
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.

Condo in Ocean City
4.88 out of 5 average rating, 89 reviewsLuxurious Oceanfront Retreat with Amazing Views!
“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

Home in Solomons
4.96 out of 5 average rating, 26 reviewsSolomons Yellow House - Waterfront
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

Condo in Ocean City
4.9 out of 5 average rating, 41 reviewsOCMD family vacation rental 2BR, 2BA, Pool.
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!

Townhouse in McHenry
5 out of 5 average rating, 33 reviewsOur Lovely Lake Retreat
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!

Home in Ocean City
4.78 out of 5 average rating, 23 reviewsThe Oliver House
Stayed for Ocean’s calling festival 2024. Would do it again. Great place!

Home in Mechanicsville
4.93 out of 5 average rating, 14 reviewsModern luxury waterfront retreat, 1 hr to DC
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!

Home in McHenry
4.9 out of 5 average rating, 130 reviewsSki/in Ski/out Luxury Home Voted #1
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.

Home in Hagerstown
4.93 out of 5 average rating, 60 reviewsHot tub, Pool table+darts, near ski resorts
Fenced in backyard was perfect for our pups. We really enjoyed the hot tub. Great location and excellent hosts!

Condo in Ocean City
4.87 out of 5 average rating, 71 reviewsUNIQUE Bay Front Sanctuary Condo
Great stay and location. Centralized to everything and everywhere I went.

Home in Swanton
4.94 out of 5 average rating, 16 reviewsRenovated Home,10 mins to WISP, HotTub DogFriendly
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.

Cottage in Easton
5 out of 5 average rating, 101 reviewsCottage on Solitude Creek, Hot Tub, Pool & Firepit
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.

Condo in Oakland
4.91 out of 5 average rating, 77 reviewsTop Notch Lake Getaway - Cozy in a plush resort
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.
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Other great holiday rentals in Maryland

Home in Edgewater
4.91 out of 5 average rating, 140 reviewsHouse in Edgewater Maryland
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.

Condo in Ocean City
4.96 out of 5 average rating, 23 reviewsLux Bayfront Unit with Stunning views!
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.

Townhouse in Ocean City
4.86 out of 5 average rating, 22 reviewsBahama 32 Big Groups ok
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!

Home in Pasadena
4.85 out of 5 average rating, 54 reviewsBeautiful New Home Near Beach and Patapsco River
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.

Tiny home in Salisbury
4.83 out of 5 average rating, 120 reviewsCattail's Branch
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.

Apartment in Baltimore
4.97 out of 5 average rating, 29 reviewsPatterson Park Apt; Walk to Hopkins, Bars, Cafes
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.

Cabin in McHenry
4.86 out of 5 average rating, 71 reviews3+acres-petfriendly-hottub-fireplace-pool table
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!!

Townhouse in Worcester County
5 out of 5 average rating, 19 reviewsNewly Built Townhome Near OC Beaches & Attractions
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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