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Holiday rentals in Kirkland

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Top-rated holiday rentals in Kirkland

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

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A two-story home features a light-colored exterior with dark trim. The front yard is well-maintained, showcasing bright flower pots and green grass. The driveway leads to a spacious three-car garage. Large windows enhance natural light and views of the surrounding landscaping.
Home in Belvidere
4.9 out of 5 average rating, 10 reviews

Luxury & Comfort in a Large Home

Beauty, comfort and elegance.. all in one home! This fully fenced home with a 3 seasons room, a patio set, grill and fire pit, perfect for cool nights with your friends and family! Right across the street is a park, a track for walking and a large field for outdoor activities, open to anyone! In a quiet neighborhood with friendly and respectful people around. Grocery stores a few minutes away, downtown Belvidere 5 minutes away and Rockford about 20 mins away with lots of fun activities to offer!

Guest favourite
A cozy living room features a light grey sofa and a wooden table. A television is positioned on a stand, and a patterned area rug complements the space. The open layout allows for a view into the adjacent kitchen area, with natural light illuminating the room.
Home in Rockford
4.92 out of 5 average rating, 102 reviews

Charming 1930s "Kinsey Farms" Cottage

Your family will be close to everything when you stay at this centrally-located place. Easy highway access and less than 10 minutes from downtown - all the fun Rockford has to offer! Located on a quiet, dead end street. Walk to the playground at Ken-Rock park! Several stores/restaurants nearby. One hour drive to Chicago O'Hare airport, and only 3 miles from Rockford Intl Airport. Lots of recreation in the area including Rock Cut State Park, Anderson Japanese Gardens, and Klehm Arboretum. LGBTQ+!

Guest favourite
The exterior of a charming Barndominium is showcased, featuring a neutral color palette with a metal roof. The building displays large windows and a large garage door. Flower planters line the entrance, and well-maintained grass surrounds the structure, enhancing the rural ambiance.
Barn in Clare
4.92 out of 5 average rating, 99 reviews

Haven Estates_: Cozy Barn, Hot Spa & heated Pool

Enjoy a peaceful countryside retreat at this charming Barndominium set on 6.5 private acres, accommodating up to 8 guests This spacious getaway features an 18' x 36' private pool with a hot spa and a solar-heated pool room for year-round relaxation. The Great Room offers open-concept living with comfortable seating, recreation space, and four sleeper sofas. The cozy bedroom includes a king-size bed, while the fully equipped chef’s kitchen boasts an oversized island & a stove with an air fryer.

Guest favourite
An aerial view captures a sprawling five-acre property surrounded by a lush woodland forest. The landscape features a well-maintained green lawn with several trees and pathways, along with multiple buildings nestled together, offering a sense of tranquility in nature.
Home in Harvard
4.95 out of 5 average rating, 214 reviews

Sanctuary Woodland Guest House!

Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Top guest favourite
A hot tub is positioned on a deck overlooking a scenic river view. The water's surface reflects soft light, creating a serene ambiance. A lattice privacy screen is visible in the background, framing the peaceful outdoor setting.
Home in Rockford
5 out of 5 average rating, 145 reviews

Adults-only Red Room retreat with hot tub

Adults-only private getaway on the Rock River with a hot tub, patio, and one-of-a-kind Red Room experience. Perfect for couples wanting privacy, comfort, and something more adventurous than a typical stay. Relax with a scenic river view, enjoy the hot tub, then explore a playful adult-themed space with a St. Andrews Cross, swing, Sybian, and more. Designed for birthdays, anniversaries, date nights, or a private weekend that feels secluded, romantic, unforgettable, and anything but ordinary.

Top guest favourite
A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.
Flat in Cherry Valley
4.97 out of 5 average rating, 454 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

Top guest favourite
Flat in Sycamore
4.96 out of 5 average rating, 80 reviews

Hidden Gem of Sycamore

Keep it simple at this peaceful and centrally-located place. Located just 3 blocks/5 minute from downtown. Walking distance to Blumen Gardens and The Regale Center. Apartment is above garage in the historic district of Sycamore. Private laundry room is available to guests and free of charge. If you’re coming for the car show in July we are just 1 block from where the car display starts. Sycamore Steam Show is approximately 7miles/15 minutes. City park is 1 block from apartment.

Guest favourite
The entrance to Shelby's cottage features a warm wooden door framed by decorative wreaths. A sign reading 'Shelby’s Garden' is mounted on the wall, accompanied by greenery and a light fixture. Holiday lights add a festive touch to the exterior.
Guest house in Rockford
4.95 out of 5 average rating, 42 reviews

Shelby’s garden cottage.

Shelby’s cottage has been part of Bluffs on the bend farm for over 65 years. It has undergone a complete overhaul and update with all the modern conveniences while retaining a country cottage charm. It is the perfect getaway for a couple. The location is next to the historic ( originated in 1924 ) Kilbuck Bluffs Forest Preserve. While being nestled in the country it is centrally located to restaurants , bars and shopping.

Guest favourite
An inviting living area features a deep blue sofa and two gray armchairs arranged on a patterned rug. A low coffee table sits in front, while a large TV is mounted on the exposed brick wall. Natural light flows through the skylight above.
Loft in Rockford
4.94 out of 5 average rating, 164 reviews

Franklin's Urban Retreat in the heart of downtown

Live the urban city life in this centrally located loft designed with tons of local art and custom built furnishings. Our loft of is an open floor plan with tall exposed ceilings and brick. Have fun playing our full size retro Arcade and slot machine. And when ready to sleep, you are gonna LOVE the Saatva mattress. Located right in the middle of all the downtown action surrounded by the best restaurants and activities.

Guest favourite
A sunlit room features large windows that offer views of the surrounding landscape, including the river. A sectional couch and an ottoman provide comfortable seating, while a television is positioned nearby. The space is adorned with wooden walls and a ceiling that adds warmth to the atmosphere.
Cabin in Oregon
4.96 out of 5 average rating, 246 reviews

Hidden Gem - Rock River

The Eagle’s Nest: A Cozy Family Escape! Unplug and unwind at The Eagle’s Nest, a renovated cabin on stilts nestled on 5 private wooded acres with stunning views of the Rock River and Kyte Creek—just 5 minutes from Oregon, IL! Hike, fish, kayak, or relax by the firepit under the stars. Perfect for families and outdoor lovers, this peaceful retreat offers adventure and tranquility. Book now and escape the city hustle!

Top guest favourite
A warm living area is showcased with a large bookshelf filled with a variety of books. Comfortable seating, including two armchairs and a sofa, surrounds a decorative area rug. A cozy fireplace is centered beneath a wall-mounted television, while a Christmas tree adds a festive touch near the window.
Home in Rockford
5 out of 5 average rating, 157 reviews

Las Lomas Luxury Home.

Kick back relax and experience the best of two worlds, the luxury and comfort of a 5 star hotel and the warmth and peace of feeling right at home. This stylish space offers a variety of books to read and a wonderful jet tub to enjoy after a long trip or day at work; along with clean and cozy beds. Take advantage of our welcome coffee bar with a nice selection of teas and snacks exclusive for our guest.

Guest favourite
Home in Clare
5 out of 5 average rating, 16 reviews

Spacious 4BR Getaway • 3 Acres Near Sycamore

Escape to your bright 4-bed, 1.5-bath farmhouse retreat on 3 peaceful acres in Clare, IL. Wake up to sunshine streaming through big windows, unwind on the breezy patio, and catch stunning sunsets from the front porch. Enjoy smart-lock self check-in, modern comforts, and a touch of farmhouse charm—just 10 minutes from NIU and Sycamore. Perfect for family getaways, retreats, or quiet weekends away.

Popular amenities for Kirkland holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. DeKalb County
  5. Kirkland