Family-friendly holiday rentals in Wilmington

Historic Downtown D. Clark House Dog Friendly!

The historic Dorothy Clark House, built around 1907, is in the National Historic District of Kennett Square, PA. We are downtown in the heart of the walkable Kennett Square Borough! This twin home has been lovingly restored to reflect its early 20th century roots, while providing a cozy place to relax while visiting our quaint town. We hope you’ll fall in love with the home like we have! 45 min to Philadelphia airport, 25 min to Wilmington 25 min to WCU, 6 min to Longwood, 15 min to Winterthur

Charming Fully Equipped Private Guest Suite Studio

Relax in a stylish guest suite studio in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.

Cute, cozy and convenient 2BR w/ office

Come relax and enjoy our renovated and stylish home. You’ll be minutes from 95, the Riverfront, Union Street, Trolley Square and downtown restaurants and bars. A perfect place for a work trip, a girls/guys weekend, a visit to see friends or family, and for hosting a dinner party (which we love to do!). Our home is a block away from Canby Park, and is in the family-friendly neighborhood of Bayard Square. The house has all the conveniences you could need, and if you need something, just ask!

Unbelievably Charming Tiny Home w/ Homemade Bread

Completely private stand alone tiny house, comfortable for 1-4 people. Guaranteed the absolute coziest place to stay in Trolley Square. Unusual amenities include: - *Homemade ice cream* - Loaded pantry and fridge - Yoga mats, blocks, & YogaGlo subscription - King size lofted bed Downtown Trolley and Brandywine Park are less than a minute walk. Right next to restaurants, Acme, several coffee shops, bus stop, and bars. Close to many attractions including Longwood Gardens and Winterthur.

King Bed - Center of Historic District

This cute 1 bedroom apartment is located at the HEART of our lovely town. Steps away from some of the most historic places in the entire United States. Come near the weekend and you can tour our informative museums and wayside exhibits while taking in the local culture. We are a close-knit town and are happy to show out-of-towners "the way". On days we are open enjoy a $15/day credit to our cafe next door. Please enjoy your stay! We are so sorry but no pets allowed.

Modern 1BR w/ amazing shower, work station, lounge

1000 sq ft first floor unit of a 2-unit luxury downtown townhouse. As this was my former home, I designed it with my comfort & class in mind. But don't take my word for it: see the reviews! Two free parking spaces. Surprises include: SECRET "speakeasy" lounge via trap door, huge kitchen, powerful A/C, in-unit washer/dryer, high-end sound system, three TVs w/ premium cable, Roku, & Netflix, rain shower, fancy soaps & dishware, Tempurpedic bed, Keurig latte maker.

The Lighthouse

Centrally located in northern Delaware with easy on/off access to 95 and 495. Newer construction, built in 2018. One large bedroom with KING size bed, 1.5 bath, private entrance, living room and full eat in kitchen. Work station area. Twin size pull out in living room. Free WiFi and large smart TVs in living room and bedroom. Deck off of the kitchen and upstairs deck off of the bedroom. Laundry located in bedroom upstairs. NO CLEANING FEE

Tranquil Hilltop Retreat

Escape to a peaceful retreat in our newly remodeled two-bedroom guest cottage, situated atop a scenic hill in Glen Mills. With its light-filled interior and modern amenities, this 1,100 sq ft cottage provides the perfect respite from the hustle and bustle of nearby Media and West Chester. Wake up to the tranquil sounds of nature and enjoy your morning coffee on the cobblestone patio, where you can watch the deer graze in the yard.

Cozy, Creative, One of a Kind

Enjoy activities (ping-pong/dart/board games), then stretch out in the king size bed. Full of host's original art. Driveway parking 10 minutes or less to all that Kennett has to offer (breweries, restaurants, Longwood Gardens, etc.), 1/2 hour to Wilmington or UD, 1 hour to Philadelphia. We live upstairs and you will hear footsteps in the morning before school and afternoons. *Solar Powered*Woman Owned*EV Charger*

Blue Tranquility-Pvt Apt for Quiet Rest

Blue Tranquility is the first floor apartment (apartment A) in a two unit apartment building. It is a cozy one bedroom unit with a large covered porch located on the grounds of the famous Egyptian house. The unit is comfortable for 2 people but will accommodate 4 with the living room couch converting to a bed. The property is conveniently located with plenty of off street parking.

Spacious 1 Bedroom Condo in Trolley Sq w/ Parking!

Welcome to Historic Delaware Ave in desirable Trolley Square! This charming 1 bedroom, 1 bath condo is conveniently situated between the business district downtown and happening night life. Pull in and park in your designated parking space located just steps from your private entrance. This spacious condo is sure to please both leisure and business travelers alike!

Charming cottage on 50 acre Chester County farm

Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.