Family-friendly holiday rentals in Wilmington

Private Guest Suite and Entrance

Seeking a romantic getaway or respite from a long work day? You'll love relaxing "at home" in your private 1 BR suite. We are located in a tree lined quiet community. Convenient shopping & restaurants are within walking distance. Short & extended rentals for business travelers or those relocating. Minutes from historic Chadds Ford & the scenic Brandywine Valley, plan to tour our Wine & Ale Trail, hike our greenways or experience the many duPont Chateau's with their glorious gardens & grounds.

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!

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!

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)

Newly built Tiny House in Historic Kennett Square

Custom-built tiny house Cottage with designer touches. Main floor has living area, full bath, and laundry. Loft bedroom with queen bed and full ceiling height, accessed by stairs. Fully equipped kitchen with full appliances, cookware, table settings, and coffee. Smart TV, high-speed internet, and on-site parking. Two blocks from downtown Kennett Square dining, shops, and breweries. Near Longwood Gardens and Brandywine Valley attractions. Max 2 guests.