Holiday houses in Kirkwood

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Top-rated holiday rentals in Kirkwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A stylish living space features a dark blue sofa adorned with colorful throw pillows. A natural wood coffee table occupies the center, complemented by a decorative bowl. The backdrop displays floral wallpaper, creating an engaging and lively atmosphere.
Apartment in Chesapeake City
4.98 out of 5 average rating, 53 reviews

The Pearl: A hip & cozy canal-side apartment

The Pearl is located in the heart of historic Chesapeake City; just steps from all the boutiques, restaurants & nightlife with a lovely view of the C&D Canal. It's cozy, but functional with 2 workspaces, 2 bedrooms & all the amenities you'd want in your home away! We provide a Nespresso machine & excellent coffee, snacks, sparkling water, full kitchen,etc. It's got a 70s vibe, an eclectic combo of euro/scan/boho hip! It's not your usual Victorian spot. Come stay with us, you won't regret it!

Guest favourite
A spacious living room is presented with natural light streaming through large windows. Minimalist furniture includes a comfortable sofa and two accent chairs. A round coffee table is centrally located on a patterned area rug, complementing the neutral color palette of the room.
Home in Bear
4.96 out of 5 average rating, 26 reviews

Ideal for work crews and families, long term perks

✔ Spacious open floor plan ✔ Outdoor dining ✔ Quiet neighborhood ✔ 5 beds total with optional twin in 1st-floor bedroom ✔ 30+ day stays welcome ✔ 1 GB Wi-Fi ✔ Dedicated workstations in each bedroom ✔ 5 Smart TVs - Master has a 55" ✔ In Unit Laundry ✔ Fully Stocked & Equipped Kitchen ✔ Garage Access for storage ✔ Off street parking for two oversized vehicles ✔ Street Parking ✔ Prime Location: Go to "Neighborhood Highlights" to view nearby hospitals, schools, places to visit, etc.

Guest favourite
Home in New Castle
4.93 out of 5 average rating, 14 reviews

Elegant Spacious Family Gem • 20 Min to Wilmington

Step into the spacious and elegant 3BR 2.5BA family getaway in the tranquil and friendly New Castle neighborhood. It promises a relaxing retreat with quick access to I‑95 and Route 1, with a short drive from the tax-free Christiana Mall, restaurants, shops, and exciting attractions. The vintage ambiance paired with modern comforts and a rich amenity list will leave you in awe. ✔ 3 Comfortable Bedrooms ✔ 3 Lounge Areas ✔ Full Kitchen ✔ Backyard ✔ Smart TV ✔ Wi-Fi ✔ Parking Learn more below!

Top Guest favourite
Home in Middletown
5 out of 5 average rating, 21 reviews

Private Guest Suite

Our suite features a 3-speed ceiling fan with dimmable overhead lighting, a kitchenette, a bidet toilet, an office nook, and more. While this space is most comfortable for 2 people, up to 2 additional people may be added to your reservation for a fee and we will provide an air mattress. Please note: our home shares a small mud room-style entrance with the guest suite, however the suite has a lock and is private with its own bedroom, bathroom, and kitchenette. We look forward to hosting you!

Guest favourite
Apartment in Bear
4.94 out of 5 average rating, 32 reviews

Relaxing Ranch Getaway near Christiana Mall & Univ

Charming 3BR/2BA ranch retreat in Bear, DE! Perfect for families or business travelers, this home comfortably fits your group. Features a custom kitchen, cozy fireplace, deep soaking tub, and a large, fully fenced-in backyard. Just minutes from the University of Delaware, Christiana Mall, and major corporate offices. Enjoy high-speed WiFi and dedicated parking. (You will need to provide government-issued photo ID to us and a $1,500 security deposit may be charged at the host's discretion)

Guest favourite
The interior features a cozy sitting area with a brown leather couch and a dining nook with a wooden table surrounded by cushioned benches. Natural light enters through the windows, illuminating the warm wood finishes and soft decor.
Campervan/RV in Bear
4.94 out of 5 average rating, 16 reviews

Tiny Home, quiet, fire pit and grill

Escape to your Tiny Home Tranquil Oasis - a cozy, clean, private space amidst nature's embrace. Relax, recharge, and reconnect in this idyllic haven. Unwind in the thoughtfully designed interior, cook delightful meals in the well-equipped kitchenette, and sleep peacefully in the snug loft. Outside, enjoy outdoor seating and the magical sounds of nature. Ideal for adventurous souls or alone time. Your unforgettable escape awaits! Book now! This memorable place is anything but ordinary.

Guest favourite
Guest suite in Bear
4.95 out of 5 average rating, 138 reviews

The Getaway! Romantic and Fun! Hot Tub/Dance Pole

Welcome to The Getaway. Come for a fun girls night in or for a romantic getaway and enjoy some alone time with a spacious Jacuzzi, dance pole, cuddle up by the electric fireplace, watching all your favorite movies on a 4k curved tv and mini bar with complimentary wine. You have access to a fridge , microwave and airfryer! We decorate and offer massage table! We have everything you need for an intimate experience. Book Our private & unique Basement Suite IG _thegetawayairbnb

Guest favourite
Home in Newark
4.95 out of 5 average rating, 57 reviews

Bohemian Minimalist Haven

Thoughtfully designed Newark stay featuring bohemian-minimalist décor, warm natural light, and pet-friendly comfort. The home includes a fully stocked kitchen and a private washer and dryer for longer or more convenient stays. Enjoy fast access to the Christiana Mall/ Fashion Blvd., University of Delaware, and dining. Located in a modest and quiet neighborhood that’s practical, central, and easy to navigate, with two dedicated parking spots directly in front of the home.

Top Guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 286 reviews

Long Beach Cottage, Hot Tub, Beachfront

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...

Guest favourite
The kitchen area is equipped with stainless steel appliances and granite countertops. A microwave and coffee machine are visible, alongside cabinets showcasing various kitchen supplies. A colorful mat lies on the polished wooden floor, and a wall clock is mounted above the countertop.
Guest suite in Bear
4.88 out of 5 average rating, 252 reviews

Luxurious apartment/studio with private entrance

Private luxurious apartment/Studio with Bose surrounding music system, at the back of a new construction (guest suite). Everything is private, nothing is shared, private washer/ dryer (2 in one), private entrance, private bathroom kitchen and private patio. Safe place (working smoke and carbon monoxide detectors) with all amenities brand new. Close to University of Delaware ,Christiana Hospital and Christiana Mall.

Top Guest favourite
The exterior of the two-story home is showcased, featuring a gray facade with white trim. A welcoming porch extends along the front, framed by colorful flower beds. Maryland flags are displayed, and a covered area is visible on the side, enhancing the property's charm.
Home in Chesapeake City
5 out of 5 average rating, 63 reviews

McReynolds-Woods House -Private 3 Bedroom Home

Enjoy this private home located on the South Side of Historic Chesapeake City C.1870. The property is walking distance to dining, shopping & local attractions. Stroll around town, enjoy the beautiful views or spend time relaxing on the porch. Small dogs allowed (two only under 25 lb.). We have a small fenced yard which is nice for the little ones and there is off-street parking in driveway on side of the house.

Top Guest favourite
A welcoming porch features white adirondack chairs and a small blue table. A lantern and a decorative container are placed nearby, with the house's yellow exterior and orange shutters providing a cheerful backdrop. The view includes trees and street activity.
Cottage in Chesapeake City
5 out of 5 average rating, 124 reviews

Bohemia Bungalow

Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

Popular amenities for Kirkwood holiday rentals