Family-friendly vacation rentals in Wilmington

Bancroft Cottage | Elegant Parkway Home

This charming and well-appointed Cape Cod Revival cottage sits on a corner lot of elegant Bancroft Parkway, near Wawaset Park. Featuring a screened-in porch, gourmet kitchen, and private parking, Bancroft Cottage welcomes family groups as warmly as it does visiting professionals. Despite the peaceful location, the property is very much ‘in town’ — within walking distance of Wilmington’s Trolley Square, the Delaware Art Museum, and a 10-minute drive to the Amtrak station and business district.

Downtown Luxury | Free Parking | Steps to DuPont

Experience the perfect blend of historic character and modern luxury in this beautifully renovated townhouse steps from Rodney Square. Whether visiting for business, events or a retreat, this centrally located home is within walking distance of Wilmington’s top dining, nightlife and the iconic Hotel DuPont. • Plush, hotel-quality bedding for restful sleep • High-speed Wi-Fi ideal for remote work and streaming • Roku Smart TVs • Private off-street parking — a rare downtown amenity Book today!

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!

Historic J. Pyle House Main St Location Pets OK!

The J. Pyle House, built in 1844, is in the National Historic District of Kennett Square, PA. We are in the heart of walkable downtown Kennett Square and a quick 6 minute drive to Longwood Gardens. The townhome has been lovingly restored to reflect its mid-19th century roots, while providing an updated, cozy place to relax while visiting our quaint town. 45 min to the PHL airport, 25 min to Wilmington, DE, 25 min to West Chester University, 6 min to Longwood Gardens 15 min to Winterthur

“McDaniels Corner” (Cozy Home in North Wilmington)

When you step into "McDaniel's Corner" you get a Quiet and Modern Feel in a 'Cozy' Early Twentieth Century brick home. This cozy home has our guests feeling comfortable and relaxed while providing modern day luxuries in this historic home. You can’t beat this central location close to Longwood gardens, Winterthur, the Nemours Estate and so much more. There are also tons of great restaurants, bars, supermarkets, coffee shops, Nemours Children’s Hospital and so much more to see and do.

Dog Friendly Cottage with Fully Fenced in Yard

Welcome to The Cottages on Orchard, a charming 1BR/1BA cottage built in 1920 by author Victor Thaddeus. Nestled on a natural wooded lot, this bright & airy home is entirely fenced in, perfect for up to two guests with dogs. Conveniently located in whimsical Ardentown, Delaware, the cottage is just 2 minutes from I-95 South & 10 minutes from downtown Wilmington, offering easy access to local attractions. Enjoy the surrounding woods, hiking trails, creek, & more. READ HOUSE RULES

Cool Springs Small Townhouse

This 2-floor apartment is a short drive from most of Wilmington’s attractions and conveniently located near I-95, making it easy to get to other nearby cities as well. It will feel like your own small private townhouse with its private entrance and front deck. You can also easily walk to restaurants located downtown. You will be able to prepare meals in the kitchen and enjoy them in the adjacent dining room. The larger bedroom has a desk for the student/ working traveler.

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.

Boardwalk- Modern Oasis with King Bed, Fast WiFi

Escape to our stylish ground-floor apartment in Wilmington's historic Cool Springs district. This 1-bedroom retreat fits 2 guests and features a king bed, workspace, and modern kitchen. Perfect for couples or business travelers seeking a blend of historic charm and modern comfort. Located in an 1800s building, you're minutes from the Riverfront and downtown. (We require ID, signed agreement, and a $500 security deposit may be charged at the host's discretion)

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

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!