Pet-friendly vacation rentals in Maryland

We had a fabulous week at the mad men house. There were plenty of places to get some personal quiet time and the sleeping arrangements were perfect for our group. Stay here again if we return to deep Creek Lake.

Cannot give enough stars to this property and hosts!!! What’s a paradise on the Bay. The hosts ensured our stay was stress free, comfortable and that we knew all about the location. The property has some of the most comfortable beds we have ever slept on. Linens were high quality and the cabin is spotless! The extra little design features just made it FUN! We spent a lot of time on the deck, in the hot tub, and at the fire pit! The neighborhood is peaceful and the neighbors are so kind and welcoming! Don’t forget to hang out on the dock and definitely walk down to the beach! We will see this property again next year and cannot wait to book it!

Had a great time at the cabin! Welcoming host and had everything we needed.

Loved staying at this sweet little cabin! It was a little smaller than expected but the coziest cutest thing ever! I agree with Heather that this place is best suited for older kiddos and adults, loads of cute decorations and the loft could really trip someone up if they weren’t careful! It was such a peaceful, private place and it really felt like we were in a cabin to ourselves despite being in a neighborhood! Super close to a bunch of amazing wineries, hiking, and downtown Frederick, it was perfect! Thank you Heather!!

We love staying at this home! Perfect place for our grandsons to play in the water and in close proximity to our daughter’s home when we visit. The size is great for our family of 4 adults and 2 preteens, and could accommodate more people. Cristal and Gordon are attentive to providing a clean and well maintained home, even providing some grocery staples and snacks to get us started. The outdoor space is great for being outside with a relaxing upper deck and a lower deck with picnic table and chairs to relax in while overlooking Bear Creek. A fire pit is ready nearby to be used. We all look forward to our next trip here.

We’ll definitely be back! Brought my 3 and 7 yr old for some fun in nature. We hiked at Swallow Falls, Cranesville Swamp, and Rock Maze. They had a blast at the parks but they also really looked forward to just wandering the yard and looking under rocks. They brought me millipedes and snails, and we saw lots of deer, rabbits, squirrels and chipmunks. It was very relaxing to sit on the deck and let the kids just explore all around. We brought a big cooler of food to cook so we wouldn’t need to leave the cabin for meals and it worked out great! The kitchen had everything we needed. And we brought marshmallows to roast and the color-changing metal-salts to put in the fire pit outside for a magical night for the kids. It was absolutely perfect. Classic summer experiences in the most beautiful surroundings. Our mini dachshund also had the time of his life watching chipmunks!

We just had our 3rd stay at Analog Cabin and have only made a small dent in their spectacular record collection, so we will continue to return again and again. Analog is the perfect place to get away and unplug for a few days. It's clean, quaint and super quirky. Beds are comfortable. Kitchen well equipped. The hot tub and sauna are a great bonus! Tons of books, games and puzzles! The artwork around the place, both inside and out, is a nice touch. It's easy to be inspired here. Strongly recommend! Thank you David for another great weekend!

A magical little escape from the world was found here! We would love to come back sometime! The property and home was so beautiful! Thank you!

We stayed at Trevor’s Air B&B to support my boyfriend in an Ironman 70.3 and couldn’t have been more happy with the proximity to the event. We greatly appreciate Trevor’s kindness, responsiveness and accommodations. Would absolutely recommend this place!

We loved this stay! The lite house was very nice and renovated, while still maintaining original structure. The porches all around were great and the view from the master bedroom was stunning. Easy walk to small private beach. Town is about a 10 minute drive. We dined at Woodys and the Wellwood and they were both tasty!

Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.

A wonderful place to Get-away, have a working vacay, appreciate the outdoors. It's quiet and rests the eyes. Our family agreed that this home is like a ski chalet not on a mountain but rather in Miniature America Maryland on a river. Would love to return.

Right across from the St Johns lawn, walkable to all things downtown Annapolis and USNA! Cute space with all the amenities. Private entryway and off-street parking spot. Easy check-in/out instructions. A great little place to make home base for a stay in Annapolis!

My family of 10 had a great stay here! There was plenty of space to spread out and the location is perfect and serene. We were able to fish out on the dock and caught a few spot! One of the friendly neighbors even stopped by to offer some raspberries from their bush and extra firewood. We did run into an issue after check in with one of the bathrooms, but Karina was quick to respond and sent someone out to handle it as quickly as possible. Thank you for the wonderful stay!

Our stay at Justin’s Hot Tub Haven in Annapolis, was exactly that…a haven with a much enjoyed hot tub! Justin was exceedingly responsive, proactive, and flexible. The home is very well appointed with all the necessities, plus all the thoughtful touches like umbrellas, a doggie waste station, and bath robes to name a few. Our children loved the downstairs space (and secretly the adults were thrilled they had it too), and it felt to them like they had their own little apartment. The backyard felt like a small resort. We loved the quick walk to shops and the our boys loved the nearby basketball courts and baseball fields. We highly recommend this home and will stay here again!

Natalie’s place was just like the pictures. Everything was clean and well stocked for our stay of 6 adults. The sunsets were beautiful from the dock and the kayaks were a definite bonus! We enjoyed time outside on the dock, deck, and in the hot tub! The beds were very comfortable and our stay was great!

This BnB is in contention for my FAVORITE stay of all time. Family of 6 adults and 1 child had more than enough space, and Jeanne really made our stay effortless. We felt right at home and we didn't have to make that last minute trip to the store you sometimes have to make bc the host skimped on providing toilet paper or dish soap, because she honestly thought of EVERYTHING ❤️ My granddaughter loved the pool and dips in the hot tub after swimsmade the adults happy. The location and view are to die for, and the two pups were ecstatic playing in the large fenced area. We spent a lot of time outside, plenty of furniture, fire pit, just eating dinner on the deck. (Missing NOTHING in the kitchen either!) Our last night we spent sitting and talking on the deck trying to identify the multitude of frog voices from the pond, before we parted ways to our various home states. I am most grateful for memories made and we are definitely considering a repeat! ❤️Thank you!

Wonderful space to have a quiet weekend away. The space is beautiful and very inviting. Heather was extremely responsive and offered some great dog-friendly restaurants within walking distance. We loved having the park across the street and the rooftop deck was a great bonus! Would definitely recommend the Fox Den!

We LOVED the space! We’ve been working on downsizing and the layout and hidden storage areas were exactly what we want in our future home. It was so, so comfortable. So much so that we never did use the hot tub that we really wanted to use 😂 We enjoyed the space and just vegged. We were doing Safety Patrol for the Bay Bridge Swim and there was plenty of room for our jet skis & double trailer. Wonderful hosts. Even joined us on the pool deck (upon invitation) for some friendly conversation. Cinnamon the golden was a sweetie too. Wonderful experience. Don’t hesitate to book. You won’t be sorry.

The Woodland retreat is an amazing getaway! My sister and I were extremely happy to spend a weekend at the pool and can't wait to visit again soon!

This was our second stay at Tortuga Cottage. As spacious and clean for my husband, me, and our two young boys plus our Labrador retriever as we remembered it from 2 years ago. It is nestled in a friendly, shaded neighborhood that felt safe and welcoming to walk our dog around and explore the local restaurants, trails, and stores. Only 15 minutes from the beach with accessible parking and locker rooms. Kristy was great at communicating before, during, and leading up to departing from our stay. If you’re on the fence about booking this place, just do it! You’ll be overjoyed that you did.

the location was perfect for our families needs. easy access to the boardwalk. spectacular ocean views.

Had a great stay at Shaun's place - enjoyed the amenities and the stars that were out that night. Had a big lightning storm that night, so if that sort of thing wakes you up, bring a sleep mask because there are a couple of skylights. The hot tub and pool were great and the outdoor seating and speakers were pretty nice, too. When we left to go hiking after checkout, Shaun immediately contacted me every way he could to tell me I left my motorcycle leathers behind, which would have been a disaster for me, and at 20+ pounds and super-bulky, would have been an expensive shipping nightmare. In all, great experience.

We had the best time! We were 10 adults and 3 kids. Plenty of room for all. The kids loved the toys that Kendra had. I realized when we left to go home that it was the first time I left the house in a week 🤣. The others went for walks, walked to the beach, rented a pontoon boat, went to the boardwalk. I loved loved spending my time floating in the pool and relaxing. The pool was amazing. Kendra has anything you can think of as far as kitchen supplies. We cooked several meals and had everything we needed. We are planning to come back next year.