Holiday houses in Glenview

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Glenview

  • Total holiday rentals

    Explore 50 holiday rentals in Glenview

  • Nightly prices starting at

    Glenview holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Glenview holiday rentals include Wi-Fi access

  • Popular amenities for guests

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

  • 4.7 Average rating

    Glenview stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Glenview

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

1 of 1 pages1 / 1
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, 127 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
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
4.99 out of 5 average rating, 77 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.

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, 488 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
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, 95 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 stylish living area features a comfortable blue couch adorned with decorative pillows. A glass coffee table sits atop an area rug, surrounded by an array of colorful artwork on the walls. A cozy sleeping area is visible in the background, draped with vibrant blankets.
Home in Evanston
4.87 out of 5 average rating, 238 reviews

SW Evanston Private, Stylish, Spacious Suite

Comfort and convenience abound in this stylish suburban suite! Mid-century and vintage motif meets modern touches and style. Guests have the entire basement, with a private bedroom, bathroom, huge living space, and a private entrance in a quiet house on a beautiful treelined street. Backyard access, coffee, easy street parking. Walking distance to parks and public transportation, a short drive to downtown Evanston and the lakefront, easy access to Chicago, Northwestern. Loyola, Skokie.

Guest favourite
Home in Northbrook
4.8 out of 5 average rating, 10 reviews

*King beds*Modern* Renovated*North Shore

Clean, spacious, renovated modern 4-bed, 2.5-bath home in Northbrook! Perfect for comfort and convenience in the North Shore, featuring: - newly done floors, windows, appliances (induction oven), kitchen, bathrooms, bedrooms - spacious common area - large bedrooms - blackout curtains Close to highways: 5 min to I-294, 10 min to I-94 20 min to O'Hare, Rosemont Convention Ctr, Allstate Arena 10 min to Glenbrook Hospital, 20 min to Skokie Hospital & Lutheran General Hospital.

Superhost
Home in Glenview
4.55 out of 5 average rating, 138 reviews

Recently Updated- Entire Suburban Home

Modern split-level 3 bedroom home with additional lower and main level sleeping space. Freshly furnished and designed for comfort. Every detail is updated from stylish décor to cozy bedding and practical touches throughout. Enjoy a bright living area, fully equipped kitchen, fast Wi-Fi, smart TVs, and in-unit laundry. Perfect for families, groups, or business travelers. Conveniently located near restaurants, shops, and major highways for easy access to downtown and attractions.

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
4.89 out of 5 average rating, 93 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
Home in Arlington Heights
4.95 out of 5 average rating, 22 reviews

Elegance: 4BR - 2 BT Spacious Ranch w/ Basement

Welcome to this beautiful and spacious 4-bedroom, 2-bath ranch home featuring a finished basement and beautiful bathrooms. Designed with comfort and space in mind, this home offers plenty of room to relax, gather, and unwind—perfect for families, groups, or extended stays. A bright, inviting layout and thoughtful updates make this a place you’ll truly enjoy coming home to.

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, 26 reviews

The Quiet Cove - Newly Renovated

This beautifully updated 3-bedroom, 1.5-bath ranch offers modern comfort and privacy—perfect for families, couples, or groups. Enjoy a relaxing suburban stay with all the comforts of home. Conveniently located minutes from I-294, just 9 miles from O’Hare Airport and 20 miles from Great Lakes Naval Base. Ideal for both quick getaways and extended stays.

Guest favourite
Home in Des Plaines
4.94 out of 5 average rating, 18 reviews

Modern Cozy Retreat by O’Hare

Welcome to your modern Des Plaines retreat! This stylish home offers a bright open layout, fast WiFi, fully equipped kitchen, comfy bedrooms, and free parking. Located minutes from O’Hare, downtown Des Plaines, dining, and shopping. Perfect for families, business travelers, or weekend getaways—enjoy comfort, convenience, and a relaxing stay.

Superhost
A well-lit living area features a comfortable sofa adorned with colorful cushions, accompanied by a plush armchair and a stylish coffee table. Soft lighting from two lamps enhances the cozy ambiance, while a small desk and chair provide a designated workspace against a bright window.
Apartment in Evanston
4.84 out of 5 average rating, 277 reviews

Adorable 1BR apartment near Northwestern

Cozy and comfortable one bedroom apartment with full kitchen with new cabinetry (not shown) and an updated bath. Recently re-decorated with fresh carpet, paint and new queen bed. Located on the second floor of a single family 2-flat style home in a quiet, residential neighborhood. Ample, free street parking.

Popular amenities for Glenview holiday rentals

When is the best time to visit Glenview?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$231 AUD$184 AUD$184 AUD$211 AUD$223 AUD$221 AUD$214 AUD$228 AUD$221 AUD$217 AUD$227 AUD$257 AUD
Avg. temp-4°C-2°C4°C10°C16°C21°C24°C23°C19°C12°C5°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Glenview?

    Many visitors prefer staying near The Glen neighborhood for its walkability to shops, parks, and dining. Residential areas around Gallery Park are also popular for peaceful surroundings and easy access to local amenities.

  • What are the best things to do in Glenview with kids?

    Visit Kohl Children’s Museum for hands-on learning, explore The Grove’s nature center and trails, or enjoy play areas in Gallery Park. The Glen Town Center often has family programming and open plazas for activities.

  • What are some of the best things to do in Glenview?

    Explore The Grove for walking paths and nature exhibits, relax at Gallery Park, or visit the Kohl Children’s Museum for interactive activities. Glenview also has local shops, golf courses, and arts venues for a variety of experiences.

  • How is the weather in Glenview?

    Glenview has cold, snowy winters with temperatures around 19–32°F (-7–0°C), and warm, humid summers near 66–85°F (19–29°C). Rain is more common in spring, while autumn brings crisp, mild days.

  • When is the best time to visit Glenview?

    Late spring through early fall is often recommended, with comfortable temperatures and outdoor festivals around the area. Winter attracts guests interested in cozy indoor experiences and holiday events.

  • What are the best places to visit in Glenview?

    The Grove, Gallery Park, and Kohl Children’s Museum are frequently suggested. The Glen Town Center is also known for shopping, local dining, and community events.

  • What are some hiking trails in Glenview?

    The Grove has forested walking paths, while Kent Fuller Air Station Prairie is known for accessible trails and native plants. Gallery Park includes paved loops suitable for all ages, inviting nature walks throughout the year.

  • What are some family activities we can do in Glenview?

    Families often enjoy exploring exhibits at Kohl Children’s Museum, walking the natural trails at The Grove, or visiting playgrounds and splash pads in Gallery Park. Indoor play centers and seasonal events add more activity options for kids.

  • What are some of the best day trip ideas from Glenview?

    Many guests explore downtown Chicago’s attractions, nearby forest preserves, or Lake Michigan beaches. Art museums, historic sites, and vibrant local markets around the region are frequently suggested for a day out.

  • Are there any pet friendly accommodations available in Glenview?

    Pet friendly stays are available in Glenview, especially around neighborhoods with easy access to parks and walking trails. Many hosts welcome travelers with pets and offer outdoor spaces for daily routines.

  • What are some local tips for visiting Glenview?

    Try farmers markets for seasonal foods and handmade goods, and dress in layers, as temperatures shift with the seasons. Locals recommend reserving museum tickets ahead during busy periods, and exploring walking and bike paths for a relaxed pace.

  • What is Glenview known for?

    Glenview is known for its parks, nature preserves, and family friendly attractions such as Kohl Children’s Museum. The area’s history as a former naval air station is reflected in The Glen neighborhood’s public spaces and community events.

  • What are the best hidden gems to explore in Glenview?

    Look for the Kent Fuller Air Station Prairie, a restored natural area with walking trails and sustainable features, or the Schram Memorial Chapel, reflecting local history. Small independent cafes and art galleries around Glenview also draw those looking for quieter spaces.

  • What are the best foods to try in Glenview?

    Sample classic Chicago-style pizza and hot dogs, as well as locally rooted deli fare and international cuisine ranging from Korean barbecue to Mediterranean specialties. Farmers markets are often recommended for fresh local produce and treats.

  • What should I bring for a trip to Glenview?

    Pack layers, a warm jacket in winter, and comfortable shoes for walking local trails or parks. A raincoat or umbrella is helpful, especially during spring months, and reusable water bottles are useful for outdoor outings.

  • What is the nightlife in Glenview like?

    Glenview has relaxed bistros, locally owned pubs, and casual wine bars where you can unwind. Many venues feature live music or trivia nights, creating a friendly atmosphere for gathering with friends.

  • What are the most popular events or festivals in Glenview?

    Glenview has annual summer art fairs and outdoor concerts, frequent farmers markets, and family friendly celebrations during holiday seasons. Community music festivals and local parades are also highlights, especially around national holidays.

  • Are there family friendly vacation rentals in Glenview?

    Glenview has a range of family friendly rentals, especially near parks, museums, and quiet residential neighborhoods. Many homes feature kitchens and outdoor spaces suitable for group stays.

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Glenview