Kid-friendly holiday rentals in Wilmington

Spacious & Quiet, 5 Min Walk to Main St, Rooftop!

Spread out in a clean and quiet homebase, yet just a 5 minute walk to main street! Newly renovated, our 4 bedroom home features upscale finishes, comfy beds, child-friendly amenities and a rooftop hangout. ⭐ “Quiet, very comfortable, convenient, super clean, great kitchen amenities!” 🌆 HIGHLIGHTS ✓ 5 minute walk to restaurants, bars, shops and trails; 3 blocks from train station ✓ Stay-in w/ streaming options, games & stocked kitchen ✓ Breathtaking views from our rooftop lounge

Blue on the Bay

2 bedroom cottage in historic Charlestown with screened porch, large yard & sitting area located in walking distance to the river and beach area. Walk to 3 local restaurants. Community playground, tennis courts, basketball court, pickle ball court, skate park & baseball field all in walking distance. Bring your boat, kayak & fishing poles. Boat launch available . Kayak, sup & pontoon rentals available. 15 minute drive to Great Wolfe Lodge. Monthly discount available, ask for details

Dreamwood on main w/ hot tub + toy room for kids

Make memories with your whole family at this beautiful cozy place . You are at a convenient location right along Main Street (Route 23 ) with lots of places to visit near by . Our patio has a grill, a hot tub, and picnic table with extra seating , a perfect place for a relaxing evening outside . Our fully functioning kitchen  will make cooking meals easy . And the basement has a kids play area and a foosball table .  We hope you might enjoy the space as much as our family does .

The Log House at Twin Brook

A cozy family getaway. While staying here, you will get to live in this historic stone home with a beautiful log addition. The original structure was built in the 1700s and served as the servant's quarters for the stone house across the road where your hosts now live. Set out in the country, you will be delighted with the peaceful environment created by the woods, fields, and buggies going by on the road. The house is set close to the road, so traffic can be heard at times.

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 t 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.

Beautiful 1 Bedroom in the Heart of Chestnut Hill

Welcome to our quiet, lately renovated apartment just steps from historic Germantown Avenue in the heart of Chestnut Hill. This charming neighborhood offers a perfect blend of tranquility and convenience, with Pastorius Park and all the local shops, cafes, and attractions. The apartment features a spacious, open floor plan with a fully equipped kitchen, a cozy living area, a restful bedroom, and a private entrance—all designed to make you feel right at home.

Creekside Getaway

Your family will be close to everything when you stay at this centrally-located place. With a creek at the back of the property with cows and horses on the other side at times, you feel like you're in the peaceful countryside while being minutes from local restaurants and attractions. The house is located on a quiet street which makes for a relaxing stay. The house provides ample space for your family to spread out and get comfortable.

Cottage On Main-cozy 3/1.5 near Shady Maple

Escape to this peaceful haven surrounded by picturesque Amish farmland. This 3-bedroom, 1.5-bath retreat is thoughtfully designed to make you feel at home. Cook in the fully stocked kitchen or savor local takeout. Start your day with coffee on the front porch, observing the charming buggies passing by. Experience serenity and comfort in this idyllic rental, perfect for a relaxing family getaway.

Downtown Living in North East, MD!

Beautiful 1794 cottage captures charm of past with all modern amenities! Just steps from shops, restaurants, and park, cottage backs to North East Creek where heron and fish abound! A perfect getaway as you explore all the Chesapeake has to offer!