
Cottage vacation rentals in Maryland
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Top-rated cottage rentals in Maryland
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Popular amenities for Maryland cottage rentals
Cottage rentals with a hot tub

Waterfront cottage w/hot tub/ gated/ pier/ firepit
Very cute place with a great view

Sunset River Shack -amazing waterfront view
Jessica's place was the perfect place to spend the weekend with my daughter. Even though it was too cold to sit outside, we were still able to enjoy the view. Jessica was extremely easy to work with and when I asked if we could check-in a little early she let me know that wasn't a problem at all. A great mother/daughter weekend!

Block to Beach, Screened deck, Hot Tub, No CF
Loved our stay here! It was cozy and peaceful for a little weekend getaway. While it was rainy we still had a lovely view of the water and stuff to do nearby (recommend the antiques marketplace). Kelcey was helpful and communicative! Want to come back to read on that beautiful screened porch!

Waterfront! Hot Tub! w/Guest House, Pier, Kayaks
A fantastic weekend getaway! Natalie’s home is beautifully located, offers spectacular views, and is incredibly well appointed with thoughtful touches like extra plush towels and spices and coffee. We enjoyed everything and even though the weather did not cooperate we had days of exploring the natural beauty, history, and local towns.

Cozy Cottage close to Beaches & Solomon’s Island
I have been doing airbnbs for over 5 years, this was the cleanest home ever, and The most comfortable beds I've ever slept in. And having a 12-year-old grandson who is very energetic, We love to play the Wii bowling and a few other of the Wii games. we got to watch some fun with us downstairs. The sauna was wonderful. these people are amazing in the house was amazing.

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
The property is beautiful, its just like the pictures. The location is peaceful and quite. Its a perfect spot to just to relax and reconnect. Can't say enough good things about the cottage. Clean, Bed was nice, view was amazing, Hot tub, kayaks, plenty of firewood for a beach fire. During our stay we went to main street in North East it was about a 7 minute drive. It was a nice little town to walk. Chesapeake Coffee Co for a breakfast sandwich and a coffee. We had lunch at Woody's crab shack. Ordered in pizza from Bella Pizza, Went to Nauti Goose. I was underwhelmed at all restaurants and by all meals. If we come back again, I'd get groceries to cook, there is a grill to use (we didn't) and stay in, just take in the view and enjoy the peaceful waves. We would defiantly recommend and hopefully be back again soon.

Hot Tub Hideaway by Shark Tooth Shores
We stayed here for two days in April, and it was great. The direct access to a bit of beach was awesome. Our kids spent hours searching for shells. The view of the bay through the trees from the house was lovely. We ate our meals on the deck, and enjoyed the hot tub. All around a great spot!

Chapel Cottage HdG
What can I say. This property is incredible. This is clearly a loved home, and every detail has been thought of. From a fully equipped kitchen, to beautiful home decor, it has everything. The location is great. We were any place we wanted to be within a 10-20 minute drive. Our pups loved having the fenced in back yard to play in, this also reduced a tremendous amount of stress on us, as we knew they were safe! The hot tub is an amazing addition! Overall, the property was extremely clean, well maintained, and a great place to rent for a few days. Michele was an amazing host from pre-booking to post vacation. She had local recommendations, she was super responsive (we didn't need her for anything, but knew she was right there), and just a kind and thoughtful person. We were greeted with an anniversary sign, an Easter basket filled with treats, and some much more. We highly recommend this host and her property. We will certainly be back! Thank you for an amazing time.
Pet-friendly cottage rentals

Cottage with Modern Updates - Walk to Waterfront!
Absolutely Beautiful home!! Large yard. The Dog kids had a blast running after each other!! lol. Very spacious and loved the open floor plan and kitchen!! Outside fire pit what a plus!! Can’t wait to rent this again in the future!!!

Secluded Cottage_ A+ Amenities in Historic Dwntwn
Jennifer's cottage is great! It is quiet, peaceful, and private but still right in the middle of everything - a 30 second walk to coffee shops, restaurants, bars, etc. Would also be really convenient for folks visiting the Naval Academy or St Johns. We had a great time and will almost certainly be back.

Home away from home
Good place to crash after going to baltimore or washington w/ a rental

Old World Cottage/Fabulous Sunsets/Polite Pets OK
This was our second stay with Bob and Lolly in Tall Timbers, and it did not disappoint! Immersed in books and history, this quaint cottage was the perfect getaway. We are looking forward to our next visit!

Shewell’s Cottage by the Shore
What a gem of a place! So cute and cozy. A great location! Loved all the natural light that came in through the big windows. Everything was so clean yet very comfortable. Enjoyed walking the beach. Found sharks teeth and sea glass! Such a great surprise to find such treasures! Lisa was so very kind and accommodating. Appreciated the extras like coffee, bottled water, shampoo etc and she brought some wood for a cozy fire. They really worked hard at making our stay very comfortable. Definitely will be coming back. But plan on a longer stay because there is so much more in the area to check out!

Bell Estates-Brand New Bay View, Beautiful Cottage
Perfect location for a quiet, relaxing getaway. Everything about the stay was perfect and exactly as described/expected. We alternated between cooking in the AMAZING kitchen and eating at host recommended restaurants in North Beach. The house is located close enough to town if you choose to eat out (barely 5 minutes) and an acceptable drive to major grocery stores (15 minutes) if you opt to cook a few meals. The house was spotless. Hosts are super responsive and incredibly nice. Highly recommend staying at Bell Estates. Thank you, Daniel, for the perfect long weekend with my family!

Cottage Just Off North East's Main Street
Charming little cottage! Will be returning here for a longer stay most likely.

Heaven on the Bay - A Peaceful Waterfront Retreat
The views of the Bay, dock, and kayaks were incredible. The kitchen and family room had a great vibe, it felt like we were at the Bay!
Private cottage rentals

Martha’s Cottage•at Old Beauchamp Homestead•
It was a peaceful and quiet weekend getaway. The house was cozy and perfect for our trip. We can’t wait to come back and visit again.

Bay View Beach Cottage, perfect for long-term
The house was a perfect location on Cape St. Claire. Well furnished and comfortable. Susan is a great host.

Brookie Cottage on the Savage River
The Brookie is a wonderful place to spend some time by the Savage River. Cozy, cheerful, comfortable, clean and equipped with everything needed for a stay in the Maryland mountains. I highly recommend it.

Loon Cottage on Leeds Creek
We had a wonderful stay at Loon Cottage. The cottage was clean and spacious- linens and beds were comfy, and the kitchen was equipped with all essentials. The neighborhood is picturesque and quiet- we loved taking walks, and watching ducks visit in the yard. The sunroom was our favorite part of the house. Thanks for a lovely stay!

Elk Cottage-Lake Lariat / Private lake access
Britta's home was perfect for all of us! The kitchen had everything we needed and more. The home is spacious and in a quiet area with a beautiful view of the lake. The beds were super comfortable and everything was so clean! we look forward to staying again in the future! thank you Britta!

Overton Farm Cottage
My husband and I enjoyed another wonderful stay in Overton Cottage. Absolutely everything about this home is perfect for us, including the location, which gives us many opportunities for kayaking. We can walk to the Eastern Neck Wildlife Refuge, as well. The cottage itself is amazing and we always feel that we are slaying in the home of friends who have carefully chosen each decorative item, rather than a home that is clearly designed only for rental. We will be back!

Cambridge Cottage
I absolutely adored this Airbnb! It was clean, adorable, and comfortable. I loved the aesthetic, but I will say if you have dogs, it would probably be safer to create them overnight. The spiral staircase was a bit difficult to maneuver for my larger guys. That’s not a problem at all, but just something to think about!

Beach Front and 'Perfectly Placed'
Teresa’s home was charming and relaxing. That’s the best words for it. The outside space was so peaceful. We absolutely loved the kayaks, making a fire, sitting outside listening to the waves, the beautiful sunset on the water, the quiet location. Very clean space. Had everything we needed. Coffee station was very nice. Comfortable beds. My girls enjoyed the bunk beds. Loved the deep bathtub. Very relaxing! Very nice washer and dryer with all the cleaning supplies you need, kitchen utensils, plates, glassware, pots, pans. The neighbors have the absolute sweetest most gorgeous Great Danes I’ve ever seen. They came over to say hi when I built a fire. Super amazing people to speak to. So kind and down to earth. Town is a little ways off. I’m so used to being in a city and a coffee shop being a mile if I wanted an expresso. I would suggest stopping at the market and picking up everything you need in advance. Fridge is spacious so it’ll fit whatever you bring. Enjoyed it so much!
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