Best Vacation Homes in Glencoe
Cottage
10.0(30 Reviews)
2 Bedrooms
1 Bath
6 Guests
Parking
Ocean View
Balcony/Terrace
View
US $393/Night
7 Nights - US $2,749
House
9.3(3 Reviews)
1 Bedroom
1 Bath
2 Guests
204.51 ft²
Private Beach- Parking
- Ocean View
- Balcony/Terrace
US $152/Night
7 Nights - US $1,064
Hotel
9.2(1064 Reviews)
1 Bath
Breakfast- Parking
Kitchen
Air Conditioner
US $159/Night
7 Nights - US $1,110
House
10.0(21 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $289/Night
7 Nights - US $2,021
Apartment
4 Bedrooms
2 Baths
11 Guests
2066.67 ft²
- Air Conditioner
Internet
Pet Friendly
Child Friendly
US $542/Night
7 Nights - US $3,794
House
10.0(16 Reviews)
2 Bedrooms
1 Bath
6 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $281/Night
7 Nights - US $1,969
Condo
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Breakfast
- Parking
Pool- Kitchen
US $304/Night
7 Nights - US $2,126
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1320 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $254/Night
7 Nights - US $1,779
Glencoe Luxury Rentals
House
8.6(8 Reviews)
7 Bedrooms
6 Baths
18 Guests
3000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $2,035/Night
7 Nights - US $14,245
Villa
4 Bedrooms
5 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,629/Night
7 Nights - US $11,403
New
House
10.0(1 Review)
4 Bedrooms
7 Baths
8 Guests
9500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,566/Night
7 Nights - US $10,960
House
9.0(7 Reviews)
5 Bedrooms
3 Baths
16 Guests
2543 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $847/Night
7 Nights - US $5,927
House
10.0(9 Reviews)
6 Bedrooms
5 Baths
16 Guests
4700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $805/Night
7 Nights - US $5,636
Cottage
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
1650 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $659/Night
7 Nights - US $4,614
Apartment
1 Bedroom
1 Bath
11 Guests
2066.67 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $537/Night
7 Nights - US $3,761
House
9.6(52 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $505/Night
7 Nights - US $3,534
Glencoe Pet Friendly Vacation Rentals
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $113/Night
7 Nights - US $789
Apartment
2 Bedrooms
1 Bath
7 Guests
753.47 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $305/Night
7 Nights - US $2,133
US $97/Night
7 Nights - US $678
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
502 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $100/Night
7 Nights - US $699
House
4 Bedrooms
2 Baths
8 Guests
129.17 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $447/Night
7 Nights - US $3,131
Apartment
9.4(3 Reviews)
2 Bedrooms
1 Bath
7 Guests
743 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $207/Night
7 Nights - US $1,452
Apartment
6.0(1 Review)
1 Bedroom
1 Bath
2 Guests
502 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $89/Night
7 Nights - US $622
New
Apartment
1 Bedroom
1 Bath
4 Guests
667 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $158/Night
7 Nights - US $1,108
Glencoe Large Vacation Homes
House
10.0(1 Review)
5 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $253/Night
7 Nights - US $1,771
Apartment
8.0(2 Reviews)
4 Bedrooms
2 Baths
11 Guests
2067 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $295/Night
7 Nights - US $2,066
Apartment
1 Bedroom
1 Bath
11 Guests
2067 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $307/Night
7 Nights - US $2,150
New
House
3 Bedrooms
2 Baths
11 Guests
1206 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $258/Night
7 Nights - US $1,806
House
3 Bedrooms
2 Baths
11 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $160/Night
7 Nights - US $1,119
Apartment
4 Bedrooms
2 Baths
11 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $149/Night
7 Nights - US $1,043
Apartment
4 Bedrooms
1 Bath
11 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $144/Night
7 Nights - US $1,007
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
12 Guests
1250 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $267/Night
7 Nights - US $1,866
Why Choose Rent By Owner for your Glencoe Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Glencoe
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the region offers distinct charms across different seasons that align perfectly with your vacation plans.
Peak Season Highlights
Summer (June to August)
The summer months bring warm weather and longer daylight hours, making it an ideal time for outdoor activities and exploring the scenic beauty of this area.
Average Temperature Daytime: around 80°F (27°C) - Nighttime: around 60°F (16°C)
Fall (September to November)
During fall, the region is characterized by vibrant foliage, offering stunning views that attract visitors seeking a picturesque escape.
Average Temperature Daytime: around 70°F (21°C) - Nighttime: around 50°F (10°C)
Off-Season Highlights
Winter (December to February)
In winter, the quiet atmosphere and potential snow-covered landscapes provide a peaceful retreat for those looking to enjoy seasonal serenity.
Average Temperature Daytime: around 35°F (2°C) - Nighttime: around 20°F (-6°C)
Spring (March to May)
Spring offers mild weather and blooming flora, perfect for experiencing the area's natural charm without the crowds.
Average Temperature Daytime: around 60°F (16°C) - Nighttime: around 40°F (4°C)
Weekly Weather Forecast for Glencoe
How to Book Your Glencoe Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas with picnic tables and grills for gatherings in the fresh air.
- Take advantage of beautifully maintained gardens and landscaped yards to relax amidst nature.
- Benefit from private or shared patios and decks that offer scenic views of the surrounding area.
- Experience outdoor recreational spaces such as tennis courts or basketball courts, ideal for active pursuits.
- Make use of dedicated fire pits or outdoor fireplaces to unwind during cool evenings.
- Discover access to nearby parks or walking trails perfect for exploring the region’s natural beauty.
- Relax in outdoor seating areas designed for enjoying the serene environment of this destination.
Top Attractions Around Glencoe
What attractions are nearby?
Within this charming destination, you can explore scenic parks, enjoy outdoor activities along the shoreline, and experience local cultural attractions that make your visit to Glencoe, Illinois, a memorable adventure.
Family Activities
- Glencoe Beach: Spend a relaxing day by the water, enjoying swimming, picnicking, and family-friendly activities along the shores of this scenic lakeside spot.
- The Glencoe Historical Society Museum: Discover local history through engaging exhibits that provide an educational experience for children and adults alike in this charming area.
- North Shore Sculpture Park: Explore outdoor art installations nestled in a peaceful setting, perfect for family walks and inspiring creativity during your stay.
- Lakefront Trail: Embark on a scenic walk or bike ride along the shoreline, offering stunning views and opportunities for outdoor fun with your loved ones here.
Adult Activities
- Explore the Chicago Botanic Garden: You can enjoy a peaceful stroll through stunning botanical displays and well-maintained gardens, just a short drive from your vacation rental in Glencoe.
- Visit the Illinois Holocaust Museum and Education Center: Dive into impactful history exhibits that offer meaningful insights, conveniently located nearby for an enriching cultural experience.
- Walk along the Lake Michigan shoreline: Take in scenic views and unwind while strolling along the picturesque lakefront areas close to your accommodation in this region.
- Enjoy local dining experiences: Savor diverse culinary offerings at charming restaurants and cafes here, perfect for relaxing evenings after your daytime activities.
Other Places to Stay in Glencoe, IL
Writers Theatre
Glencoe Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During Off-Peak Seasons: Visiting during less busy times allows you to enjoy this destination's natural beauty and local attractions with fewer crowds, ensuring a more relaxed experience.
- Explore Local Nature Trails: Taking advantage of nearby walking and biking paths offers an immersive way to appreciate the scenic surroundings of this area while staying active during your stay.
- Book Your Accommodation Early: Securing your vacation rentals ahead of time guarantees access to the best properties, providing comfort and peace of mind throughout your visit to this region.
- Research Nearby Dining Options and Activities: Familiarizing yourself with local eateries and entertainment ensures you make the most out of your trip, supporting a genuine experience in this destination.
Transportation Options
- Metra Rail Service: You can utilize the Metra train system for convenient access to downtown Chicago and surrounding suburbs, making your stay here easy and efficient.
- Local Bus Transit: The region is well-connected through bus routes that offer affordable and reliable transportation options within Glencoe and beyond.
- Taxi and Rideshare Services: Taxis and rideshare apps like Uber and Lyft provide flexible travel options for exploring the area at your own pace.
- Private Car Rentals: Renting a car locally allows you to easily visit nearby attractions and enjoy the scenic surroundings of this destination at your convenience.
Local Customs Options
- Lakefront Dining Etiquette: When visiting the region’s scenic lakeside spots, you'll find that dining with locals emphasizes a relaxed, friendly atmosphere where good manners and casual conversations are appreciated.
- Historical Preservation Customs: Respect for historic sites here encourages visitors to maintain the integrity of local landmarks by following guidelines and avoiding any activities that might cause damage.
- Community Events Participation: Engaging in seasonal festivals and local gatherings is common, reflecting the area’s strong community spirit and tradition of celebrating togetherness.
- Environmental Responsibility: It’s customary to practice eco-friendly habits, such as recycling and conserving water, to help preserve the natural beauty that makes this destination unique.
Glencoe Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Glencoe?
There are a lot of options in Glencoe. If you plan on staying in the Glencoe area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Glencoe:
- Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
- Sleepy Sanctuary
- Kitschy House on a Quiet Tree Lined Street in Upscale Evanston Neighborhood
- Warm and Cheerful 3 Bedroom Winnetka Townhouse
- Spacious 6-Bedroom Home comfortably accommodates 12 persons with 2 Kitchens, Full Workout Gym, Ninja Gym & 5.5 Bathrooms – Perfect for Groups & Families near Chicago.
- Near Ravinia and Navy Base, charming 3-bedroom house in peaceful Highland Park
- Contemporary Suite in "The Glen" Business District | 24 Hour Fitness Center + Indoor Pool + Kitchen
- Wilmette Apartment - Centrally Located!
- Bright & Modern Home
- Safe & Secure Parkview-Sleep Sanctuary+Kitchen
2. How many vacation rentals have private pools in Glencoe?
There are 9 vacation rentals with private pools near Glencoe. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Glencoe are best for families?
If you are looking for a family-friendly vacation home in Glencoe, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Glencoe:
4. How many Rentbyowner vacation rentals are available in Glencoe?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 163 in the Glencoe area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Glencoe.
5. What is the cancellation policy for vacation rentals in Glencoe, Illinois?
The cancellation policy varies by property, so it’s important to review the specific listing details or contact the host directly to understand the terms and any potential fees involved.
6. How do I find pet-friendly vacation rentals in Glencoe?
To locate pet-friendly options, use the search filters on the booking platform and check the listing descriptions for any specific pet policies or restrictions set by the property owner.
7. Are there any minimum stay requirements for vacation rentals in this area?
Minimum stay policies differ among listings, so please verify the specific requirements on each property’s page or ask the host directly for clarification.
8. What amenities can I expect in vacation rentals here during my stay?
Amenities vary between properties, but you can usually find key features listed on each rental’s page—be sure to confirm amenities like Wi-Fi, parking, or kitchen facilities before booking.
9. How do I ensure my reservation is confirmed and secure?
Reservations are typically secured once your booking is confirmed through the platform; always read the confirmation details carefully and reach out to the owner if you have any questions or need additional information.
Glencoe Top Rated Vacation Rentals
New
House
9.8(10 Reviews)
4 Bedrooms
2 Baths
1900 ft²
Private Pool- Parking
- Pool
- Ocean View
US $365/Night
7 Nights - US $2,556
Hotel
9.2(693 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $337/Night
7 Nights - US $2,361
Hotel
9.1(123 Reviews)
2 Baths
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $229/Night
7 Nights - US $1,604
Hotel
9.0(1333 Reviews)
1 Bath
Hot Tub- Breakfast
- Parking
- Pool
US $151/Night
7 Nights - US $1,060
Hotel
9.0(1006 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $119/Night
7 Nights - US $831
Hotel
9.0(529 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $202/Night
7 Nights - US $1,416
Apartment
9.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Breakfast
- Parking
- Pool
- Kitchen
US $179/Night
7 Nights - US $1,251
US $143/Night
7 Nights - US $1,002
