Family-friendly vacation rentals in Worcester County

4.95 out of 5 average rating, 255 reviews

Home in Ocean City

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

4.91 out of 5 average rating, 311 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

CONSTRUCTION NOTICE NOV 24 to MAY 25, noise may be heard Wake up to the ocean sunrise in this modern 2 bedroom, completely renovated, condo. Prime location on 29th street, 2 blocks north of the famous OC Boardwalk, 2 blocks east of OC's premier amusement and water park along with two famous crab house and other restaurants within walking distance. One hassle free off street parking spot, free WIFI, full size washer & dryer, and a beautiful outdoor pool steps from the beach. Enjoy the bay sun

Guest suite in Ocean Pines

4.95 out of 5 average rating, 380 reviews

Stunning private waterfront suite

Welcome to your cozy getaway with stunning water views from every room! This sweet 2-bedroom, 1-bath suite boasts a private entrance, a living room, and a cute kitchenette. Nestled in a peaceful, family-friendly neighborhood, you'll have year-round access to swimming pools, a golf course, tennis courts, a Yacht club, and lovely parks nearby. Only a quick 10-minute drive lands you on the sandy beaches and lively Boardwalk of Ocean City. Park in the driveway and step into your own private escape!

4.95 out of 5 average rating, 110 reviews

BEST SPOT IN OCEAN CITY

Beautiful spacious 3 bedroom 2.5 bath penthouse condo that offers it all. Tall ceilings, open floor plan, spectacular ocean view and gorgeous sunrise and sunsets. Rooftop pool, full kitchen access with a large bar and new appliances. Steps away from the beach. Enjoy great food from one of the many restaurants ocean city has to offer. Great for family vacation. Many activities to choose from including clubs, boardwalk, water park, mini golf, amusement park, indoor ice skating rink, and shopping,

4.93 out of 5 average rating, 145 reviews

Apartment in Ocean City

14th St. OCMD; 4 blocks from Beach & Boardwalk!

Newly renovated bedrooms accentuate this beautiful condo located in Ocean City, MD! This is a weekend home for me and my family, and we enjoy sharing the space with other families and friends when we are not in town. You will enjoy new floors and furniture installed in the bedrooms in within the past few years. You'll have all the comforts of home in the condo, with a full kitchen and two full baths, among other amenities, while also enjoying time in the family friendly town of Ocean City, MD.

4.91 out of 5 average rating, 189 reviews

Apartment in Salisbury

Private Luxurious One Bedroom Apartment

My place offers a 30-minute drive (may vary) to Ocean City beaches, and less than a 10-minute drive to the Zoological Park, downtown Salisbury, and nice restaurants. You’ll love my place because of the comfy bed, a large driveway, a large backyard for outdoor activities, and its location in a very quiet residential neighborhood. The luxurious one-bedroom apartment is good for couples, solo adventurers, couples with one kid, and business travelers. People from all backgrounds are welcome.

Superhost

Apartment in Ocean City

4.77 out of 5 average rating, 133 reviews

Explore OCMD - 93rd St-Studio

Classic OCMD beach house. This is a three unit property, you could rent more than one unit for you and extended family/guests! Just drop your bags and go! Please note we have a griddle, toaster oven, microwave and coffee maker but there is no stove! This is a small space, please limit guests to 2. It’s small. Small. Small. Linens (sheets and towels) are no longer provided. Due to covid, vendor changes/inconsistencies, we're removing linens. All beds have comforters and pillows.

4.97 out of 5 average rating, 132 reviews

Home in Fruitland

Amazingly convenient yet secluded.

Our place has views; the yard has beautiful shade trees that set the mood for deep relaxation. One can walk to Walmart, Denny's, Hampton Inn Suites, Ruby Tuesdays and many other business's in minutes. Ocean City is about a 35minute drive. Salisbury University is a five minute drive. UMES is a 13 minute drive.This home is ideally located. A retired teacher on one side is your closest neighbor; on the other property is a caregiver. Needless to say this is a very safe place; enjoy.

4.8 out of 5 average rating, 198 reviews

Home in Berlin

OC MD trip bayside, great amenities

Welcome to MERMAID DREAMS where you can have FUN or just RELAX! We are ONLY 5 miles from OC/beaches & Assateague National Park/beaches. Our gated, beautiful community, is bayside, has 2 awesome pools, big splash pool, rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds+ more For kiddos of all ages, we are located right next door to Frontier Town, which has awesome water slides , western shows, mini golf, a rope course, ice cream shop.. short term stay

4.95 out of 5 average rating, 194 reviews

Bayside Bliss - Renovated Downtown Condo w/ Porch

Welcome to Bayside Bliss, a stylish 2BR / 2BA top floor condo in Downtown OC. Relax in the oversized living room, stream your favorite shows and music to any of the smart tvs, or watch the sunset on the porch. The fully equipped kitchen, washer & dryer, and two full bathrooms will make your stay feel like home. Just a short walk to some of OC's best restaurants, nightlife, the boardwalk, and the beach. Steps away from the White Marlin Open weigh-ins and OC Air Show

Superhost

Home in Ocean Pines

4.76 out of 5 average rating, 292 reviews

3BD/2BA House-Mins to OC! 75'TV. Quiet Location

My place is close to Ocean City, MD, 10 minute drive. Close to restaurants and stores. Very close to Downtown Berlin, MD and it's quaint Downtown. 25-30 mins from Salisbury, MD. You’ll love my place because of a quiet location on a small cul de sac. Easy access in and out of community, near the entrance. My place is good for families (with kids). Lot of room to spread out and unplug:) Must be over 21 to reserve:)