Vacation rentals in Northbrook

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Top-rated vacation rentals in Northbrook

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Top guest favourite
The cottage showcases a charming front porch adorned with white railings and lush green planters. Colorful flowers bloom in the garden, adding vibrancy to the landscape. The peaked roof and decorative gables enhance the inviting exterior, framed by trees providing a serene atmosphere.
Cottage in Highland Park
4.98 out of 5 average rating, 99 reviews

Re-imagined 1880s cottage by Highwood, Metra, Lake

Step inside Step back in time Cozy, 1880 built, re-imagined, ravine edged garden cottage Your home away from home. Escape the city and relax in our newly renovated historic cottage and gardens. Peaceful yet centrally located, vintage yet modern, Mere Cottage has so much to offer. Inside: You'll enjoy updated amenities in harmony with a distinctive vintage charm. The common area has an open layout, perfect for socializing. The kitchen and pantry (my favorite room!) are new from top to bottom and are fully stocked with any cooking gadgets you may need. Two bedrooms are joined by a Jack & Jill bathroom. The living room has a sofa that pulls out into full size bed. Outside: Jordan and I had fun redesigning the grounds from front to back. Enjoy the front garden from the rocking chair on our wrap around porch. Out back we've added a vegetable and perennial garden for you to take in. Dinner out on the back deck overlooking the garden is highly recommended! Guests have access to the entire home and grounds. Jordan and I live in the neighborhood and will be available if you need us! Our cottage is located in Highland Park, about 25 miles north of Chicago on Lake Michigan. We like to think we have the best of both worlds- being in a quiet residential neighborhood with walking access to numerous amenities right around the corner. We're a quick 5 minute walk to Highwood (the north shore’s restaurant district) and an 8 minute walk to the Metra train that can take you from Chicago to Kenosha and any place in between. We're also right on the North Shore bike path (bring your bikes!). Fort Sheridan is also close by and worth exploring for its interesting history, architecture, and nature trails. On foot: Many errands can be done on foot. We have some of the best restaurants and watering holes north of Chicago within walking distance. There is also a Walgreens convenience store 2 blocks away. By car: Getting around by car is also easy. Parking is readily available almost anywhere you'll visit. You can get to downtown Chicago in 30 minutes in ideal traffic. Train: The Metra (our train system) can also conveniently get you to and from various attractions including downtown Chicago (a scenic 45 minute ride), Ravinia music venue, the Chicago Botanic Gardens, Great Lakes Naval Base and many more. Bike: Pack your bikes! We're located on the north shore bike trail. Head north on the trail to check out the beautiful Fort Sheridan, Lake Forest, and quaint Lake Bluff. Head south to Ravinia, Chicago Botanic Garden, and numerous other beautiful villages along Lake Michigan. I bike often and will gladly point you to some great hidden gems! If you're flying into O'hare, we recommend taking an Uber to our cottage. We're about a 30 minute drive from the airport. Six Flags Great America is also a 25 minute drive away. Keep in mind that the bathroom is a Jack & Jill and is accessed from either bedroom. There is no access from the common area, so it could pose an issue at night when sleeping our max number of 6. Please keep things tidy and wash any dishes used during your stay. Out of respect for our neighbors (this home is located in a quiet residential neighborhood), no parties or large gatherings are allowed. No pets allowed.

Top guest favourite
A bright living room features a mix of comfortable seating with a tan leather sofa and two light-colored armchairs. A wooden coffee table sits center stage, complemented by decorative items. Large windows allow natural light to flow in, enhancing the cozy atmosphere.
Home in Northbrook
4.97 out of 5 average rating, 107 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.

Guest favourite
Home in Glencoe
5 out of 5 average rating, 5 reviews

Beautiful, 3BR/3 Full Baths, Near Beach & Gardens

Welcome to your elegant Glencoe retreat on Chicago’s North Shore. This bright & beautifully finished 3-bedroom, 3-bathroom home offers the perfect mix of comfort and sophistication. Each bedroom has its own full bathroom, giving every guest privacy and convenience — a rare luxury in a vacation rental. Minutes from Chicago Botanic Gardens & Glencoe Beach. Perfect getaway to spend sunny days by Lake Michigan, explore scenic gardens, or simply enjoy the charm of the North Shore. Family amenities

Guest favourite
A charming entryway is featured, showcasing a white shingled exterior with green shutters. Two metal chairs surround a small round table, providing a cozy outdoor seating area. The front door is framed by a gabled roof, inviting guests into the studio.
Apartment in Highland Park
4.92 out of 5 average rating, 191 reviews

Lovely studio near the beach! (and heated floors!)

Get away from the city to this studio in Highland Park. The newly renovated space has everything you need for a relaxing getaway—huge comfy couch, brand new bed with Brooklinen + Parachute bedding, pristine bathroom, and lots of amenities. Downtown Highland Park, Highwood, + the beach are just a walk away. There's access to grocery stores, restaurants, and shops, and you can retreat to the quiet of your studio when you're ready to unwind. Ps. For the winter months: We've got heated floors.

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, 450 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 spacious living room is featured with a comfortable sectional sofa, accented by several pillows. A coffee table is centered on a soft area rug, while large windows allow natural light to illuminate the space. Potted plants add a touch of greenery to the decor.
Apartment in Highland Park
5 out of 5 average rating, 59 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.

Top guest favourite
A modern kitchen space features sleek cabinetry and polished granite countertops. An electric stove is positioned beneath a stainless steel hood, with warm lighting illuminating the area. Kitchen utensils are neatly arranged in a decorative container, complemented by a small orchid plant on the counter.
Guest suite in Northbrook
4.91 out of 5 average rating, 94 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

Guest favourite
Home in Glenview
4.93 out of 5 average rating, 15 reviews

Charming private guest suite in quiet neighborhood

Relax with the family in this private guest suite with a private entrance in a safe and peaceful neighborhood in Glenview. With your own private entrance, you can enjoy this 1 bedroom / 1 bathroom guest suite where you will be sleeping on egyptian cotton sheets and memory foam pillows for extra comfort. The suite is equipped with a microwave, mini fridge, Nespresso, and water kettle. There is no stove. A portable baby crib is available upon request. There are two free parking spaces.

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
4.99 out of 5 average rating, 184 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!

Guest favourite
A spacious bed with patterned bedding rests against a geometric accent wall painted in dark blue and vibrant yellow. Two nightstands with lamps are positioned on either side, contributing to the cozy and modern aesthetic of the room.
Apartment in Maywood
4.95 out of 5 average rating, 182 reviews

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Top guest favourite
A charming brick home is set amidst a lush green lawn, framed by trees and bushes. The two-story structure features a distinctive sloped roof and a welcoming front porch. Natural light enhances the inviting exterior on a clear blue sky day.
Home in Highland Park
4.9 out of 5 average rating, 84 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 and a half 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 include Northwestern University, Lake Forest, Winnetka, and Lake County. I have a cat living here, but he will accompany me when I leave.

Top guest favourite
An inviting living space showcases a spacious sectional sofa and a round woven coffee table. Barstools sit at a stylish kitchen island, which is complemented by modern cabinetry. Bright, overhead lighting and large windows contribute to a well-lit and welcoming atmosphere.
Home in Northbrook
5 out of 5 average rating, 14 reviews

The Quiet Cove - Newly Renovated

This beautifully updated 3-bedroom, 1.5-bath ranch house combines modern amenities with comfort, offering the perfect home away from home. Whether you're in town for a quick getaway or a longer stay, this ranch house offers the perfect blend of comfort, convenience, and privacy. Ideal for families, groups, or couples looking for a relaxing suburban retreat, we can't wait to welcome you to your home away from home!

Popular amenities for Northbrook vacation rentals

When is the best time to visit Northbrook?

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Avg. price$272 CAD$272 CAD$272 CAD$250 CAD$246 CAD$348 CAD$399 CAD$297 CAD$276 CAD$295 CAD$262 CAD$291 CAD
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Frequently Asked Questions

  • Do house rentals in Northbrook have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Northbrook. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Northbrook?

    Four-legged friends are welcome in Northbrook. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Northbrook?

    Yes! Work meets play with ease at over 10 vacation rentals in Northbrook featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Northbrook?

    Experience the best of Northbrook with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Northbrook have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Northbrook. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Northbrook?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Northbrook have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Northbrook. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Northbrook?

    Make yourself at home in Northbrook by choosing from our most frequently booked neighborhoods. We have over 160 vacation rentals in Northbrook, over 40 vacation rentals in The Willows, and over 110 vacation rentals in Northfield.

  • Do house rentals in Northbrook have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Northbrook. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Northbrook?

    Northbrook has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Northbrook

  • Total vacation rentals

    Explore 20 vacation rentals in Northbrook

  • Nightly prices starting at

    Northbrook vacation rentals start at $54 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Northbrook vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Northbrook rentals

  • 4.9 Average rating

    Northbrook stays are highly rated by guests—averaging 4.9 out of 5!

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