Family-friendly holiday rentals in Worcester County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Worcester County family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Selbyville
4.73 out of 5 average rating, 40 reviews

Bayside * 6BR Luxury Beach House

BreanneRating, 5 stars2 weeks ago
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.
Superhost
Home in Berlin
4.8 out of 5 average rating, 5 reviews

Quiet Retreat near Assateague Main House

ZacharyRating, 5 stars47 months ago
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!
Cottage in Newark
4.89 out of 5 average rating, 54 reviews

Cropper Creek House

CharlotteRating, 5 stars72 months ago
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!
Guest favourite
Apartment in Ocean City
4.96 out of 5 average rating, 128 reviews

Beautiful Bayfront Condo!

StephanieRating, 5 stars2 weeks ago
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!!
Home in Ocean Pines
5 out of 5 average rating, 3 reviews

Charming Beach house near Ocean City

JimRating, 5 stars71 months ago
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!
Apartment in Ocean City
4.74 out of 5 average rating, 161 reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views

JillRating, 5 stars1 month ago
The condo was very clean and the views are incredible. Easy beach access and the indoor pool was great.
Home in Selbyville
4.86 out of 5 average rating, 7 reviews

Luxurious 4 BR Home in Bayside Resort! Sleeps 11

JaredRating, 5 stars70 months ago
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.
Condo in Ocean City
4.86 out of 5 average rating, 7 reviews

Meridian 101 West is a stunning Ocean View Luxury

StephenRating, 5 stars49 months ago
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

Condo in Ocean City
4.58 out of 5 average rating, 24 reviews

Lovely Condo - Ocean View

EllenRating, 5 stars107 months ago
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!
Home in Ocean City
4.94 out of 5 average rating, 33 reviews

Beautiful Ocean City Beach House!

JimRating, 5 stars10 months ago
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.
Guest favourite
Home in Ocean City
4.93 out of 5 average rating, 42 reviews

West OC Bayside Getaway w/ pool

AlexandraRating, 5 stars2 weeks ago
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! :)
Townhouse in Ocean City
4.84 out of 5 average rating, 209 reviews

Amazing Location! OceanBlock 28th Street

Maxwell LouisRating, 5 stars2 weeks ago
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!
Guest favourite
Townhouse in Ocean City
4.94 out of 5 average rating, 84 reviews

Coastal Waterfront TH on Quiet Street

ShellyRating, 5 stars1 month ago
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.
Condo in Ocean City
4.77 out of 5 average rating, 240 reviews

2 BR Ocean Block Condo #12-just steps to the beach

KurtRating, 5 stars2 weeks ago
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.
Superhost
Condo in Ocean City
4.85 out of 5 average rating, 52 reviews

⭐️CB9-Partial ocean view-Upscale Dir beach access🏖

CherylRating, 5 stars1 month ago
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!
Condo in Ocean City
4.72 out of 5 average rating, 85 reviews

Blocks away from OC Hot Spots!!!

JoshuaRating, 5 stars10 months ago
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

Superhost
Condo in Ocean City
4.79 out of 5 average rating, 109 reviews

Spacious Direct Oceanfront 1BR Condo w/Balconies

WyattRating, 5 stars3 days ago
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!
Superhost
Condo in Ocean City
4.83 out of 5 average rating, 36 reviews

Oceanfront High Point 4C *Pool *FREE Linens/Towels

CoreyRating, 5 stars10 months ago
Awesome view...Right on the beach. Great location. Highly recommended. Words just can't describe my stay.
Superhost
Condo in Ocean City
4.83 out of 5 average rating, 58 reviews

Bayside Boaters' Paradise | Pool | Family Fun

ChristopherRating, 5 stars1 month ago
We had a great weekend stay! Amazing views, super nice condo! Make sure to bring linens, towels, and paper products.
Guest favourite
Condo in Ocean City
4.95 out of 5 average rating, 59 reviews

Spectacular Ocean Front Condo on Boardwalk!

GenevaRating, 5 stars2 weeks ago
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. 😀
Superhost
Apartment in Ocean City
4.64 out of 5 average rating, 47 reviews

Modern 2bd/2ba Condo near boardwalk and beach!

JasmineRating, 5 stars8 months ago
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!
Superhost
Apartment in Ocean City
4.66 out of 5 average rating, 90 reviews

Oasis On The Bay Amazing Bayviews. Amazing sunset.

ZainRating, 5 stars1 day ago
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.
Superhost
Condo in Ocean City
4.81 out of 5 average rating, 147 reviews

Welcome to a Shore Thing!

ZennaRating, 5 stars1 week ago
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.
Superhost
Condo in Ocean City
4.85 out of 5 average rating, 84 reviews

Bayside Clean and Comfortable with a Pool

JimRating, 5 stars8 months ago
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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