Kid-friendly vacation rentals in Dorchester County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Dorchester County kid-friendly rentals

Kid-friendly house rentals

Superhost
Home in Lusby
4.85 out of 5 average rating, 46 reviews

Spacious Lakefront Cottage w/ Private Pier

KyleRating, 5 stars2 weeks ago
Awesome place and looked like the pictures. Crabbing was easy and kayaks were a lot of fun. Don’t use the elevator
Top guest favorite
Home in Bivalve
5 out of 5 average rating, 18 reviews

Family Retreat - Private Pool, 4 Bedroom, Fire Pit

Justin DRating, 5 stars8 months ago
Wow. The pictures don't do this place justice -- at all. What an extraordinary layout, especially for larger groups who all enjoy a bit of personal space and quiet. There are nooks and spots for everyone and everything, from the awesome pool area to the endless spots to sit and read a book or enjoy some coffee. And Ann! What a gem. She bent over backwards to answer questions and make us feel at home, even providing us with special coffee and food recommendations. I've been using Airbnb for a while now -- and Ann is the #1 host I've ever come across. I mean...she's a joy. Her place, of course, is amazing and you'd be a fool not to stay! 10 Stars!
Top guest favorite
Home in Dameron
5 out of 5 average rating, 105 reviews

Peace Point - Waterfront, Secluded, Home w/hot tub

RayRating, 5 stars1 week ago
I don’t know if I can express how much I loved our stay at Rich and Yumi’s place. The property is very beautiful, private and very peaceful. We enjoyed fishing and taking in all of the sights and sounds of nature surrounding us. The fire pit area and hot tub were very nice additions to the property. The house was very clean and comfortable. The house was very well stocked. Rich and Yumi pay great attention to detail. We were greeted by a nice welcome basket and card to welcome us. After departing we realized that my daughter had forgotten a few items. Rich was very responsive and helpful in locating the items and arranging to ship them to us. I absolutely fell in love with this place and definitely plan to return in the future. Thank you very much Rich and Yumi for sharing your amazing property with us!
Superhost
Home in Westover
4.95 out of 5 average rating, 76 reviews

Beachfront Chesapeake Bay Retreat

AngieRating, 5 stars7 months ago
We enjoyed our stay in Maggie & James’s quaint and cozy home. The area was quiet and like something out of a book with all the locals and marina and restaurant. Our teens enjoyed playing board games from their childhood even though there were games there for their age group. We were gifted a beautiful loaf of sourdough bread from our hosts. So very thoughtful! If you plan to stay there be sure to check the weather and high tide schedule due to coastal flooding. You’re between the sound and the marshes and low roads can get covered with water. If you’re arriving at night it can be difficult to see where the road ends and the marshy area begins. We enjoyed our stay and our teens want to return when we can have more time sitting out on the beach by the water which is just a few steps from their home.
Guest favorite
Home in Westover
5 out of 5 average rating, 16 reviews

Rumbley Retreat

ChadRating, 5 stars3 months ago
Came down for a duck hunting trip! The place was perfect! Very clean and cozy! Hope the owner was very attentive and quick to respond with any questions! If in the area again I will definitely book again!
Superhost
Home in Tilghman Island
5 out of 5 average rating, 22 reviews

Pet-Friendly Cottage – Ideal for Summer Getaways!

NoraRating, 5 stars7 months ago
The Waterman has beautiful views, is very quiet and has well clean, appointed rooms. The beds were extremely comfortable.
Top guest favorite
Home in Lusby
4.95 out of 5 average rating, 43 reviews

Our Bay House-Your Home Away from Home!

AdamRating, 5 stars2 months ago
I had a great stay at Edna's! It was a wonderful place to rest after long work days. Edna asked what temperature we wanted the place and we chose 70 degrees. One of the bedrooms got much warmer than that, and one of the bedrooms was much colder than the target temperature. I know the thermostat was new to them, but that is my only small complaint. Everything else was excellent!
Top guest favorite
Home in Cambridge
4.95 out of 5 average rating, 231 reviews

Great Historic Cambridge Home With Parking!

AshleyRating, 5 stars1 month ago
What a gem! My daughters and I loved our week spent here. The home is a true beauty with all the charm of a seaside getaway. All of the amenities truly made it feel like home, and the kitchen is amazing! Everything was streamlined and easy, the host was wonderfully responsive, and the home had such a friendly, warm, relaxing feel to it. It was such a terrific experience through and through, I would highly recommend taking full advantage of this beaut!

Kid-friendly apartment rentals

Guest favorite
Apartment in Trappe
4.75 out of 5 average rating, 8 reviews

ALL INCLUDED- Chic Move in Ready

PeterRating, 5 stars5 months ago
Convenient for working on a boat in Oxford. Less expensive than staying in Oxford.
Apartment in Lusby
4.61 out of 5 average rating, 101 reviews

The Grove Studio

KarenRating, 5 stars6 months ago
Never rented an Airbnb before. Was amazed how easy it was, the place was perfect for my needs. Al was responsive when I contacted him, always kind and courteous. Decided to rent another one of his locations after my time at this one ended. Looking forward to it. Place was clean, accessible, private, easy to reach and I truly enjoyed myself. Will recommend his rentals to family and friends.
Top guest favorite
Apartment in Cambridge
4.95 out of 5 average rating, 96 reviews

2nd floor studio apartment

LisaRating, 5 stars2 weeks ago
I enjoyed my stay here while attending a conference at the Hyatt Regency. It was quiet, clean, and convenient. The hosts were very responsive and accommodating. Highly recommend!
Apartment in East New Market
5 out of 5 average rating, 4 reviews

Cozy apartment in Dorchester County

DawnRating, 5 stars9 months ago
The Edgar's were warm & welcoming! It's a lovely secluded property. They treated us like longtime friends!
Guest favorite
Apartment in Cambridge
4.85 out of 5 average rating, 20 reviews

Cozy 3rd Floor Apartment in Historic West End

JudithRating, 5 stars2 months ago
We actually ended up staying at another property of Mary’s because of a boiler issue at the original place. Mary got in touch immediately & offered an upgrade for the price of our original stay. She made sure we got everything we needed, sending over supplies & solving an issue with the tv. A super responsive host and we much appreciated that! The place we ended up at was right on the Choptank River with gorgeous views and even ducks to feed!!! (Mary supplied the duck food!) A great, relaxing stay!!
Top guest favorite
Apartment in Lexington Park
4.97 out of 5 average rating, 559 reviews

Historic St. Mary's City, MD

WendyRating, 5 stars4 days ago
The location was beautiful and the home was very cozy. Sitting on the screened porch, reading and enjoying the view of the yard and water was good for the soul. It was very quiet and we had all the amenities we needed.
Guest favorite
Apartment in Lusby
4.92 out of 5 average rating, 131 reviews

Morning Light Apartment

MaggieRating, 5 stars2 weeks ago
Such a cozy place to stay with all of the necessary amenities. We had a wonderful weekend and would absolutely come back again!
Apartment in Eden
4.76 out of 5 average rating, 125 reviews

Eden Farm: Private Studio Minutes from Salisbury

LisaRating, 5 stars5 months ago
Our stay was lovely! The property is quiet and peaceful. The apartment is right above the roosters so we could hear them crow every morning, but it didn't bother us. The parking is a bit of a walk from the apartment, but everything was clearly labeled and easy to find. The kitchen had basic pots and pans, plates and bowls, and utensils. But did not have things like cooking oil, salt/pepper, etc. It didn't hinder our stay, but these are mentioned in the listing, so it was noted. Overall, we enjoyed our stay!

Kid-friendly condo rentals

Condo in Cambridge
4.88 out of 5 average rating, 8 reviews

A Kozy Waterfront Condo

MicheleRating, 5 stars6 months ago
The photos are mirror images of the condo. The kitchen and bath are amply supplied with all the items needed, even to prepare meals if you choose. Accessibility features are a bonus when traveling with an individual with mobility issues. Locally, Portside Seafood was a welcome surprise with a delicious menu. It was the perfect place for my sister and me to have some downtime and recharge. Thank you for sharing your beautiful home.
Guest favorite
Condo in Cambridge
5 out of 5 average rating, 11 reviews

The Drinking Gourd: Stunning Cambridge Penthouse

StephanieRating, 5 stars1 month ago
Great place for a quick weekend away. Clean, quiet, but close to downtown area.
Condo in Cambridge
4.86 out of 5 average rating, 14 reviews

The Station House: Upscale Condo in Cambridge, MD

DevonRating, 5 stars5 months ago
Loved our stay here in this cute private apartment. Parking was easy. Neighborhood was adorable, lots of restaurants and the marina all super close by. Downtown Cambridge is pretty quiet, so still very peaceful despite being close to everything. The only thing to note is that there is an historic government building nearby that chimes it's bell every hour. If you are s light sleeper, bring earplugs.
Condo in Cambridge
5 out of 5 average rating, 4 reviews

Beautiful 2-Bedroom Loft in Historic Cambridge

AngieRating, 5 stars5 months ago
The perfect place to stay in downtown Cambridge! You step right out the front door to all the shops and restaurants. Beautiful space with all the amenities you could need. Jennifer has thought of everything! Wonderful and responsive host. We will definitely be back for another stay!
Guest favorite
Condo in Oxford
4.98 out of 5 average rating, 125 reviews

Cozy Oxford Getaway

KathleenRating, 5 stars6 months ago
Our visit is always wonderful not only for the lovely setting and convenience of being in town, but for the gracious hospitality. Not only are Chris and Kate welcoming and attend to any needs, their staff at the Oxford Market are also marvelous folks. The cottage is a great fit for my elderly parents as it is all on one floor. The location is perfect as you can walk to many delightful places. My Dad enjoyed getting the newspaper and homemade muffins each morning. Just perfect! Thank you! Katie Dodds

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