Holiday rentals in Glenview

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Top-rated holiday rentals in Glenview

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

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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, 92 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, 178 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.

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.
Flat in Park Ridge
4.78 out of 5 average rating, 541 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, 432 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.
Flat in Highland Park
5 out of 5 average rating, 53 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
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.
Guest house 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 modern living area features large windows providing abundant natural light and views of the surrounding landscape. Two light gray sofas are arranged around a circular glass coffee table, while an orange accent chair adds a pop of color. A tasteful wall art piece complements the contemporary décor.
Flat in Evanston
5 out of 5 average rating, 38 reviews

"Hope of Evanston" 2BDR/2BTH

Enjoy a stylish experience at this centrally-located place in downtown Evanston, IL. Urban-Luxe experience at the Hope of Evanston Condo. Elegant finishes and a sweeping Sky Terrace view of downtown Evanston. Resort-like amenities with fitness center, outdoor pool, free parking indoor GAR, biz ctr, and much more. 2 bedrooms, 2 full baths, 1 roll-out bed in closet, welcome you to a comfortable stay near Northwestern University, Loyola, and Kellogg and minutes from Chicago Downtown.

Guest favourite
A charming two-story home displays a combination of warm brick and stone exteriors. Large picture windows allow natural light to fill the interior, while the well-manicured lawn features landscaped flower beds. A driveway provides easy access, complemented by a quiet, tree-lined setting.
Home in Glenview
4.9 out of 5 average rating, 58 reviews

Hackberry Haven: Your Cozy Home Away From Home

Nestled in a family friendly community on the North Shore of Chicago, Hackberry Haven, a 3 bd 2 ba home offers a bright, clean, well appointed, remote work ready, conveniently located, short term lodging solution that provides our guests with all the comforts of a home away from home. Location offers easy access to explore the beauty and amenities of the North Shore while being only an 18 mile drive to the center of Downtown Chicago, with all of its highlights and attractions.

Top guest favourite
Home in Lake Forest
5 out of 5 average rating, 7 reviews

Spacious Home-Great Lakes Close-Quiet Location

Executive Housing and Temp Relocation requests welcome — Top Ranked Lake Forest School District Kick back and relax at this charming 5BR, 4BA Lake Forest home—just a mile to the beach Tucked on a quiet street with a backyard that feels like your own private park, it’s perfect for family fun or a peaceful escape. Cook up something tasty in the full kitchen, play in the yard, or stroll to nearby shops and trails. Just an hour from downtown Chicago but feels like a world away.

Top guest favourite
The exterior of a two-story brick house features white shutters and a welcoming dark blue front door. A covered porch is visible above the entrance, flanked by two large windows. Lush greenery and a manicured lawn enhance the inviting appearance of the home.
Home in Skokie
5 out of 5 average rating, 34 reviews

House in Skokie-Your Cozy Home Away from Home!

Welcome to your cozy house in Skokie - just a short drive to the heart of Chicago, the lakefront, Northwestern and Loyola - making it an ideal spot for whatever brings you to the area! This warm and inviting 2-bedroom, 1.5-bath home is perfectly situated for those wanting to explore the city while enjoying a peaceful retreat in the suburbs. Whether you're here for a weekend getaway or an extended stay, you’ll find everything you need to feel right at home.

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.

Popular amenities for Glenview holiday rentals

When is the best time to visit Glenview?

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Frequently Asked Questions

  • Are there villa rentals with a dedicated workspace in Glenview?

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

  • Where should I stay in Glenview?

    Make yourself at home in Glenview by choosing from our most frequently booked neighborhoods. We have over 40 vacation rentals in The Willows, over 50 vacation rentals in Indian Ridge, and over 110 vacation rentals in Northfield.

  • How much does it cost to stay in apartment rentals in Glenview?

    Experience the best of Glenview with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Villa Rentals in Glenview?

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

  • Do house rentals in Glenview have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Glenview. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Glenview?

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

  • Do villa rentals in Glenview have air conditioning?

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

  • Are there family-friendly house rentals in Glenview?

    Glenview has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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 € 26 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Glenview holiday rentals include wifi 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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