Vacation rentals in Kildeer

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Top-rated vacation rentals in Kildeer

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

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Top guest favourite
The backyard features a well-maintained lawn surrounded by gray gravel. A patio area includes a dining table and umbrella. The house is painted in a soft blue, while a grill is positioned near the side of the house. A condo building is visible in the background.
Home in Wauconda
4.97 out of 5 average rating, 101 reviews

The Adorable "Blue Breeze"!

Enjoy time at our centrally-located, family-friendly home. Close by, you'll find a public fishing dock and the popular Phil's Beach. A peaceful space with an outside patio and grill, perfect for relaxing at end of day. We also have a large driveway that can accommodate your boat making it easy to enjoy a day on Bangs Lake or a short 15 min trip to Fox Lake. Nearby attractions include the Volo Museum, Jurassic Gardens, and Lake County Discovery Museum. Please note the backyard is not fenced in.

Top guest favourite
A modern two-story home is showcased from an aerial perspective, featuring a neatly trimmed yard and a fenced area. The property is positioned near a marina, with views of parked boats on the lake. An attached garage is visible, along with a spacious driveway.
Home in Wauconda
4.99 out of 5 average rating, 79 reviews

Modern 4BR Lake Retreat • Walk to Beach & Main St

Lakeside Haven, a 4BR retreat on Bangs Lake. Steps from Main Street’s dining, shopping, and beaches, this modern home offers:
 🌊 Lake views & open living spaces 💻 High-speed Wi-Fi & workspace 🍳 Fully equipped kitchen & laundry 🚤 Nearby hiking, boat rentals, & events 🛏️ King & queen beds 🪟 Blackout screens Perfect for families, Navy graduations, and long stays. Enjoy the Triathlon, farmers market, cruise nights, ice fishing derby, and more. Dates fill quickly in every season. Book today!

Top guest favourite
A fire pit placed on grass is surrounded by two chairs, creating a cozy gathering space. Flames dance brightly against the night backdrop, and a wooden fence provides privacy. The area is softly illuminated, inviting relaxation in the outdoor setting.
Guest suite in Lake Zurich
4.93 out of 5 average rating, 68 reviews

Private Guest Suite • Sleeps 4 • Separate Entrance

⭐ Private walkout entrance ⭐ 1000 sq ft private guest suite ⭐ Fenced backyard + patio + fire pit ⭐ Pet friendly ⭐ Free driveway parking Welcome to beautiful Lake Zurich! This 1000 sqft walkout awaits you. The fenced yard makes it a pleasure to welcome your furry family members too. Whether you are here for an adventure or business, a couple, family, or a group of friends -please enjoy your stay! ✨ Our space is best suited for guests looking for a comfortable, quiet, and relaxing stay!

Top guest favourite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 506 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Superhost
A bright and inviting living room features a circular red sectional sofa with various cushions. Large windows allow natural light to fill the space, with views of the outdoor area. A low wooden coffee table rests in the center, complemented by a neutral area rug.
Home in Lake Zurich
4.78 out of 5 average rating, 79 reviews

5BR with Sauna, Game Lounge, Poker Room, Darts etc

Welcome to The Gathering House, a massive 4-level retreat in Lake Zurich created for real together-time. With 5 bedrooms, 3 living rooms, 10-seat dining room, fully equipped kitchen with extras like a Crock-Pot and fondue set, it’s ideal for families, friends, or reunions. After game night in the basement with pool, poker, and darts, sauna, head out to nearby lakefront beaches, parks, trails, groceries, and local dining spots just minutes away. Brand new carpet on the top floor.

Top guest favourite
Home in Waukegan
5.0 out of 5 average rating, 8 reviews

King Suite | Sleeps 8 | Near Navy Base & Six Flags

Welcome to your peaceful woodland escape right in the heart of Waukegan! Backing directly onto a lush, private nature preserve, this freshly updated 3-bedroom, 2.5-bath home offers the ultimate blend of suburban convenience and serene privacy. Whether you are in town celebrating a Navy Boot Camp graduation, visiting Six Flags, or simply seeking a quiet family getaway, this 1,800+ sq ft retreat gives your group plenty of room to spread out, relax, and recharge.

Top guest favourite
A charming cottage is framed by lush greenery and colorful flower planters. The white exterior features multiple windows, allowing ample natural light. A welcoming front porch leads to the entrance, adorned with patriotic bunting, inviting guests to enjoy the serene surroundings.
Cottage in Barrington
4.99 out of 5 average rating, 141 reviews

Cozy French Inspired Cottage in rural setting

Relax and escape to our charming, one of a kind cottage. Beautifully decorated with period furniture and tastefully updated with modern amenities. The cottage offers slate tile and hardwood floors. Original pine floors line the upstairs loft bedrooms. Cook in a French inspired country kitchen with butcher block counter tops. Rural setting, yet minutes away from everything! Downtown is a 20 min. walk and the Metra will take you to the city in 45 minutes!

Top guest favourite
The exterior of a modern ranch-style home is showcased, featuring a strategic arrangement of greenery and colorful landscaping. A paved driveway leads to a welcoming entrance, flanked by two garage doors. The home is complemented by a clear blue sky and mature trees in the background.
Home in Schaumburg
4.93 out of 5 average rating, 100 reviews

Cozy Schaumburg 5 br/3.5ba w/ bonus rooms/office

Luxurious–Cozy Ranch Stunning 5-bedroom, 3.5-bath home offers spacious modern living on a quiet cul-de-sac. The home features a gourmet kitchen with a Viking 48” stove and Omega cabinets, a master suite with a coffee bar, his-and-hers bathrooms, and a jacuzzi tub. Enjoy two fireplaces, three wet bars, and a basement with a pool table, arcade games, an 85” TV, and a kids' playroom. Outside, the backyard has a patio, gazebo, and firepit.

Top guest favourite
A well-maintained front yard showcases a lush, green lawn bordered by manicured flower beds. The brick exterior of the home features large windows and a welcoming front porch with a wooden railing, complementing the surrounding landscape.
Home in Lake Bluff
4.95 out of 5 average rating, 192 reviews

Home Sweet Home, minutes to Great Lakes Naval Base

Home Sweet Home is located 35 miles north of Chicago; 53 miles south of Milwaukee, WI; and just 4 miles east of Great Lakes Naval Base. Chicago is a 45-minute train ride away. O'Hare is a 30 to 40-minute commute. Great America amusement park and shopping venues, including Gurnee and Kenosha outlet malls, are all within 20 to 30 minutes away. Location makes this home an ideal respite for Midwest sightseeing.

Top guest favourite
A spacious deck features a sectional sofa facing the sun setting over the Fox River. The area is surrounded by trees, providing a serene atmosphere. The deck's railing outlines the space while allowing unobstructed views of the water and landscape.
Home in Barrington
4.99 out of 5 average rating, 83 reviews

Barrington River Estate | Perfect for Groups

Watch as the sun sets over the Fox River from the spacious deck of this 4-bedroom, 3.5-bathroom vacation rental each night. This fully-equipped home has it all: kayaks, scooters, board games -- 3 bedrooms upstairs and lower level basement with full bathroom. Includes private beach access (100 yards away), kayaks, a fire pit, and a massive riverfront deck. Minutes to downtown Barrington venues and shops!

Superhost
Home in Mundelein
4.85 out of 5 average rating, 13 reviews

The Comfort Spot - Inside & Out

Cozy 3BR/2BA family home in peaceful Mundelein. perfect for families, couples, or anyone needing a comfy place to land. Minutes from parks, trails, restaurants & shops. Inside, you'll find a lived-in charm, a fully equipped kitchen, and thoughtful touches throughout. Outside? A private patio with an outdoor kitchen ideal for grilling and unwinding. Come relax, connect, and make lasting memories.

Top guest favourite
A circular fire pit area features six Adirondack chairs arranged around it on a grassy lawn. Lush trees provide shade in the background, while a covered porch of the Carriage House is visible in the distance.
Home in Elgin
4.96 out of 5 average rating, 69 reviews

Family/Pet Friendly Farm House w Firepit Sleeps 10

Welcome to the Carriage House, a quiet retreat on a small working farmstead. The home features generous living spaces, a fully equipped kitchen, and family-friendly amenities, including a fire pit for star gazing. Pets are welcome! Conveniently located just 1 hour from Chicago and 30 minutes from O'Hare. A security deposit and rental agreement are required. We look forward to hosting you!

Popular amenities for Kildeer vacation rentals