Holiday houses in Glenview

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Top-rated holiday rentals in Glenview

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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
4.98 out of 5 average rating, 88 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 favourite
The living area features a cozy sofa and a patterned armchair, complemented by a glass coffee table. A television is positioned in one corner. Large windows invite natural light, while floor-to-ceiling curtains offer privacy. A potted plant adds a touch of greenery.
Home in Wilmette
4.98 out of 5 average rating, 176 reviews

Unique porcelain-enamel paneled "Lustron" home

This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

Home in Wilmette
5 out of 5 average rating, 3 reviews

Rare Wilmette Find - Charming 3 Bed Home Sleeps 5

Bright & Cozy Home in Wilmette – Minutes from Chicago & Lake Michigan! Welcome to your perfect home away from home! This charming and artfully decorated home offers the ideal blend of suburban comfort with easy access to Chicago. Located right off the 94 expressway, you'll be minutes from convenient shops and restaurants. The spacious fully fenced backyard is a private oasis, complete with a BBQ grill, grassy area, and outdoor table - perfect for gatherings or a quiet evening under the stars.

Top Guest favourite
A single-story, brick house features a gray roof and a white garage door. Large windows are framed by black shutters, while neatly trimmed shrubs and trees provide a natural border. The front yard showcases seasonal foliage, adding color to the exterior.
Home in Glenview
4.98 out of 5 average rating, 49 reviews

Charming Entire House

This home features 4 bedrooms, 2 full baths, a living room, and a fully stocked kitchen that you can cook your own delicious meals. The kitchen includes a table that seats 5 people. The two upstairs bedrooms have a California King bed with a walk-in closet and a queen size bed with a work desk and a chair. The basement has 2 bedrooms. One has a king size bed and a work station and the 2nd bedroom comes with a queen size bed with a work station as well. There is also 1 full bath in the basement.

Guest favourite
A modern kitchen area features a wooden accent bar with four metal stools. Stainless steel appliances, including a refrigerator and stove, are visible. A wall clock adds a functional element to the open concept design, with neutral tones enhancing the spacious ambiance.
Apartment in Park Ridge
4.78 out of 5 average rating, 537 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level garden apartment one bedroom one bath. Older building with wooden floors. If hearing people upstairs walking can bother you , do NOT book it please .Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10min to outlets Absolutely NO parties, NO gathering Quiet hours 10 pm till 6.00 am

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, 431 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 well-appointed workspace features a spacious desk with a comfortable office chair. A cozy chaise lounge and a small ottoman provide additional seating. Natural light filters through the window, complemented by an elegant floor lamp. A microwave and mini fridge are conveniently positioned nearby.
Private room in Glenview
4.89 out of 5 average rating, 389 reviews

Garden Suite with Private Full Bath-Adults Only

You’ll love my place, good for solo adventurers and business travelers looking for a quiet space. Hotel-like. Queen sized bed with premium bedding-hypoallergenic. Contemporary walnut sliding barn doors, 4K Ultra high def smart TV; watch from bed or the chaise. Sennheiser headphones for night owl listening. Private bathroom/shower.mini fridge/freezer and microwave. Comfy chaise and ottoman w/food tray; large desk work space. Light, airy & spacious. Please-quiet hours after 10 pm.

Top Guest favourite
The exterior view of the property is framed by lush greenery, including small trees and ornamental plants. A stone pathway leads to the entrance, which features a light-colored door. The building's soft hues complement the natural surroundings under a clear blue sky.
Guesthouse in Evanston
5 out of 5 average rating, 64 reviews

Mr. Hughes’ Attic, an 80s-themed coach house

Welcome to Mr. Hughes' Attic, a private coach house that pays homage to John Hughes (who filmed many of his movies nearby!) Located in NW Evanston, your stay includes a queen bed, full kitchen, laundry, full bath, dedicated workspace, private balcony, free parking, streaming TV, and more. We're a short walk to Central St shops, restaurants and the Metra train, a five-minute drive to Northwestern, and less than 30 minutes to Chicago. Not wheelchair or ADA accessible. License# STR004.

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, 170 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 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, 79 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.

Guest favourite
A spacious living area is visible, featuring a comfortable seating arrangement with two sofas and a round coffee table. A large television is positioned on a stand across from the seating. The kitchen area, accessible through an open entry, showcases modern appliances and dining seating.
Apartment in Skokie
4.89 out of 5 average rating, 682 reviews

Cozy Garden Unit in Quiet Neighborhood

A cozy garden unit in the heart of skokie, off of a quiet residential street with plenty of street parking. Just a mile away from the Skokie-Dempster Yellow line train that leads to downtown Chicago, and within a mile from Old Orchard Mall and plenty of great eateries such as: Chick-fil-A, Portillo's, Culver's, Oberwies, Kaufman's Bagel, and more. 15 minutes away from Evanston and the Beautiful Lake Michigan shoreline!

Superhost
Private room in Glenview
4.83 out of 5 average rating, 144 reviews

Bedroom in Large Glenview Home

Private room in a fully furnished home located 20 min from O'Hare Airport and 40 min from downtown Chicago. Situated in a quiet and fairly green neighborhood. There is a nearby theater, grocery stores, and a large shopping mall. Please note: for short-term bookings of 1-2 nights, we ask that guests reserve no longer than one week in advance. Thank you so much!

Popular amenities for Glenview holiday rentals

When is the best time to visit Glenview?

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Avg. price$220 AUD$210 AUD$203 AUD$226 AUD$238 AUD$236 AUD$172 AUD$174 AUD$175 AUD$188 AUD$227 AUD$201 AUD
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Quick stats about holiday rentals in Glenview

  • Total holiday rentals

    Explore 70 holiday rentals in Glenview

  • Nightly prices starting at

    Glenview holiday rentals start at $46 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Glenview holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Glenview rentals

  • 4.6 Average rating

    Glenview stays receive an average rating of 4.6 out of 5 from guests

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