
Family-friendly holiday rentals in Worcester County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Worcester County
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Worcester County family-friendly rentals
Family-friendly home rentals with a hot tub

Bayside * 6BR Luxury Beach House
From the moment you walk through the door, a warm, welcoming atmosphere greets you. The house has soft carpets that feel perfect on your feet after a day on the beach, and even more perfect showers that provide a relaxing bliss to start or end the day. The kitchen is very cozy and perfect for simple lunch with friends. The bedrooms are spacious with large windows that opt for privacy depending on your preference. Overall, the stay, for me and family, was extremely enjoyable and we would stay again without a doubt.

Quiet Retreat near Assateague Main House
What a truly incredible place and host! I can’t say enough about Kate’s responsiveness and the incredible space. We loved it and hope to be back again!

Cropper Creek House
The house is spacious, clean, and conveniently located. Laura made everything simple, including easy check-in and good local tips. It was perfect and fun for four, but would comfortably accommodate more!

Beautiful Bayfront Condo!
The condo was perfect for our family of 8. It is much larger than the pictures let on. The deck was big enough for all of us to comfortably sit and chat - and Julie has plenty of patio chairs and two tables! Everything was super clean, no clutter, lots of space to spread out and not be on top of each other. The location is perfect too! Quick walk to the beach and some shops. Bus ride can easily take you down to the boardwalk or restaurants you can’t walk to. No need to move your car once you are here. We enjoyed this stay so much we are planning on returning next year. Thank you Julie for sharing your home with us!!

Charming Beach house near Ocean City
David's place exceeded our expectations! Very clean, roomy and excellent location! Had everything we needed available for us and then some. Highly recommend this place to others!

Top-Rated Luxury Oceanfrt Condo Spectacular Views
The condo was very clean and the views are incredible. Easy beach access and the indoor pool was great.

Luxurious 4 BR Home in Bayside Resort! Sleeps 11
Check in was easy. Nice host. Bayside is lovely. The house is nicely furnished. Would highly recommend for anyone looking to vacation in the area.

Meridian 101 West is a stunning Ocean View Luxury
Very beautiful condo! We really enjoyed the pool. The location is amazing, quick walk to the beach with private access. Would definitely recommend.
Family- and pet-friendly home rentals

Lovely Condo - Ocean View
Great area; quiet and clean. Very close to a grocery store and other helpful stores and restaurants. We didn't have to drive at all. We walked or took the bus. Our host was always very quick to respond to any questions we had and made our trip easy!

Beautiful Ocean City Beach House!
Great communication from beginning to end from Steve. House was super clean and as well appointed as any I’ve rented, including a Weber grill with fresh propane. The bedding was high quality with plenty of pillows and blankets. The neighborhood was quiet and peaceful and the yard beautifully kept. Steve also provided the best weather of the summer. Great place.

West OC Bayside Getaway w/ pool
I highly recommend this house! Doug is a very helpful and responsive host. The house is just as pictured in the photos and very clean. The location is also ideal - private but close to everything! The deck and patio in the backyard are beautiful and right on the water. The pool is also very clean and relaxing. I don’t have one bad thing to say about this house, and I can’t wait to come back next summer! :)

Amazing Location! OceanBlock 28th Street
We had a great stay! The place was nice and cozy, very clean, and just a short walk to the beach. It had everything we needed for the trip, and the location couldn’t have been better!

Coastal Waterfront TH on Quiet Street
the home was beautiful, quiet, orderly. we stopped at the wrong 13450 first and was confused we couldn't find 17.....we were in DE still. it was funny as we searched and finally realized we needed to go a few more feet to MD. I would definitely stay again.

2 BR Ocean Block Condo #12-just steps to the beach
The condo was everything we needed for our beach vacation. Clean, comfortable, easy parking, and pet friendly. Beds were comfortable and having laundry in the unit was really helpful too. Would stay again and recommend to anyone.

⭐️CB9-Partial ocean view-Upscale Dir beach access🏖
Perfectly as described. Partial ocean view with a one minute walk to the beach. Great location! Nice little porch area to sit and have morning coffee. Very spacious inside and very clean. Hollin was very responsive when I had a question. We loved our stay and would definitely go back and stay again!

Blocks away from OC Hot Spots!!!
I didn't know this little peninsula on the bayside really existed. It's a great location (across from 28th). Just outside the chaos of summer OCMD but everything is very easily accessible with a 2 minute drive or 15 minute walk. The apartment is great - nothing more or less than you would need. Our dog loved chilling on the balcony and people watching. The apartment also had strong air conditioners that could actually cool the place down sufficiently. Frankly that can be a bit of a rarity in OC rentals.
Family-friendly home rentals with a pool

Spacious Direct Oceanfront 1BR Condo w/Balconies
My wife and I stayed at Natallia's place with our almost 2 year old. The unit was in the perfect location, away from the hustle and bustle of the boardwalk but still close by any amenity we needed. The view from both balconies was beautiful and the space was clean. Condo staff were great, pool was perfect, and the beach never got too busy. We would definitely recommend staying here and hope to be back soon!

Oceanfront High Point 4C *Pool *FREE Linens/Towels
Awesome view...Right on the beach. Great location. Highly recommended. Words just can't describe my stay.

Bayside Boaters' Paradise | Pool | Family Fun
We had a great weekend stay! Amazing views, super nice condo! Make sure to bring linens, towels, and paper products.

Spectacular Ocean Front Condo on Boardwalk!
Excellent vacation. Was a great location right on the boardwalk. I enjoyed people watching and loved watching the little tikes. The condo was beautifully designed and a great layout. Every bedroom was like its own little suite with private bathrooms. The master suite was just like the pictures and very large and comfortable. I loved having the extra hangers to get my clothes out of the suitcase ❤️. We also enjoyed the extra pillows, and blankets available. Steve was very helpful in arranging my linen rental for the time we were there. We enjoyed home cooked meals as well as eating out and everything we needed was right there. Such a great host!! Will definitely look forward to staying again. Was more than I expected and definetly worth the rental fee. Thank you so much. 😀

Modern 2bd/2ba Condo near boardwalk and beach!
We stayed in a group of 4 for a music festival. The apartment was in an awesome location less than 1 mile from the venue. Check in and check out was smooth and the apartment was super clean and looked exactly as advertised. We would absolutely book again for a future visit!

Oasis On The Bay Amazing Bayviews. Amazing sunset.
We loved this airbnb location and the place itself. You are close to the beach and walking distance to all the restaurants and attractions. Plenty of parking right by the apartment so that was a plus and the host was very accommodating. Highly recommended and would definitely be coming back to stay at Nancy's place when in the area.

Welcome to a Shore Thing!
We had a pleasant and comfortable stay. We had everything we needed and it was very nice that some toilet paper, paper towels, and soaps were included when we got there.

Bayside Clean and Comfortable with a Pool
We had a fantastic time at Tina’s place! The location was perfect—just a short walk to the beach, boardwalk, and great restaurants. The space was cozy and clean and had everything we needed for our group of 7. Tina was a fantastic host, super responsive, and helpful throughout our stay. The check-in process was smooth, and off-street parking was a huge plus for our F150. The little library was a cute touch, and the overall vibe was perfect for relaxing after a fun day. Tina made sure we were well taken care of. We truly enjoyed our time here and highly recommend this spot to anyone visiting OCMD. Thanks again for an unforgettable stay, Tina!
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- Ocean City Beach
- Broadkill Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Dewey Beach Access
- Cape Henlopen State Park
- Jolly Roger Amusement Park
- Northside Park
- Towers Beach
- Bayside Resort Golf Club
- Jolly Roger at the Pier
- Assateague Beach
- Delaware Seashore State Park
- Poodle Beach
- Snead Beach
- Peninsula Golf & Country Club
- Whiskey Beach
- Bear Trap Dunes
- Plantation Lakes Golf and Country Club
- Heritage Shores
- Baywood Greens Golf Maintenance
- Gerry Boyle Park
- Fenwick Island State Park Beach
- Gordons Pond State Park Area
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