Holiday houses in Maryland

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Top-rated holiday rentals in Maryland

Guests agree: these stays are highly rated for location, cleanliness and more.

Superhost

Condo in Ocean City

4.88 out of 5 average rating, 89 reviews

Luxurious Oceanfront Retreat with Amazing Views!

JamesRating, 5 stars3 months ago
“I recently stayed at this condo and had an absolutely wonderful experience! The space was immaculate, well-furnished, and thoughtfully equipped with everything needed for a comfortable stay. The kitchen had modern appliances, making it easy to prepare meals, and the living area was cozy yet spacious, perfect for relaxing after a day out. The location was fantastic – close to great restaurants, shopping, and public transportation, which made getting around a breeze. I also loved the view from the balcony; it was the perfect spot for morning coffee or an evening unwind. The host was incredibly responsive and helpful, providing clear instructions I would highly recommend this condo to anyone looking for a great place to stay
Guest favourite

Home in Solomons

4.96 out of 5 average rating, 26 reviews

Solomons Yellow House - Waterfront

SheilaRating, 5 stars1 month ago
Really enjoyed holiday get away . Place was located near water with great views. We enjoyed walking around the neighborhood was quaint. The town was was pretty with water on each side with the Christmas lights at night . We truly enjoyed our relaxing stay . Would definitely book again
Guest favourite

Condo in Ocean City

4.9 out of 5 average rating, 41 reviews

OCMD family vacation rental 2BR, 2BA, Pool.

HeidiRating, 5 stars1 day ago
Wonderful property and host! Perfect location, very home like feel, plenty of restaurants and night life very close by. I’ve stayed at a lot of properties in Ocean City and this would have to be one of my favorites. Thanks again!
Guest favourite

Townhouse in McHenry

5 out of 5 average rating, 33 reviews

Our Lovely Lake Retreat

DavidRating, 5 stars1 month ago
Susan was very responsive throughout booking to checking out. Her place was lovely, well decorated, had all the essentials plus little touches like new toothbrushes if you forgot yours. The kitchen had everything we needed for our families ski weekend. Location was perfect for looking across the lake to see the slopes and for getting to Wisp quickly. We also enjoyed the wood burning fireplace!
Superhost

Home in Ocean City

4.78 out of 5 average rating, 23 reviews

The Oliver House

ChrisRating, 5 stars4 months ago
Stayed for Ocean’s calling festival 2024. Would do it again. Great place!
Guest favourite

Home in Mechanicsville

4.93 out of 5 average rating, 14 reviews

Modern luxury waterfront retreat, 1 hr to DC

KimieRating, 5 stars2 weeks ago
Such a beautiful location with a wonderful view, I came for a staycation just for the night and it was absolutely worth it and exactly what I was looking for. I can’t wait to come back in the warmer months!
Guest favourite

Home in McHenry

4.9 out of 5 average rating, 130 reviews

Ski/in Ski/out Luxury Home Voted #1

BryanRating, 5 stars1 month ago
Anyone who is looking to enjoy Deep Creek/Wisp needs to stay here!! Such a great host and amazing home. Could not recommend the home enough! More than enough beds, extremely large hot tub, right on the water and right next to the mountain. Perfect spot.
Guest favourite

Home in Hagerstown

4.93 out of 5 average rating, 60 reviews

Hot tub, Pool table+darts, near ski resorts

JessicaRating, 5 stars1 month ago
Fenced in backyard was perfect for our pups. We really enjoyed the hot tub. Great location and excellent hosts!
Guest favourite

Condo in Ocean City

4.87 out of 5 average rating, 71 reviews

UNIQUE Bay Front Sanctuary Condo

EdwardRating, 5 stars5 months ago
Great stay and location. Centralized to everything and everywhere I went.
Guest favourite

Home in Swanton

4.94 out of 5 average rating, 16 reviews

Renovated Home,10 mins to WISP, HotTub DogFriendly

AmandaRating, 5 stars3 months ago
Wonderful home to rent! It was perfect for our family (5 adults and two toddlers). Beautiful views and great neighborhood for walking and free golf (no carts/no clubhouse/short course). Almost all coffee shops and restaurants were a 10-15 minute drive away.
Guest favourite

Cottage in Easton

5 out of 5 average rating, 101 reviews

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

KathleenRating, 5 stars2 months ago
This was a fantastic place for a relaxing break between the holidays! I loved being right on the river, it was so serene and comfortable. The house was wonderful with the windows looking right out onto the river. I'd definitely recommend this place and hope to return. Cheryl was there to greet me when I arrived and sent great information about things to do in the area.
Guest favourite

Condo in Oakland

4.91 out of 5 average rating, 77 reviews

Top Notch Lake Getaway - Cozy in a plush resort

BrianRating, 5 stars4 weeks ago
Keith was a great host; gave clear instructions, was responsive via messaging, and checked in on us around our arrival time. The condo at Silver Tree Suites was clean, the main bedroom bed was very comfortable, the upstairs loft had the most room for the four of us to relax and play some board games and watch TV, and the bathroom was very clean. The den off the kitchen is a little tight so the upstairs loft was key. The kitchen met our needs for making breakfast as there was a microwave, toaster, small toaster oven, and a plug-in griddle to make eggs on. Big plus is having the restaurant and bar Dutch’s on site. Great food, good drinks, and cozy bar with some friendly bartenders. I’d definitely stay here again.

Popular amenities for Maryland holiday rentals

Other great holiday rentals in Maryland

Guest favourite

Home in Edgewater

4.91 out of 5 average rating, 140 reviews

House in Edgewater Maryland

Martha ElaineRating, 5 stars2 weeks ago
The house was exactly as described. Beautiful neighborhood right near the water. The amenities were up-to-date. Just perfect for my family visit. Leida was very responsive to all questions.
Guest favourite

Condo in Ocean City

4.96 out of 5 average rating, 23 reviews

Lux Bayfront Unit with Stunning views!

QiaoqiaoRating, 5 stars6 months ago
We had a great time at Steve’s place. The location is amazing - it is walkable and so close to the beach and buzzing shops, while it is so quiet and peaceful indoors. It is clean and cozy, with extraordinary views. We had great breakfasts and enjoyed the beautiful sunset in the balcony. Steve provided detailed instructions proactively, which made the check-in and check-out very smooth. Great place for family vocation.
Superhost

Townhouse in Ocean City

4.86 out of 5 average rating, 22 reviews

Bahama 32 Big Groups ok

RachelRating, 5 stars4 months ago
Bahama- unit 32. We came down this past weekend for Country Calling. We had a large group and this place was perfect! It was full of beds and not super cramped. It was an awesome location to get up to the boards and down to the festival! Marcia was super responsive and helped us with an early check in & late check out! AC was ICE COLD 🙏🏼 we will definitely book with Marcia again!
Superhost

Home in Pasadena

4.85 out of 5 average rating, 54 reviews

Beautiful New Home Near Beach and Patapsco River

VeronaRating, 5 stars2 months ago
House looks even better than the pictures. Very nice, very modern and all amenities were wonderful. I am looking to come back in the summer and enjoy the lovely pool area.
Superhost

Tiny home in Salisbury

4.83 out of 5 average rating, 120 reviews

Cattail's Branch

BaileyRating, 5 stars3 months ago
Thoroughly enjoyed this is my second time staying here to visit my friend and it’s always a great time, perfect for sitting outside and having a small fire.
Guest favourite

Apartment in Baltimore

4.97 out of 5 average rating, 29 reviews

Patterson Park Apt; Walk to Hopkins, Bars, Cafes

KimberlyRating, 5 stars1 month ago
Very responsive host. Apartment in fabulous location. In wonderful historic Baltimore house and neighborhood. Minor glitches addressed immediately and easily by host. If you’re looking for something fun and interesting this is it.
Guest favourite

Cabin in McHenry

4.86 out of 5 average rating, 71 reviews

3+acres-petfriendly-hottub-fireplace-pool table

AnthonyRating, 5 stars3 weeks ago
This house was perfect for our family ski getaway!! Not only was it just minutes from the slopes, but it was such a great setting, peaceful, private, and our dog loved the acreage!! House had everything you could need and more! Such a cozy house to come back to out of the cold! We will be back!!
Guest favourite

Townhouse in Worcester County

5 out of 5 average rating, 19 reviews

Newly Built Townhome Near OC Beaches & Attractions

JoyRating, 5 stars7 months ago
My family and I enjoyed our stay so much! We were struck by the pristine kitchen, bathrooms, bedrooms and other shared spaces. A clean home goes a long way to making us feel comfortable which is a top priority. Grazyna’s home hit that ball out the park! Coming back to her home after a full day of OC activities was something we looked forward to. The neighborhood is peaceful but close enough to OC action that we could be there in just a matter of minutes. The pictures and description are spot on and Grazyna was very easy to communicate with. I highly recommend Grazyna’s home for an OC stay and look forward to staying there again.

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