Family-friendly holiday rentals in Cecil County

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!

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.

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.

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.

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.

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

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.

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.

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.