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

Cozy Cottage Elkton North East 3bed 2 bath Patio
Hacienda on the Hill! Perfect country & city location! Close to North East activities, fishing tournaments & shows. Newark& UofDE(20min). Sandy Cove & North Bay(20 min). Quiet, end of gravel road location. Offering 3 bedrooms 2 full baths & stocked kitchen. Backyard patio w/seating, & fire pit. The best part, just 1 mile to quaint downtown North East with free parking!! 1 mile from seafood, mexican, steak house, coffee shops, grocer, convenience store etc. Relax, visit, enjoy each other NO TV's
4.82 out of 5 average rating, 404 reviews
Persimmon Pastures
A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.
4.97 out of 5 average rating, 713 reviews
Upper Chesapeake Getaway
Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!
4.96 out of 5 average rating, 171 reviews
Red Point Lighthouse
Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.
4.96 out of 5 average rating, 137 reviews
*The Cottage at Sorrelbay Farm*
*The Cottage at Sorrelbay Farm* Quint cottage on a 6 acre Farmette, 3 miles from Fair Hill, State Park! This adorable little cottage sits on a small horse farm in Fair Hill, Maryland. The farm is a short 7 minute drive to Fair Hill, 15 min. to Newark, DE and 15 min. to the Chesapeake Bay! The cottage was completely remodeled in 2018 with new floors, new paint, new counter-tops and upgraded bathroom and kitchen. Front porch offers views of horses and beautiful farm fields.
4.94 out of 5 average rating, 123 reviews
Waterfront cabin home - 9+ private wooded acres
Gunpowder Cabin is a peaceful getaway set on 9+ wooded acres and a private drive in Northern Maryland, just an hour from Baltimore. With a half mile of hiking trails, and over 600 feet of frontage on Octoraro Creek, there are numerous options for taking in the natural beauty: warm up by our two firepits, lounge in a hammock, take a dip in the river, or fish for trout from the shoreline. A secluded retreat that feels remote, but moments from the civilization you came to escape.
5.0 out of 5 average rating, 132 reviews
Long Beach Cottage, Hot Tub,Wood Burning Fireplace
The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...
4.96 out of 5 average rating, 298 reviews
Top of the Chesapeake - Private Waterfront Home
Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.
4.92 out of 5 average rating, 249 reviews
Delightful 12x16 Glamping Gazebo/Tent
Rustic/Glamping Gazebo/Tent situated privately on our property (backyard) of 1.5 acres in a residential neighborhood. As it says Rustic and “Glamping”..meaning an upgraded camping experience, but by no means can we offer the same comfort temperature wise as an indoor setting. A fun stop for the night, or enjoy a full evening with a movie and firepit. Also, there are plenty of restaurants to choose from in the area, as well several local breweries.
4.92 out of 5 average rating, 168 reviews
Chapel Cottage |Hot Tub |Pet Friendly |Near Ripken
Welcome to our cozy hideaway nestled in the heart of Havre de Grace, Maryland. Whether you’re seeking relaxation or adventure, our thoughtfully designed cottage offers comfort, convenience, and a touch of whimsy. Enjoy your own fire pit in the private pet friendly fenced in yard. 6 person hot tub, towel warmer and cold plunge in the She Shed. We are 3.5 miles from downtown (waterfront) Havre de Grace, and less than 5 miles from Ripken Stadium.
4.99 out of 5 average rating, 111 reviews
A Sweet Escape
Welcome to your sweet escape. A unique 2 bedroom apartment above our Ice Cream Parlor in quaint Havre de Grace. Our Airbnb is Candy and Ice Cream themed. Let us know what your favorite ice cream is and we will have it waiting for you in the freezer when you check in. Situated a few walkable blocks from downtown, wedding venues, restaurants, breweries and the waterfront. Approximately 8 miles from Ripken Stadium.
4.97 out of 5 average rating, 128 reviews
South Acres
Unplugged retreat. Great for birders, piano players, gardening fans, antiquers. Twenty minutes from historic Havre de Grace. Nearby gardens include: Longwood Gardens; Chanticleer Garden; Winterthur Museum, Garden, and Library; and LaDew Topiary Gardens. Small kitchen with microwave, sink, fridge, and coffee maker. Private entrance. Smoke detectors, hair dryer. No WiFi. No stove.
4.98 out of 5 average rating, 322 reviewsPopular amenities for Cecil County family-friendly rentals
Family-friendly home rentals with a hot tub

Sunset River Cottage
4.85 out of 5 average rating, 115 reviews
Waterfront Paradise on the Bay
4.95 out of 5 average rating, 39 reviews
The Sunset House-Hot Tub-Sauna
4.95 out of 5 average rating, 91 reviews
Farm w/ Sheep | HotTub | Swing set | Pool Table
4.91 out of 5 average rating, 11 reviews
Dusty's House
4.98 out of 5 average rating, 247 reviews
The Cooper House in Charlestown, MD
4.99 out of 5 average rating, 98 reviews
Eagle View Bay House | Waterfront + Hot Tub
5.0 out of 5 average rating, 4 reviews
Bush River Waterfront Retreat. Hot Tub*Kayak*Pier
4.88 out of 5 average rating, 17 reviewsFamily- and pet-friendly home rentals

The Fishing Factory
4.95 out of 5 average rating, 108 reviews
Port Right Side *easy stay near 95* Port Deposit
4.87 out of 5 average rating, 126 reviews
Bohemia Vista CC Horse Farm Apartment
4.93 out of 5 average rating, 200 reviews
Summer Season @ Old Lock View Chesapeake City MD
5.0 out of 5 average rating, 104 reviews
McReynolds-Woods House -Private 3 Bedroom Home
5.0 out of 5 average rating, 67 reviews
Back Bay Retreat
5.0 out of 5 average rating, 4 reviews
Entire aNORAble House
4.98 out of 5 average rating, 43 reviews
Waldins Chesapeake
4.9 out of 5 average rating, 10 reviewsFamily-friendly home rentals with a pool

The Mint Cottage in Chesapeake City
4.9 out of 5 average rating, 118 reviews
Private Country Guesthouse Getaway Minutes from UD
4.97 out of 5 average rating, 175 reviews
Breathtaking Waterfront w/pool and private dock
4.95 out of 5 average rating, 20 reviews
Beach Haven Hideaway ~ stunning water views!
5.0 out of 5 average rating, 49 reviews
Historic Victorian Walkability Chesapeake City
5.0 out of 5 average rating, 15 reviews
Spacious family home w/pool, sauna & hot tub
5.0 out of 5 average rating, 24 reviews
Best kept secret beach-condo on the Chesapeake Bay
4.94 out of 5 average rating, 32 reviews
3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
4.86 out of 5 average rating, 49 reviewsDestinations to explore
- Cottage rentals Cecil County
- House rentals Cecil County
- Waterfront rentals Cecil County
- Rentals with a kayak Cecil County
- Rentals with lake access Cecil County
- Private suite rentals Cecil County
- Rentals with a hot tub Cecil County
- Pet-friendly rentals Cecil County
- Rentals with pools Cecil County
- Resort rentals Cecil County
- Flat rentals Cecil County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- M&T Bank Stadium
- Pennsylvania Convention Center
- Longwood Gardens
- Wells Fargo Center
- University of Pennsylvania
- Citizens Bank Park
- Fairmount Park
- Johns Hopkins University
- Federal Hill Park
- Oriole Park at Camden Yards
- Philadelphia Museum of Art
- Dutch Wonderland
- Betterton Beach
- CFG Bank Arena
- Baltimore Convention Center
- Dover Motor Speedway
- Amish Village
- University of Delaware
- Drexel University
- French Creek State Park
- Spooky Nook Sports
- Lincoln Financial Field
- Philadelphia Zoo
- Patterson Park





