Holiday rentals in Wilmington

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Top-rated holiday rentals in Wilmington

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Top guest favourite
A bright bedroom features a queen-size bed with plush bedding and decorative pillows. A wooden dresser with a mirror and two lamps are positioned alongside. Natural light filters through the window, highlighting a cozy armchair in the corner. Two doors lead to adjoining spaces.
Guest suite in Wilmington
4.99 out of 5 average rating, 289 reviews

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.

Guest favourite
A charming exterior view features a light blue door framed by lush greenery and vibrant flowers. A cozy seating area with a rustic wooden chair is visible in the foreground, surrounded by a beautifully landscaped garden, creating an inviting entrance to the tiny house.
Tiny home in Wilmington
4.95 out of 5 average rating, 421 reviews

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.

Top guest favourite
A sunlit sunroom features large windows surrounded by vibrant greenery. A well-maintained lawn is visible with flowering shrubs in shades of pink, complemented by a wheelbarrow nearby. The brick exterior of the home provides a classic touch to the inviting outdoor space.
Flat in Wilmington
4.82 out of 5 average rating, 416 reviews

“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.

Top guest favourite
The bedroom features a spacious bed with neutral-colored linens and a decorative pillow. A side table and a chair are present, with a lamp providing soft lighting. A piece of artwork hangs above the bed, and a window allows natural light to filter in.
Flat in New Castle
4.98 out of 5 average rating, 127 reviews

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.

Guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 256 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & 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...

Superhost
A modern kitchen features stainless steel appliances, granite countertops, and a sleek design. A workspace with a computer monitor and comfortable chair is positioned beside a window, allowing natural light. Stylish bar stools are arranged at the kitchen island, enhancing the open layout.
Apartment in Wilmington
4.91 out of 5 average rating, 236 reviews

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.

Top guest favourite
The front entrance of the home features a well-maintained pathway bordered by lush greenery and flowering plants. An elegant lamp post stands beside the path, illuminating the approach to the entrance where double doors and a decorative American flag are positioned.
Serviced apartment in Chadds Ford
4.99 out of 5 average rating, 259 reviews

Silo Suite

Welcome to our charming suite located in the heart of the historic Brandywine Valley. Nestled within the entrance of a beautifully converted 12,000 square foot barn home, this space offers a truly unique and memorable stay. Our special place is perfectly situated between the renowned Brandywine River Museum and the Chadds Ford Winery, and in just minutes, you can explore the enchanting beauty of Longwood Gardens or dive into the world of history at Winterthur.

Superhost
Flat in Wilmington
4.91 out of 5 average rating, 292 reviews

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)

Top guest favourite
A charming cottage with a green, A-frame roof is framed by blossoming dogwood trees. A gravel path leads to the entrance, which is flanked by lush greenery and flowering shrubs, providing a tranquil and inviting approach.
Place to stay in West Chester
4.98 out of 5 average rating, 256 reviews

Private West Chester Cottage close to Longwood

Treat yourself to time away in the heart of Chester County history and horse country. This charming little gem, privately nestled under the evergreens is surrounded by acres of American history dating back to the 1700s. Tucked behind the property's historic stone farmhouse is the newly refurbished cottage which you'll have to yourself. The cottage is tastefully decorated with vintage treasures & has spectacular views of the unique property & gardens.

Top guest favourite
Apartment in Newark
4.92 out of 5 average rating, 37 reviews

Quiet condo near Christiana, UD, Wilmington | Desk

✨ Spacious Newark Getaway Near Christiana & UD Welcome to your home away from home in the heart of Newark, Delaware! 🌿 Our peaceful and secluded retreat is tucked away in a quiet neighborhood yet just minutes from Christiana Hospital, Christiana Mall, the University of Delaware, and downtown Wilmington. Whether you’re visiting for work, family, or leisure, this bright and spacious home is designed for both comfort and convenience.

Top guest favourite
A bright living area features light wood flooring and a neutral color palette. A comfortable sofa is positioned beside a wooden coffee table. Open shelving and a kitchen counter with bar stools are visible, complemented by natural light streaming in through large windows.
Serviced apartment in The Highlands
4.97 out of 5 average rating, 33 reviews

Luxury 2-Bed 2 Bath Apt in Beautiful Wilmington

Located in the iconic Highlands, this luxury apartment has everything you’re looking for. Walk to Rockford Park, the Delaware Art Museum, and Bancroft Parkway—this vibrant area is sure to delight! Part of a rare six-unit renovation of a historic law office building, this apartment blends modern comfort with classic charm. Enjoy your home away from home, and your local host is always available to answer any questions.

Top guest favourite
An open living area features a small dining table surrounded by chairs, adjacent to a comfortable corner sofa. Sliding barn doors lead to a bedroom with a spacious bed. A ceiling fan and unique wall art contribute to the inviting ambiance.
Flat in Kennett Square
4.92 out of 5 average rating, 329 reviews

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*

Popular amenities for Wilmington holiday rentals

When is the best time to visit Wilmington?

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Frequently Asked Questions

  • What are the best places to stay in Wilmington?

    Many travelers choose to stay near Wilmington's riverfront for its lively atmosphere, dining, and access to attractions. Quiet, leafy residential areas are also frequently suggested for a local experience.

  • What are the best things to do in Wilmington with kids?

    Families enjoy Wilmington’s interactive science and art museums, green parks with playgrounds, and the lively riverfront area. Seasonal festivals and outdoor exploration spaces are frequently suggested for children.

  • What are some of the best things to do in Wilmington?

    Explore art museums, stroll the riverfront for local shops and eateries, and wander through gardens or historic estates. Wilmington frequently hosts cultural performances and seasonal festivals.

  • How is the weather in Wilmington?

    Wilmington has chilly winters near 26–41°F (-4–5°C), and warmer summer days around 68–87°F (20–31°C), with year-round rainfall. Packing layers and a rain jacket is often recommended, especially for outdoor plans.

  • When is the best time to visit Wilmington?

    Late spring through early fall is often recommended for mild temperatures, festivals, and garden blooms. Winters are chilly but suitable for indoor activities and cozy dining experiences.

  • What are the best places to visit in Wilmington?

    Many guests explore the riverfront, art museums, and historic estates, with gardens and cultural centers frequently suggested. The city’s parks and heritage sites are also popular among visitors.

  • What are some hiking trails in Wilmington?

    Around Wilmington, nature preserves and city parks have paved and wooded trails for walking, jogging, or birdwatching. Local gardens may also feature scenic paths suitable for relaxed hikes.

  • What are some family activities we can do in Wilmington?

    Wilmington has vibrant gardens, interactive museums, and family-friendly parks to explore. The riverfront area is popular for strolls, playgrounds, and outdoor activities that welcome all ages.

  • What are some of the best day trip ideas from Wilmington?

    Many travelers enjoy exploring historic estates just outside Wilmington, nearby nature preserves, or heading toward coastal and city attractions around the region. Outdoor spaces and cultural sites are frequently suggested for day adventures.

  • Are there any pet friendly accommodations available in Wilmington?

    Wilmington has pet-friendly vacation rentals in several neighborhoods, including apartments and homes with outdoor areas. Some stays are near parks and walking paths suitable for pets.

  • What are some local tips for visiting Wilmington?

    Consider exploring Wilmington’s neighborhoods for unique eateries and murals, and check community calendars for markets or performances. Many museums and gardens host rotating exhibits, so planning ahead can reveal special seasonal attractions.

  • What is Wilmington known for?

    Wilmington is known for its contributions to American history, diverse cultural experiences, annual festivals, and greenery along the riverfront. The city also has notable art collections and nearby historic estates.

  • What are the best hidden gems to explore in Wilmington?

    Travelers often seek out tucked-away art galleries, historic neighborhoods, or small heritage museums in Wilmington. Quiet spots along local gardens and walking paths make relaxing retreats.

  • What are the best foods to try in Wilmington?

    Wilmington has locally rooted cuisines like crab cakes, soft pretzels, and a variety of regional produce. International restaurants and food markets contribute to a diverse culinary scene.

  • What should I bring for a trip to Wilmington?

    Bring versatile layers for shifting temperatures, a rain jacket for year-round showers, and comfortable shoes for exploring the city’s gardens and parks. Consider packing sunscreen and a reusable water bottle for outdoor activities.

  • What is the nightlife in Wilmington like?

    Wilmington’s nightlife includes laid-back cocktail bars, live music venues, and locally owned restaurants, especially around the riverfront and downtown. Expect a relaxed scene with diverse entertainment and food options.

  • What are the most popular events or festivals in Wilmington?

    Wilmington has annual music festivals, art fairs, and food celebrations often held in spring and summer. Riverfront activities, cultural events, and seasonal heritage celebrations are frequently suggested by locals.

  • Are there family friendly vacation rentals in Wilmington?

    Wilmington has family-friendly stays in residential neighborhoods and near the riverfront, with homes and apartments that feature amenities for groups of all ages. Many local rentals include kitchens, outdoor spaces, and flexible sleeping arrangements.

Quick stats about holiday rentals in Wilmington

  • Total holiday rentals

    Explore 380 holiday rentals in Wilmington

  • Nightly prices starting at

    Wilmington holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 15,830 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 rentals that welcome pets

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wifi availability

    370 of Wilmington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Wilmington rentals

  • 4.7 Average rating

    Wilmington stays receive an average rating of 4.7 out of 5 from guests

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