Vacation rentals in Kingston

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Top-rated vacation rentals in Kingston

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Guest favorite
A golf simulator room is equipped with a large screen displaying a scenic golf course. A golf bag and clubs are positioned nearby on a green carpet, with practice balls scattered in front of the tee area. Dark curtains frame the windows, and walls feature decorative artwork.
Home in Rockford
4.98 out of 5 average rating, 104 reviews

Golf Simulator • Hot Tub • Arcade • Massage Room

Welcome to the Golfer's Retreat & Arcade, where relaxation & excitement await! Indulge in a few rounds on our golf simulator, perfect for honing your skills or simply enjoying a friendly competition. Then, treat yourself to some well-deserved rest & rejuvenation in our massage chairs, melting away the stress of the day. Immerse yourself in the free-play arcade, where endless entertainment awaits. Get ready for an unforgettable experience for the whole family. Pet fee $50/night per dog-max 2 dogs

Superhost
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
4.8 out of 5 average rating, 15 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 favorite
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
4.93 out of 5 average rating, 116 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.

Top guest favorite
The exterior of the historic home presents a charming two-story structure with light-colored siding and dark shutters. A welcoming front door is framed by neatly trimmed hedges and stone steps. The setting features a well-maintained yard with trees and shrubs, creating a pleasant approach.
Home in Sycamore
4.99 out of 5 average rating, 67 reviews

The 1870 A Historic Downtown Sycamore Home

Welcome to the “1870” A historic home in Downtown Sycamore, IL. The whole group will be comfortable in this spacious and unique space. 4 Bedrooms, first floor master, living room, and 2 full bathrooms. Built in 1870 but full of modern charm. It is only 1 block to Historic Downtown Sycamore, IL. First floor requires no stairs and has a master with a full bath. 2nd floor is 3 bedrooms and a full bath. NO PARTIES are allowed at this home Only 7 miles to NIU. Walk to downtown sycamore.

Top guest favorite
A cozy living area features a deep-seated leather couch and a reclining chair, surrounded by bookshelves filled with antique books. A coffee table sits in front of the fireplace, which casts a warm glow. Large windows offer natural light, with a small dining table for four nearby.
Home in DeKalb
4.98 out of 5 average rating, 54 reviews

The Gurler House

Welcome to Downtown DeKalb’s most charming and highly-rated historic stay! This beautifully restored home offers both modern comfort and vintage charm. The Gurler House, built in 1857, is on the National Register of Historic Places. This lovingly updated home sits back in a gorgeous park-like setting surrounded by nature. While nestled in a peaceful neighborhood, it is only 2 blocks from the Egyptian Theatre and all the downtown shops and restaurants and only a couple minutes away from NIU.

Top guest favorite
A spacious living area features modern furniture, including a plush blue sofa and two accent chairs. Unique pendant lights provide ambient illumination, while an open kitchen with a sleek design offers an inviting atmosphere. Large windows allow natural light to fill the space.
Home in St. Charles
4.98 out of 5 average rating, 60 reviews

Luxury Meets Cozy

Experience the perfect blend of luxury and comfort at our premier ranch house, designed with sophistication and relaxation in mind. Recently renovated with an eye for detail, this exquisite property is ideal for both festive gatherings and intimate romantic escapes. Nestled amidst lush greenery, the house boasts a sprawling backyard that serves as the ultimate entertainment haven. Every element has been thoughtfully considered to ensure your stay is not only memorable but truly unparalleled.

Top guest favorite
A cozy bed is adorned with a decorative pillow featuring the phrase 'Be Our Guest.' Fresh flowers in soft hues add a touch of elegance, while a bedside lamp provides warm illumination, creating a welcoming sleeping space.
Home in Rochelle
4.96 out of 5 average rating, 151 reviews

Pets-Sleeps 7- Event Room Rochelle

Super Clean, Quiet & Cozy! 🐕Pet friendly 🙂Event Room Available -Ask!! (Additional fee ) 90 mi to Chicago! 2 hrs to the Dells! 5 min west of Hwy 39/51 15 min to NIU 45 min to Rockford Walking and bike trail nearby! Beautiful home! Super clean! Monday-Sat check: 3 PM Sunday Check-In: 5 PM Our eight-jet power shower will relax those tired muscles after a full day of activity. A soak in our modern,free-standing tub will sooth and your worries away. A well stocked kitchen awaits you!

Top guest favorite
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.
Apartment in Cherry Valley
4.97 out of 5 average rating, 475 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 favorite
Home in Huntley
4.96 out of 5 average rating, 178 reviews

The Main Event Game House on the Huntley Square!

Step into the Main (Street) Event at The Huntley Square and experience a perfect fusion of historic charm and contemporary luxury. Our meticulously renovated 1920s gem, updated in 2023, promises an unforgettable getaway. Whether it's a special occasion or a gathering with loved ones, our Airbnb, located just one block from the delightful historic Huntley Square, offers endless activities. Explore the town or enjoy our expansive Main Event Game Enclave right at home!

Top guest favorite
The Spanish-style villa is framed by lush greenery and a landscaped garden featuring stone pathways. Distinctive red windows and subtle lighting enhance the exterior's charm. The upper level is visible, showcasing a unique architectural design that complements the overall aesthetic.
Home in Rockford
4.99 out of 5 average rating, 342 reviews

Hidden Gem Spanish Style Villa

Unique to Northern Illinois, this Spanish style Villa sleeps 10+ , boasts five patios, a Cantina, 7 ARCADES, HOT TUB, and many surprises you will find as you look at every turn to something unexpected. This property is filled with beautiful furnishings, featuring a balcony off of the upper level that boasts a 12 foot ceiling. Everything from two walk in showers, a jet tub and a hot tub for any level of self-care desired.

Superhost
Apartment in Sycamore
4.97 out of 5 average rating, 92 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 Somonauk St. 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.

Superhost
A modern kitchen features sleek gray cabinetry and stainless steel appliances. A central island with a white countertop is surrounded by black metal stools. Natural light enters through large windows, illuminating a dining area with a wooden table and matching chairs.
Apartment in Sycamore
4.94 out of 5 average rating, 17 reviews

Spacious 3 bed 2 bath with King Master in Sycamore

This condo is conveniently located in the quaint, quiet town of Sycamore! The home offers 3 bedrooms, 2 full baths, full kitchen, washer/dryer, basement, 2 car attached garage, and a gas fireplace. The home has 2 smart TV's and Wi-Fi is included. The home is located just minutes from all major shopping, the quaint downtown main street of Sycamore, NIU, and interstate 88! Perfect for short stays in the city!

Popular amenities for Kingston vacation rentals