Highwood, IL Hotels with Suites Rentals

Name: Highwood
Address: Chicago, US

Highwood Hotels with Suites

Cottage

Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan

10.0

Exceptional

(28 Reviews)

2 Bedrooms 1 Bath 6 Guests

US $331/Night 7 Nights - US $2,318

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2-Acre Highland Park Retreat with Heated Pool ~ 5*

House

2-Acre Highland Park Retreat with Heated Pool ~ 5*

9.8

Exceptional

(9 Reviews)

6 Bedrooms 4 Baths 14 Guests 5198.97 ft²

US $648/Night 7 Nights - US $4,536

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House

Charming Lake Forest Country Estate

10.0

Exceptional

(1 Review)

2 Bedrooms 2 Baths 2 Guests

US $331/Night 7 Nights - US $2,317

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New

Apartment

USS Russell

4 Bedrooms 2 Baths 11 Guests 2066.67 ft²

US $542/Night 7 Nights - US $3,794

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Apartment

Safe & Secure Parkview-Sleep Sanctuary+Kitchen

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath 2 Guests

US $115/Night 7 Nights - US $806

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New

Apartment

USS Alexandria

1 Bedroom 1 Bath 11 Guests 2066.67 ft²

US $537/Night 7 Nights - US $3,761

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Apartment

Cozy 2 bed Apt- 2 train stops to the Naval Base!

9.4

Exceptional

(3 Reviews)

2 Bedrooms 1 Bath 7 Guests 743 ft²

US $279/Night 7 Nights - US $1,951

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New

Apartment

Cozy 2 bed Apt 2 train stops to the Naval Base

2 Bedrooms 1 Bath 7 Guests 753.47 ft²

US $305/Night 7 Nights - US $2,133

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Apartment

Stunning & Stylish Downtown Studio - Highland Park

8.4

Excellent

(7 Reviews)

1 Bedroom 1 Bath 2 Guests

US $190/Night 7 Nights - US $1,328

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New

House

Modern 4BD 2BA Home Near Downtown Metra

1 Bedroom 2 Baths 8 Guests 129.17 ft²

US $529/Night 7 Nights - US $3,703

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Apartment

Chic Studio in Downtown Highland Park near Metra

8.0

Excellent

(4 Reviews)

1 Bedroom 1 Bath 2 Guests

US $174/Night 7 Nights - US $1,217

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House

BRAND NEW North Shore 3 BDR home close to Ravinia

2 Bedrooms 4 Baths 7 Guests 2002.09 ft²

US $225/Night 7 Nights - US $1,575

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More Top-Rated Hotels with Suites in Highwood Area

Why Choose Rent By Owner for your Highwood Hotels with Suites?

What makes our Hotels with Suites 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 Highwood

When should you plan your Hotels with Suites stay?

Choosing the right time to vacation here can enhance your experience, as the region offers various seasonal attractions and weather patterns that influence the best periods for a memorable stay in this destination.

Peak Season Highlights

Summer (June to August)

During the summer months, you can enjoy warm weather and extended daylight hours in this destination, making it ideal for outdoor activities and exploring local events.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 60°F to 70°F

Fall (September to November)

Autumn brings cooler temperatures and vibrant foliage, offering a picturesque setting for sightseeing and seasonal festivities in this region.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 58°F

Off-Season Highlights

Winter (December to February)

The winter season features colder weather and potential snowfall, providing a quiet atmosphere perfect for cozy getaways and off-season accommodation deals.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 28°F

Spring (March to May)

Springtime in the area offers milder temperatures and blooming landscapes, making it a peaceful period to visit before the busy summer season begins.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Highwood

How to Book Your Highwood Hotels with Suites

What's our booking process?

Our platform allows you to browse a curated selection of hotels with suites. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Highwood

More Top-Rated Hotels with Suites in Highwood Area

Common Hotels with Suites Amenities

What amenities can you expect?

Our Hotels with Suites 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 seating areas such as patios or decks to relax and take in the fresh air in this region.
Benefit from landscaped gardens or green spaces that enhance your outdoor experience during your stay.
Make use of private yards or outdoor spaces perfect for outdoor dining or leisure activities here.
Take advantage of available outdoor grilling facilities to prepare meals and socialize outdoors.
Look for properties with swimming pools or hot tubs to unwind after exploring the area.
Explore outdoor recreational amenities like tennis courts or basketball hoops if available locally.
Access nearby parks, walking trails, or bike paths that provide scenic outdoor adventures in this destination.

Top Attractions Around Highwood

What attractions are nearby?

In this vibrant area, you can enjoy a variety of activities such as exploring local cultural events, strolling through charming downtown streets, or experiencing nearby parks and recreational spots, all within easy reach of your preferred Highwood accommodations for a memorable stay.

Family Activities

Highwood Recreation Center Engage in family-friendly activities and indoor sports at this versatile community facility that offers a variety of programs suitable for all ages.
Downtown Highwood Explore charming boutiques, local eateries, and vibrant events that create a lively atmosphere perfect for family outings and leisurely strolls.
Treasure Island Park: Spend quality time outdoors in this scenic park featuring playgrounds, picnic areas, and walking trails ideal for appreciating the natural beauty of the region.
Highwood Historical Society Museum Discover the area's rich history through engaging exhibits and educational programs designed to entertain and inform children and adults alike.

Adult Activities

Chicago Botanic Garden Explore this expansive garden featuring stunning plant collections and tranquil walking paths, perfect for a peaceful day trip from the area.
Music at the Lakefront Enjoy live outdoor performances along the nearby lakeside, offering a vibrant atmosphere for music lovers seeking cultural entertainment.
Highwood’s Downtown District: Discover boutique shopping, art galleries, and local dining options in the charming downtown, ideal for an engaging urban experience.
Lighthouse Park Visit this scenic park with beautiful views of the water, providing opportunities for relaxing strolls and outdoor recreation close to your accommodations.

Highwood Travel Tips

How Can You Make the Most of Your Stay?

Plan Your Arrival: Schedule your trip to coincide with local events or festivals to immerse yourself in the area's vibrant culture and enjoy an authentic experience.
Explore Local Dining: Take advantage of nearby eateries that showcase regional flavors, making your stay more memorable and delicious.
Utilize Convenient Transportation: Opt for public transit or walkable routes within the region to easily access popular spots without hassle.
Book Strategic Accommodations: Choose hotels close to key attractions or central locations to maximize your sightseeing and relaxation time during your visit.

Transportation Options

Chicago O'Hare International Airport This major airport offers convenient domestic and international flights, making it easy for you to access the region's hotels in Highwood and surrounding areas.
CTA Blue Line Train Service The rapid transit system provides direct connections from the area to downtown Chicago, ensuring quick and affordable transportation for your stay.
Local Bus Services Several bus routes serve this destination, offering flexible options for exploring Highwood and nearby neighborhoods without hassle.
Rental Car Agencies Numerous car rental services are available nearby, giving you the freedom to explore the region at your own pace while staying comfortably connected.

Local Customs Options

Traditional Irish Celebrations: Participating in local Irish-themed festivities is common here, reflecting the area's rich cultural heritage.
Community Gatherings: Engaging in neighborhood events and parades offers an authentic way to connect with locals during festivals and holidays.
Respect for Local Artistry: Appreciating handmade crafts and artwork at community markets showcases the region’s dedication to preserving its artistic traditions.
Religious Customs: Observing traditional religious ceremonies and respectful participation in local church events highlight the area's spiritual heritage.

Frequently Asked Questions About Hotels in Highwood

1. What are the top Hotels in Highwood?

There are a lot of options in Highwood. If you plan on staying in the Highwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Hotels in Highwood:

2. How many Hotels are available in Highwood?

Currently, the total number of properties listed by RBO in 2026 is over 39 in the Highwood area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Hotels in Highwood. 

3. What is the cancellation policy for hotels in this area?

Cancellation policies vary by property, so it’s important to review the specific terms listed for each hotel before confirming your booking. You can find detailed information on the individual property listing or contact the host directly for clarification.

4. Are there any additional fees or charges I should be aware of when booking a hotel here?

Additional fees such as resort fees, cleaning charges, or local taxes may apply depending on the hotel. These details are typically outlined during the booking process or within the listing description, so it’s recommended to review them prior to finalizing your reservation.

5. How do I confirm my reservation and what is the check-in process?

Once your booking is complete, you will receive a confirmation email with all necessary check-in instructions. For any special requests or further details about the check-in process, contacting the property host directly is advised.

6. Can I modify or cancel my booking after it has been confirmed?

Modification and cancellation options depend on the property's policies. Details are provided at the time of booking, and it’s best to review these before confirming your reservation. For changes or cancellations, reaching out to the host or customer service through the listing platform is recommended.

7. Are there specific amenities or services available at hotels in this region?

Amenities and services vary between properties, so it’s best to check the listing details for specific offerings such as Wi-Fi, parking, breakfast, or other facilities. Contacting the host directly can also help ensure your needs are met during your stay.