Vacation rentals in Bannockburn

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Top-rated vacation rentals in Bannockburn

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Top guest favorite

The ranch style home is set against a backdrop of vibrant autumn foliage. A large tree with orange leaves stands prominently in the front yard, complemented by well-maintained landscaping. A driveway leads to an attached garage, while outdoor seating is visible on a neatly manicured lawn.

Home in Northbrook

4.97 out of 5 average rating, 75 reviews

*King bed *Outdoor Living *Sought-After Area

Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

Top guest favorite

A vibrant scene featuring a field of yellow flowers, surrounded by lush green foliage and trees. The sunlight filters through the leaves, creating a serene atmosphere. The mix of wildflowers and grasses creates a natural landscape that invites exploration.

Home in Highland Park

4.96 out of 5 average rating, 126 reviews

Charming Ranch-Style Cottage

Escape the hustle and bustle of the city in this relaxing, cozy, cottage that is a few blocks away from downtown Highland Park and Highwood, with great restaurants, bars and coffee shops. It is perfect for single travelers, couples, or a small family. We are grateful for the amazing Airbnb hosts across the globe, who opened their homes to us, and made our trips so memorable. So when we bought our own home, it was only right that we would return the favor and open our home to fellow adventurers

Superhost

The kitchen features light-colored cabinetry with glass doors displaying decorative dishware. A stylish countertop made of granite is complemented by a backsplash patterned in soft tones. Countertop appliances, including a coffee maker and toaster, are positioned for convenience, while natural light fills the space from a nearby window.

Home in Highland Park

5 out of 5 average rating, 28 reviews

Sanctuary on the Ravine

Take it easy at this unique and tranquil get away, walking distance to Ravinia and Beaches 3 Blocks.This historic, beautifully decorated and well maintained home has a lovely, peaceful & serene setting. Multiple indoor and outdoor seating arrangements. Fully stocked kitchen that opens to family room looking out onto several multilevel brick patios and a quiet, private ravine. The extra large living room has a down feathered sectional couch that seats up to 10 people. No parties or gatherings

Superhost

A clean and functional bathroom is equipped with essential fixtures. A bathtub and shower combination is complemented by a dark shower curtain featuring white polka dots. A mirror hangs above a white vanity with a sink, and decorative items add a touch of greenery.

Apartment in Highland Park

4.86 out of 5 average rating, 108 reviews

Chic Studio in Downtown Highland Park near Metra

Welcome to downtown Highland Park! Experience comfort and convenience in our cozy studio apartment with FREE parking. Just a 5-minute walk to the Metra, and within a leisurely 15-minute stroll, enjoy breathtaking views of Lake Michigan. Explore historic Fort Sheridan Forest Preserve and beach, only a quick 5-minute drive away. Discover delightful dining, gelato shops, parks, and more—all within walking distance. Our well-appointed apartment ensures a memorable stay in this vibrant neighborhood.

Top guest favorite

The spacious master bathroom features a two-person jacuzzi tub and a separate walk-in shower. Natural light is provided by large windows, enhancing the warm wood cabinetry and neutral stone surfaces. Fluffy towels are neatly arranged alongside personal care items on the countertop.

Guest suite in Riverwoods

4.96 out of 5 average rating, 405 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 favorite

A private outdoor space is presented, featuring a circular table with two metal chairs on a concrete patio. Lush greenery surrounds the area, and a well-maintained lawn extends into the distance, creating a peaceful retreat.

Apartment in Highland Park

5 out of 5 average rating, 45 reviews

Full Apartment green oasis in law suite

Beautiful & spacious 1 bedroom, 1 bath in law apartment. New windows with green views. Fragrance free home. There are Curtains in the living room & kitchen. Designated Parking onsite. Full kitchen full sized stainless appliances, private stackable washer and dryer machines & beautiful tile throughout. Bring slippers tile can be chilly to touch - if barefoot. Starbucks, parks, restaurants, dry cleaners & Jewel walking distance from apartment. Whole Foods & Target 7 min. drive. NO PARTIES.

Guest favorite

Guest suite in Northbrook

4.91 out of 5 average rating, 89 reviews

ELEGANT 2BR/2BA NORTHSHORE GARDEN APARTMENT

Cozy In-law Garden Apartment -Lower Level Unit with High Ceilings -Separate PRIVATE Entry -Easy Self Check-in -Complementary Coffee, Tea & Snacks -Full Kitchen with Cooking Utensils -Dishwasher -Washer & Dryer -Roku TV -Comfortable Queen Beds with Designer Pillows -Off Street Parking -5 Min. to Chicago Botanic Garden -5 Min. to Northbrook Mall -10 Min to Lurie Children's Hospital & Surgery Center -10 Min. to Ravinia -20 Min. to Ohare International Airport -35 Min. to Downtown Chicago

Top guest favorite

A charming house is depicted against a twilight sky, where warm light spills from multiple windows. The front door is slightly ajar, inviting exploration. Lush greenery frames the entryway and path, leading to a welcoming atmosphere in a tranquil setting.

Home in Highland Park

4.9 out of 5 average rating, 72 reviews

A Wonderful Getaway Home on the North Shore!

A perfect place to visit the northern highlights of Chicago! 1/4 mile from Ravinia! 1.5 miles from the Botanic Gardens! 30 minutes from Chicago (an hour from Milwaukee). Close to trains, planes, and easy automobile access. A two-bedroom gem in the heart of so many wonderful things. Other local places: Northwestern University, Lake Forest, Winnetka, Lake County ... I have a cat living here, but he will accompany me when I leave. I just wanted to let you know if you have allergies.

Top guest favorite

A cozy seating area features a gray sofa and a small table with decorative items. Natural wood walls add warmth, while large sliding glass doors frame the serene lake view, leading to an outdoor deck overlooking the water.

Home in Round Lake Beach

4.99 out of 5 average rating, 152 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 favorite

A modern kitchen is presented with light cabinetry and a gray and white patterned runner. Stainless steel appliances, including an oven, microwave, and refrigerator, are positioned alongside a spacious countertop. Task lighting illuminates the area, creating a functional cooking space.

Guest suite in Highland Park

4.97 out of 5 average rating, 146 reviews

Charming in-law suite 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. We live up-stairs with our 3 little dogs so we 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, but there is natural light. You have shared use of the deck/yard if desired.

Superhost

Guesthouse in Lake Forest

4.79 out of 5 average rating, 110 reviews

Designer's Dream in the North Shore!

Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

Top guest favorite

A bright entryway is featured with warm wooden flooring and bathed in natural light from large windows. A circular mirror hangs above a console table adorned with decorative flowers. A staircase leads to the upper level, illuminated by light from nearby fixtures.

Home in Highland Park

5 out of 5 average rating, 5 reviews

BRAND NEW*Sleeps 7*Near Navy Base*3 BDR*3 Smart TV

Modern 3-bed, 4-bath home in Highland Park, IL, steps from Ravinia Festival. Recently renovated with an open-concept living area, gourmet kitchen, and stylish, comfortable bedrooms. Ideal for families, with easy access to downtown shops, cafes, and parks. Perfect for relaxing after concerts or exploring local charm. Book your stay for a memorable experience!