown, Frederick offers unique local shops and rich cultural experiences.

Best for: history buffs,art lovers,foodies

Find Maryland vacation rentals that suit your style

Vacation homes, condos, cabins and more — pick the kind of Maryland vacation rental you want, then book it direct with the host.

Maryland vacation rentals with free WiFi, hot tub or air conditioning

Free WiFi, hot tub, air conditioning and more — every Maryland vacation rental here is listed by a verified host and bookable direct, with the price the host set.

Top attractions in Maryland

All within driving distance of Maryland vacation rentals.

Baltimore Museum of Art

Houses a renowned collection of 19th-century, modern, and contemporary art. · 4 miles from Baltimore city center

Assateague Island National Seashore

Famous for its wild horses and pristine beaches. · 9 miles from Ocean City

Antietam National Battlefield

Site of the bloodiest single-day battle in American history. · 10 miles from Hagerstown

U.S. Naval Academy

Offers guided tours of the historic campus along the Severn River. · 1 mile from downtown Annapolis

Maryland Zoo

Features over 130 species in the heart of Baltimore's Druid Hill Park. · 4 miles from Baltimore city center

Deep Creek Lake

Maryland's largest inland waterbody, ideal for boating and fishing. · 21 miles from McHenry

Best Time to Visit Maryland

The best time to visit Maryland for vacation rentals is April to June and September to October, offering pleasant temperatures and moderate rainfall.

The best time to visit Maryland is September to April, when the weather is at its best. For lower prices and fewer crowds, December to February is the best time to book.

Best weatherSep – Apr
Best valueDec – Feb

OctNow

69°F21°C

Rainfall Moderate

Demand Mid

Nov

57°F14°C

Rainfall Moderate

Demand Mid

Dec

47°F8°C

Rainfall Moderate

Demand Low

Jan

43°F6°C

Rainfall Moderate

Demand Low

Feb

49°F9°C

Rainfall Moderate

Demand Low

Mar

57°F14°C

Rainfall Moderate

Demand Mid

Apr

66°F19°C

Rainfall Moderate

Demand Peak

May

74°F23°C

Rainfall High

Demand Peak

Jun

83°F28°C

Rainfall Moderate

Demand Peak

Jul

88°F31°C

Rainfall High

Demand Peak

Aug

84°F29°C

Rainfall High

Demand Peak

Sep

79°F26°C

Rainfall Moderate

Demand Peak

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