
Family-friendly holiday rentals in Maryland Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maryland Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Tiny House at Good Earth, near Bethany Beach
A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
Launch your fabulous beach getaway at amenity-rich Sunset Cove at Sea Watch, part of an oceanfront condo complex offering 3 pools, complimentary movie theater, game room, gym, and much more. Enjoy spectacular ocean and bay views from 2 balconies, smart TVs in every bedroom and living room with provided satellite programming, fully equipped kitchen, comfortable living and bedroom spaces–and that’s just the beginning as your group has a blast at the beach and all of Ocean City’s fun attractions.

19th Century Cottage with Modern Amenities
Book your Hallmark Christmas stay today, fully decorated by Thanksgiving until the end of January!! Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

The Hideaway By The Bay OCMD
Relax and enjoy your stay in this bright and welcoming waterfront, 1 bed, 1 bath condo. Bring your kayaks or paddle boards! This condo is located right off of 28th street, on the bay. It is a 14 minute walk to the beach and the Ocean City boardwalk, and within walking distance to many Ocean City attractions. All guests are provided with an electronic WELCOME BOOK prior to arrival which includes everything we think they will need to know about the condo and the surrounding area.

A-mazing Beach Cottage on Canal & Trolley Route
Welcome to our beach house! An "A"dorable cottage located on Bethany Canal, an easy walk, bike ride, or trolley to the Boardwalk and BEACH! Perfect for families (comfortably sleeps 4 adults and plus children), and small groups of friends alike! 3 bedrooms, 1 full bathroom, plus an enclosed outdoor shower. Very clean, tons of natural light, and plenty of outdoor space -- including a relaxing and bright sunroom/porch, small deck out back with a grill, and large front porch.

Seaside Sunroom, No cleaning fee, No Wi-Fi.
Bright small space, attached to main house, but has it's own entrance. Room has a queen bed, full bathroom with tub, Keureg style coffee maker, mini fridge; live plants in room, 7 min drive to Bethany Beach. View and access to backyard seating, chimnea, No WIFI, no TV. Beach gear available.There is no access to or from main house, but some muffled noise can be heard during the day, including a small dog. Self check in with a key, but no late check in, please, ty!

Sun, Sand & Sea | Your Cozy Oceanfront Hideaway
-Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more! **2025 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. This does not impact our condo, but you will not be able to use these amenities.**

WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi
Welcome to our stunning oceanfront retreat! This luxurious property offers the perfect combination of comfort, style, and breathtaking views. With a spacious J-shaped wraparound balcony, you can indulge in panoramic vistas of the sparkling ocean waves from every angle. Ideal for groups of up to 8 guests, this two-bedroom, two-bathroom getaway provides ample space for everyone to unwind. Book today for the vacation you'll never forget!

Water Front Condo w/Pool Short Walk to Beach
FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!

Oceanfront Family Oasis: Pool, Beach & Parking!
Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.
Popular amenities for Maryland Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Oceanfront Carousel building, Swimming Pools!

Beautiful Beach-View Condo

Ocean View Paradise w/Hot Tub & Free Massages!

Lakefront slps 6; beach, pools, tennis, gym, view!

Epic Luxurious Mansion Bayside Pools Tennis

White Marlin Cottage*hot tub*

Direct Ocean Front/Gorgeous Views/Indoor Pool

Extraordinary Oceanfront Penthouse - Unit 1209
Family- and pet-friendly home rentals

Luxury water-view condo with high-end finishes

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!

The Winkler

Pet friendly cottage 4 blocks to Beach

Stunning private waterfront suite

The Laurel House - Large fenced in yard!

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!

Beautiful Waterfront Home-Private, Clean, Relaxing
Family-friendly home rentals with a pool

Townhouse • Beach • Pool • EV Charge • Theater

Beautiful waterview 2B condo w/Dock&Close to Beach

Welcome to our beach retreat!

The Coastal Condo

Beautiful Cottage W/ shared pool & close 2 beach

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

BaysideGetaway | 2 Blk to Beach & Boardwalk | Pool

Fenwick Island Sunset Retreat
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Outer Banks Holiday rentals
- Rentals with a patio Maryland Beach
- Apartment rentals Maryland Beach
- Flat rentals Maryland Beach
- Rentals with pools Maryland Beach
- Rentals with an accessible-height toilet Maryland Beach
- Townhouse rentals Maryland Beach
- Fitness-friendly rentals Maryland Beach
- Rentals with a fireplace Maryland Beach
- Rentals with a washing machine and dryer Maryland Beach
- Beach house rentals Maryland Beach
- Rentals with beach access Maryland Beach
- Beachfront rentals Maryland Beach
- Waterfront rentals Maryland Beach
- Rentals with outdoor seating Maryland Beach
- Rentals with a hot tub Maryland Beach
- House rentals Maryland Beach
- Pet-friendly rentals Maryland Beach
- Family-friendly rentals Ocean City
- Family-friendly rentals Worcester County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Ocean City Beach
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Assateague Island National Seashore
- Dewey Beach Access
- Willow Creek Winery & Farm
- Assateague Beach
- Pearl Beach
- Jolly Roger Amusement Park
- Big Stone Beach
- Peninsula Golf & Country Club
- Cape Henlopen State Park
- Northside Park
- Poodle Beach
- Poverty Beach
- Bear Trap Dunes
- Higbee Beach
- Bayside Resort Golf Club
- Baywood Greens Golf Maintenance
- Stone Harbor Beach
- Towers Beach
- Jolly Roger at the Pier




