
Family-friendly holiday rentals in Cecil County
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Top-rated family-friendly rentals in Cecil County
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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.

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
The cottage is waterfront and a PERFECT spot for a romantic couples getaway! honeymoon/celebrations Designed with that in mind, it has a hot tub,kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed,a chandelier & 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

Heart of Downtown NE Apt!
Updates: we have updated the master bed to a king. We have also updated the living room sleeper sofa! We try to check in as often to keep the space comfy and fresh. Spacious 2 bed, 1 bath 2nd floor apartment located in the heart of downtown North East! Located directly on Main Street right in the heart of all restaurants and shopping. Located a short walk (and even shorter drive) to the marina. Park your car and don’t worry about a thing! Please note it can sleep 6 adults and 2 children.

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!

*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.

Private Country Guesthouse Getaway Minutes from UD
Come stay at this relaxing private getaway! Located 10 minutes from the University of Delaware and tax-free Delaware shopping, 5 minutes from the breathtaking Fair Hill State Park and Milburn Orchards. The guesthouse is completely private, boasting a front deck and back deck surrounded by nature. The living room, bedroom, bathroom, and convenient kitchen are completely private. As a guest, you'll have the privilege of accessing the pool, which is exclusively reserved for you.

Countryside-Stable House-Open Studio-Quiet for 2
Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Cottage Just Off North East's Main Street
Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.

Quarry Landing • River Views in Historic Town
Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Syd 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.

Retro Downtown One Bedroom at JoRetro
Enjoy a nostalgic retreat at our renovated mid-century modern apartments in downtown Havre de Grace, situated above JoRetro. Choose from four retro decorated units, each inspired by an iconic Pyrex design. Relax on the queen-size bed, with luxury linens, and enjoy retro and vintage items, including Butterprint Pyrex pieces. Explore a variety of restaurants and unique shops

The River Cottage
Take it easy in this unique cottage built in the 1800s nestled upon the Granite Cliffs of Port Deposit Maryland. While enjoying your tranquil get away you’re minutes from local shops, local dining, local wineries, local breweries and a local marina. There is plenty of sightseeing and wildlife. If you enjoy fishing and kayaking it’s just a short distance away.
Popular amenities for Cecil County family-friendly rentals
Family-friendly home rentals with a hot tub

Dusty's House

The Sunset House

Tranquil and relaxing escape at Morton Hall

Waterfront Cabin on the Chesapeake

Large Cabin w/ RiverView&Hot Tub

Cozy Log Cabin on the Bay at Sandy Cove

Waterfront Paradise on the Bay

A Waterfront Christmas for 2025 is still available
Family- and pet-friendly home rentals

Red Point Lighthouse

The Mint Cottage in Chesapeake City

Cottage at the bay We are pet friendly

Historic Chesapeake City Stay

Creekside Forest Nature Retreat : Mongolian Yurt

Cozy Cottage Elkton North East 3bed 2 bath Patio

Sunset Dome Rustic Camping | King Bed | Small Farm

1 Bedroom Suite Downtown with Chesapeake Bay View
Family-friendly home rentals with a pool

Red, White & Waterview Studio Apt with pool

Creek front home *heated pool open year round!*

Your own peaceful, natural retreat!

Patterson Park Penthouse with Rooftop Deck!

Gunpowder Retreat

A home away from home

Bright and Cozy 2nd floor apt

Dragon In My Cabin By The Pool Jacuzzi and Sauna
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- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Pennsylvania Convention Center
- Lincoln Financial Field
- Citizens Bank Park
- M&T Bank Stadium
- Fortescue Beach
- Longwood Gardens
- Fairmount Park
- Oriole Park at Camden Yards
- Betterton Beach
- Penn's Landing
- Hampden
- Philadelphia Museum of Art
- Sandy Point State Park
- 30th Street Station
- French Creek State Park
- Marsh Creek State Park
- Philadelphia Zoo
- Caves Valley Golf Club
- Aronimink Golf Club
- The Franklin Institute
- Wells Fargo Center
- Crystal Beach Manor, Earleville, MD
- Valley Forge National Historical Park
- Independence Hall