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.

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Guest favourite

Cottage in Rock Hall

4.91 out of 5 average rating, 124 reviews

Cottage with Modern Updates - Walk to Waterfront!

Historic cottage, fully renovated and located in the heart of Rock Hall. Features open living area, modern kitchen, sunny front porch, big fenced backyard, and patio with fire pit and picnic table. Enjoy everything the town has to offer - fishing, boating, festivals, dock bars, restaurants, shopping, & more. Walking distance to Main Street, marina, Harbor Shack, Waterman's Crab House, The Mainstay. A short drive to Eastern Neck National Wildlife Refuge, Washington College, historic Chestertown.

Guest favourite

Townhouse in Baltimore

4.86 out of 5 average rating, 311 reviews

Park front luxury townhouse

Award winning gorgeous 3-bedroom 3 story park front home. This home was named among the top airbnb's in the country and number one in Maryland by Architectural Digest for 2021. This wide row home comfortably fits 8 adults and 2 children. No luxury has been overlooked. Marble Kitchen stocked with culinary essentials for the foodie group. Jetted tub in every bathroom. Custom lighting package. Chandelier. Leather couches, Imported Persian wool rugs. Enjoy relaxing/yoga/wine at sunset on the roof!

Top guest favourite

Cabin in Chestertown

4.98 out of 5 average rating, 234 reviews

Rivershore Retreat

Escape to Maryland’s Eastern Shore where the pace of life is slower and nature surrounds you. Mid-century modern A-frame with artfully curated décor and a well-appointed kitchen has drop-dead gorgeous river views and its own waterfront and dock. The house sits on a large, private acre lot with plenty of room for kids to play. Short walk to downtown Chestertown with its Farmer’s Market, restaurants and galleries. A perfect get-away for artists, writers or families seeking a low-key vacation.

Guest favourite

Cottage in Rock Hall

4.99 out of 5 average rating, 108 reviews

Cottage by the Bay in Rock Hall, MD

Sunny cottage in quiet waterside town of Rock Hall. Easy walk into downtown: grocery store, cafe, gift shop with beautiful housewares, gifts and jewelry, styling salon, quilt shop, ice cream shop, and local produce market. Gas fireplace, screened porch, stone patio, deck, several bicycles, tv for dvd's. Restaurants, crabs, Eastern Neck Wildlife Refuge, and nearby Tolchester and downtown Chestertown. Public pool, small beach (& picnic gazebos), bike around town...come to relax year round!

Guest favourite

Cabin in Holtwood

4.92 out of 5 average rating, 220 reviews

Beautiful Creekside Cabin

The beautiful cabin is a nature lover's paradise with a babbling brook that offers solace for the body and soul. It is a retreat that will allow you to do social distancing while you feel the presence of God as you relax and take deep breaths! This home has a master bedroom with a queen bed, and a second bedroom with a single trundle bed. This renovated cozy cabin is tucked away in the heart of Lancaster County and is great for married couples, solo adventurers, or quiet retreats.

Top guest favourite

Guest suite in Chestertown

4.99 out of 5 average rating, 221 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.

Top guest favourite

Cottage in North East

4.97 out of 5 average rating, 544 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.

Guest favourite

Cottage in Conestoga

4.86 out of 5 average rating, 364 reviews

Safe Harbor Cottage

This newly remodeled, quaint and cute cottage is sure to please! With over one acre of land to enjoy, beautiful sunrises, a deck with a grill ready to go and of course a HOT TUB to relax in! Enjoy staying among the beautiful countryside of Lancaster County, but a few miles from Lancaster City! Many area attractions listed below for all to enjoy! *Turkey Hill, Enola Low Grade and Columbia Rail Trails *Spooky Nook *Sight and Sound Theatre *Lancaster Central Market

Guest favourite

Home in Perryville

4.93 out of 5 average rating, 214 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.

Guest favourite

Home in Earleville

4.92 out of 5 average rating, 165 reviews

Cozy 4 BR 3 BA Near Chesapeake City

Peaceful, cozy modern cottage with many amenities in a water-oriented community along the Bohemia River. Just minutes from Chesapeake City and located across the street from the water. Our house is perfect for family vacations, tranquil retreats, girl/guy getaways, weddings, wedding guests. Two queen master BR’s w/private baths on the first floor, second floor has one larger BR w/twins and smaller BR w/daybed +trundle and shared bathroom.

Superhost

Home in Quarryville

4.84 out of 5 average rating, 449 reviews

Camargo Inn | spring break retreat

Welcome to our traditional farmhouse set in Lancaster County surrounded by working farms. The Inn is great for families or small groups. Includes five bedrooms, sleeping ten guests! Sit on the front porch overlooking a dairy farm with rolling hills and animals grazing, or enjoy a more secluded backyard view with gardens, small wildlife and an occasional deer. Expect to see Amish buggies frequently passing by the property.

Guest favourite

Guest suite in Sparrows Point

4.88 out of 5 average rating, 174 reviews

Lofty Dreams, 2016 Brookstone RV - Waterfront

41' 2016 Brookstone Fifth Wheel RV located at Jones Creek Marina in Sparrows Point, MD. Convenient, Waterfront Environment near Tradepoint Atlantic, downtown Baltimore, close to I-695, I-95, in a fairly quiet/peaceful environment. The RV is located in a working boat yard. This is not a resort or vacation destination. If you enjoy sitting by the firepit at the waterfront in a quiet cove - you will enjoy this property.