Holiday rentals in Kildeer

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Top-rated holiday rentals in Kildeer

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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
4.92 out of 5 average rating, 60 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!

Superhost
The kitchen features dark wood cabinetry with a distinctive patterned backsplash. A stainless steel sink is positioned next to a coffee maker, while a gas stove with an oven is available for cooking. Light-colored countertops provide a spacious workspace.
Flat in Mundelein
4.73 out of 5 average rating, 62 reviews

Lovely apartment above Gelato Shop. Walk to shops

Enjoy a Cozy, warm place with lots of character! Centrally-located! Walk to Starbucks and eateries. Two story apartment with two entries. Sit on the front deck and enjoy a coffee. Get a pastry 2 doors down or across the street at Dunkin. Great restaurant 300 feet away. Many nice amenities including on site parking, two full bathrooms, large second floor bedroom for privacy. 23 minutes from Great Lakes Naval Base, 38 minutes to downtown Chicago, 22 minutes to Six Flags. Walk to commuter train.

Guest favourite
Home in McHenry
5 out of 5 average rating, 22 reviews

Pet Friendly, Fenced In Yard, Lots to do Nearby!

Entire home included in your stay, big fenced in yard that is pet friendly! Updated, clean, 2 bedroom with 2 queen beds. 1 full bathroom. Laundry room with W/D. All hard surface flooring throughout (no carpet), kitchen has new appliances, dishwasher, coffee maker, toaster, microwave, fridge/freezer, quartz counters, all utensils stocked and available. There's a dining space with 4 chairs. Comfortable living room with couch and recliner, and wall mounted Smart TV. Patio, grill, outdoor space!

Guest favourite
A bright living space features a spacious sectional sofa accented with blue and white cushions. A round coffee table sits atop a decorative rug. A large clock adorns the wall, while a dining area with a wooden table and chairs is visible in the background.
Guest suite in Arlington Heights
4.94 out of 5 average rating, 77 reviews

Cozy Chicago Suburban Apartment

Welcome to our cozy apartment, perfect for solo travelers or couples looking for a comfortable stay in the quiet Northwestern suburbs of Chicago. Located in a quiet and serene neighborhood, this apartment offers easy access to all the best restaurants, cafes, and shops. Just 23 mins away from O’hare International Airport, 15 mins to Schaumburg Convention center & Woodfield Mall, and about 40 mins from the Chicago Downtown. Lake Arlington is a 10 mins walk away for Kayak and park activities.

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, 481 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.

Top guest favourite
A modern kitchen features sleek cabinetry and granite countertops, with an island and two bar stools. Stainless steel appliances, including a refrigerator and stove, are prominent. Soft overhead lighting enhances the neutral color palette, and an adjacent pantry is visible through an open door.
Guest suite in Highland Park
4.97 out of 5 average rating, 161 reviews

Charming space w/ use of deck and yard

Charming home in Highland Park. The space is my in-law suite which is in the lower level of my home and has its own full size kitchen and bathroom. I live up-stairs with my 3 small dogs so I will be available if you need anything during your stay. The in-law suite is set up like a studio and has ONE queen bed, a separate closet area and laundry. Please note- the suite is in the basement (stairs), but there is natural light. You have use of the deck/yard if desired. No stays over 3 weeks.

Guest favourite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 873 reviews

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Superhost
Home in Lake Zurich
4.72 out of 5 average rating, 43 reviews

3BR Foosball*AutoEspresso*CerealBar

This house is 3BR + sofa bed in the basement and 1.5bath with an in-home escape room-style game throughout the property. The patio transforms into a pickleball court, the game room offers arcade games & Nintendo Classic, and the garage adds foosball. Stocked kitchen with cereal bar. Outdoors, relax with a BBQ grill while kids enjoy the playground. Inside: cozy living room 55" TV, full kitchen w/cereal bar, automatic espresso machine & baby essentials (high chair, packNplay).

Top guest favourite
A historic stone home built in 1911 is prominently featured, showcasing its grand architectural details. The façade includes a porch supported by strong columns. A group of individuals stands in front, illustrating the home's welcoming presence in its early days amidst a natural landscape.
Guest house in McHenry
4.96 out of 5 average rating, 204 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

Top guest favourite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
5 out of 5 average rating, 201 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Top guest favourite
A modern kitchen features sleek dark cabinetry paired with light wood finishes. Stainless steel appliances include a refrigerator, oven, and microwave. A spacious countertop offers ample prep space, and a window allows for natural light to brighten the area.
Home in Schaumburg
4.99 out of 5 average rating, 75 reviews

Suburban Fab

Truly fabulous 3 bedroom home set in a beautiful neighborhood. Expansive living room with 75 inch Sony smart TV, large couch with chaise, and sleeper sofa. The cooks kitchen is outstanding with contrasting modern cabinetry, quartz countertop, all stainless steel appliances. The kitchen is fully stocked with any necessary amenities. Full sized washer and dryer just off the kitchen. Close proximity to Woodfield mall, streets of Woodfield, and Schaumburg Convention Center.

Superhost
Home in Elk Grove Village
5 out of 5 average rating, 4 reviews

Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7

Enjoy a comfortable stay in this charming Schaumburg home featuring 3 private bedrooms with queen beds, 1 full bathroom, and 1 extra single bed, perfect for up to 7 guests. Ideal for travel nurses, families, or small groups, the home offers a fully equipped kitchen, washer/dryer, Wi-Fi, free parking, and a fenced yard. Conveniently located just minutes from LEGOLAND, Woodfield Mall, Boomers Stadium, and iFLY, with easy access to O’Hare Airport and downtown Chicago.

Popular amenities for Kildeer holiday rentals

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