Some info has been automatically translated. Show original language

Kid-friendly holiday rentals in Kent Island

Find and book unique family-friendly rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Kent Island family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Stevensville
4.97 out of 5 average rating, 34 reviews

Spacious4BR home with waterviews

GaryRating, 5 stars3 weeks ago
5 adults, 2 children under age 6 stayed at Courtney's home, which was just as described and pictured on the airbnb web page. Great location for our stay for wedding weekend; very comfortable furniture (sofas, chairs, beds; many amenities provided for guests; terrific well-stocked kitchen; very large screened-in porch w/ nice view of Chesapeake Bay and surroundings; spacious bedrooms; 4 full bathrooms; very clean when we arrived. I could go on .... Courtney is a very good communicator, and responded quickly to the few questions we really had. She is a great host and the house was terrific for our needs.
Top guest favourite
Home in Shady Side
4.96 out of 5 average rating, 26 reviews

Ruby Of The Bay

StarlaRating, 5 stars1 week ago
Can’t say enough good things about our stay! Beautiful place with everything we could possibly need. The kitchen was well stocked and our host had thought of everything! Clear instructions, great recommendations for local spots etc. And the huge backyard and deck was perfect for us and our pups. Very comfortable beds and pillows too! Finally, host communicated so well and was incredibly accommodating.
Guest favourite
Home in Chester
4.95 out of 5 average rating, 95 reviews

Waterfront Farmhouse Meets Modern Luxury

TrishRating, 5 stars2 weeks ago
The house is beautiful and worked well for our family. The host was very helpful and responded quickly to any questions we had. The grounds are lovely and very peaceful. Pictures don’t do this property justice.
Top guest favourite
Home in Stevensville
5 out of 5 average rating, 46 reviews

Away at the Bay: New Home on the Chesapeake Bay!

PaigeRating, 5 stars2 weeks ago
Cannot put into words how wonderful our time was at Away at the Bay! Just left my soon-to-be SILs bachelorette trip and the entire weekend was nothing short of incredible. Thank you so much to Ryan and Eric for creating such a wonderful experience in a place that truly feels like home but BETTER! Memories we will cherish forever.
Top guest favourite
Home in Chester
5 out of 5 average rating, 74 reviews

Chester Delight- Fireplace/Deck&Patio+fenced yard

JessicaRating, 5 stars2 days ago
Had a great stay here with a large group for a local wedding! Would absolutely recommend for anyone needing a comfy spot for multiple guests on the island.
Top guest favourite
Home in Silver Spring
4.99 out of 5 average rating, 251 reviews

Rare New Build Home w/Hot Tub, Fire pit, Game Room

ShawnRating, 5 stars4 days ago
The place was wonderful. It was wonderful timely responsive My Children enjoyed themselves. My wife didn’t complain and she loves to complain so she didn’t have one complaint which made everything absolutely perfect and I would definitely book there again in the next time I visit Maryland. It was wonderful experience.
Top guest favourite
Home in Stevensville
5 out of 5 average rating, 36 reviews

Waterfront Chesapeake mansion - Panoramic Bay view

ShadRating, 5 stars3 weeks ago
We stayed in this house for our son's Naval Academy graduation/commissioning. It was absolutely perfect for our group. The drive across the bay bridge took anywhere from 35-45 minutes depending on the traffic. At no time was the traffic as bad as we've experienced it on the DC side of Annapolis. We crossed the bridge 1-2 times a day during our 7 day stay. As soon as you get to the island and head south there is no traffic and it's a beautiful, peaceful drive. The house is perfect for entertaining with two large rooms inside on the main floor. There is a large island in the kitchen room which makes for a great serving area. It rained during about half of our visit so we made good use of the space indoors. Our children used the fishing poles, kayak, soccer nets, ping pong and fooseball table. Negin was very responsive in answering our questions and even worked it out so we could check in early. We would definitely stay there again if we had the chance.
Top guest favourite
Home in Stevensville
5 out of 5 average rating, 57 reviews

Bayview Bungalow - Water view, EV charging station

JackRating, 5 stars4 weeks ago
There were many more amenities than what was listed. It was much better than most 5 star hotels! The area was really nice and peaceful, all the neighbors just wave hello to each other, large property with BBQ, hammock, shed, table and chairs to just relax outdoors, a tub for an intimate time with a narrow cross table to set down your champagne, etc etc. The kitchen / dining room / family room was a large open area with so many utensils and items of convenience. It is pet friendly and there were items for the pets as well, a first aid kit, etc. It is a beautiful house on one level, very comfortable, extremely quiet and peaceful. Vicky was in communication throughout and gave clear and concise instructions, which made things very easy for us. Upon checking in, there is a booklet with all the guidance and instructions, information on sites to see and things to do, local restaurants, etc. She has really though of many things to make one's stay as comfortable and as easy as possible

Family-friendly apartment rentals

Superhost
Flat in Glen Burnie
4.84 out of 5 average rating, 463 reviews

Quiet Cozy 1 Bdr Apt at BWI Airport

AndreasRating, 5 stars2 weeks ago
worth the price. situated a stone's throw from bwi.
Top guest favourite
Flat in Annapolis
4.98 out of 5 average rating, 115 reviews

One bedroom apartment in Annapolis

AmyRating, 5 stars5 days ago
Lisa’s place was amazing! My daughter and I had a great visit. The location is perfect for going into Annapolis. We will definitely be back. Thank you for a great few days!
Top guest favourite
Flat in Chestertown
4.97 out of 5 average rating, 235 reviews

Private cozy cottage - center of Chestertown .

AbigailRating, 5 stars2 days ago
Had an amazing stay here! Bob and Beth were extremely responsive hosts and provided a lot of clear instructions on how to find the carriage house. It was very clean and spacious and had a great coffee set up. The surrounding gardens are so lovely! Was quiet and walkable to the local downtown area
Top guest favourite
Flat in Baltimore
4.99 out of 5 average rating, 413 reviews

Butchershill-Private Clean Cozy Fireplace Parking.

GregRating, 5 stars1 day ago
We chose John's place because it was a block from our Son's house in Butcher's Hill. We would choose it again because it was a beautiful place with everything you could need thoughtfully supplied. John was super responsive to every question and communication, which is a big plus. We would not hesitate to stay there again in the future.
Guest favourite
Flat in Arnold
4.96 out of 5 average rating, 174 reviews

Celebrate Summer by Your Private Pool

JennaRating, 5 stars9 months ago
Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.
Top guest favourite
Flat in Essex
4.97 out of 5 average rating, 272 reviews

A unique place on sue creek

BritneyRating, 5 stars3 days ago
This place was so peaceful. I really felt comfortable and relaxed. It’s a very beautiful area.
Guest favourite
Flat in Saint Michaels
4.91 out of 5 average rating, 175 reviews

Charming Studio in the heart of St. Michael's, MD.

BeverlyRating, 5 stars1 week ago
Place was nice and in a good location. Host was responsive. Good news is that it’s in a good location, but it is by the main road and can get a little loud, probably mostly on weekend nights. But places close early, so noise doesn’t last long..
Superhost
Flat in Annapolis
4.77 out of 5 average rating, 264 reviews

Charming Eastport

GreggRating, 5 stars6 days ago
Kimberly's place is in a great location and is walkable to many pubs and restaurants, as well as to downtown Annapolis.

Family-friendly apartment rentals

Guest favourite
Apartment in Washington
4.95 out of 5 average rating, 177 reviews

Stylish apt w free gated parking, kitchen & patio

KristenRating, 5 stars2 days ago
We had a wonderful stay at Lauren’s place and would highly recommend to anyone traveling to DC!
Top guest favourite
Apartment in Annapolis
4.99 out of 5 average rating, 149 reviews

New Downtown Annapolis Condo With Free Parking

GailRating, 5 stars3 weeks ago
Ellen’s condo was absolutely perfect for Commissioning Week. The location couldn’t have been better—within walking distance to fantastic restaurants, the Naval Academy, and Graduation at the Navy-Marine Corps Memorial Stadium. The coffee shop downstairs was a delightful bonus, and the underground parking was a major perk. Ellen provided clear and detailed instructions about the condo and guest expectations, making everything easy to understand and stress-free. The condo itself is beautifully and tastefully furnished, with all the essentials thoughtfully provided. The in-unit washer and dryer were a huge convenience. The bathroom was spacious and well-appointed, complete with shampoo, conditioner, and body wash. What I appreciated most was how quiet and peaceful the condo was—it offered a true retreat. The private patio was perfect for enjoying a morning coffee or an afternoon cocktail. I would absolutely stay here again.
Guest favourite
Apartment in Annapolis
4.94 out of 5 average rating, 398 reviews

Brand New Reno in Historic Dist w 2 Parking spots

MitchRating, 5 stars2 weeks ago
We can’t say enough good things about Megan’s place. Our favorite part was how well-appointed the kitchen is, but it’s all great. Very walkable/bikeable city, so you can leave your car behind.
Top guest favourite
Apartment in Burtonsville
4.93 out of 5 average rating, 243 reviews

Rancho Relaxo! A Southwest styled Casita!

SamanthaRating, 5 stars1 day ago
Abaad was very nice, proactive, communicative. The Airbnb was nice, as pictured. Would stay again.
Superhost
Apartment in Annapolis
4.87 out of 5 average rating, 149 reviews

Capts Qrtrs - Awesome downtown Annapolis location!

MatthewRating, 5 stars3 weeks ago
We had a great time once again staying here. It is just steps from the main gate of USNA and the downtown activities and restaurants. Caite was also responsive and very flexible with us and our needs.
Guest favourite
Apartment in Oxford
4.98 out of 5 average rating, 129 reviews

Cozy Oxford Getaway

StephanieRating, 5 stars2 days ago
Chris was a great host making check in and out so easy and flexible! The location of the place was perfect for walking to the market and to get coffee! The space was exactly like the pictures and perfect for a quick getaway with my fiance! Recommend this place!
Guest favourite
Apartment in Ellicott City
4.88 out of 5 average rating, 104 reviews

Old Ellicott Condo | Historic mid-century home

NicoleRating, 5 stars3 weeks ago
Ben’s place is exactly as described me and my family enjoyed our stay. I felt right at home, when I’m visiting my sister in the near future I will definitely stay again.
Guest favourite
Apartment in Washington
4.93 out of 5 average rating, 211 reviews

Unique, charming garden apartment

BettinaRating, 5 stars1 week ago
Great apartment! Sean’s apartment is very comfortable and tastefully decorated. It is completely quiet at night and the bed is good. There is a good vibe in the neighbourhood and the apartment is less than five minutes from a Green Line metro station that will take you directly to the best art museums in the city. Sean and his co-hosts are very helpful and responsive. I hope to come back to Washington one day and if that happens, I will definitely try to book Sean’s apartment again. Thank you Sean, Megan and Loren for all your helpfulness and a lovely stay!

Destinations to explore