Discover Your Perfect Gross Point Vacation Homes

Best Vacation Homes in Gross Point

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9.4 (86 Reviews)
Apartment
The Gem Museum Suites
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Gross Point Luxury Rentals

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Gross Point Pet Friendly Vacation Rentals

10.0 (11 Reviews)
House
Sleepy Sanctuary
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
See More Pet-Friendly Vacation Rentals in Gross Point on PetFriendly.io

Why Choose Rent By Owner for your Gross Point Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Gross Point

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here ensures you experience the region at its best, whether you're seeking lively local events or tranquil moments in this charming destination.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm and inviting weather, making it an ideal time for outdoor activities and exploring local attractions. This is when visitors often seek comfortable vacation rentals to enjoy the vibrant season.

Average Temperature Daytime: around 78°F (25°C) - Nighttime: about 60°F (15°C)
autumn
Fall (September to November)

Late summer transitioning into fall offers cooler temperatures and beautiful foliage, attracting travelers looking for a peaceful retreat in this destination. Vacation rentals tend to be popular as guests enjoy the scenic views and festive events.

Average Temperature Daytime: approximately 70°F (21°C) - Nighttime: roughly 50°F (10°C)

Off-Season Highlights

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Winter (December to February)

The quieter winter months bring colder weather, with fewer visitors seeking accommodations. This period is great if you prefer a more relaxed experience in the region's cozy vacation rentals.

Average Temperature Daytime: around 35°F (2°C) - Nighttime: near 20°F (-6°C)
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Early Spring (March to May)

As the region transitions from winter to spring, temperatures gradually rise but crowds remain sparse. It's an opportune time to find affordable vacation rentals and enjoy the early signs of new growth and renewal here.

Average Temperature Daytime: about 55°F (13°C) - Nighttime: roughly 40°F (4°C)

Weekly Weather Forecast for Gross Point

How to Book Your Gross Point 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.

Explore and book the perfect rental in Gross Point

More Top-Rated Vacation Rentals in Gross Point Area

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 a private outdoor space with a well-maintained yard perfect for relaxing or entertaining guests.
  • Take advantage of outdoor dining areas equipped with tables and seating to savor meals al fresco.
  • Benefit from access to a scenic patio or deck ideal for morning coffee or sunset views.
  • Experience the convenience of outdoor grilling facilities to prepare delicious meals during your stay.
  • Make use of lush gardens or landscaped grounds that enhance the tranquility of your getaway here.
  • Utilize on-site swimming pools or hot tubs for leisure and relaxation in the fresh air.
  • Tap into outdoor recreational amenities such as sports courts or walking trails available nearby.

Top Attractions Around Gross Point

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and explore local parks, providing the perfect setting for a relaxing day during your stay in Wilmette.

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Family Activities

  • Wilmette Beach and Lakefront Park: Spend a relaxing day by the water, enjoying lakeside activities suitable for the whole family in this scenic area.
  • Wilmette Historical Museum: Explore local history and engage your family with interactive exhibits that showcase the region’s rich heritage.
  • Gillson Park & Beach: Take advantage of outdoor fun at this popular park offering playgrounds, picnic areas, and beautiful lake views perfect for family outings.
  • Wilmette Golf Course and Recreation Center: Try out family-friendly golf or participate in recreational programs designed to entertain all ages in this local sports hub.
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Adult Activities

  • Golfing at Wilmette Golf Course: You can enjoy a relaxing day on the greens at this scenic golf course nestled in the area, perfect for both beginners and seasoned players.
  • Exploring Lighthouse Beach: Spend your afternoon lounging or walking along the pristine shoreline of this local beach, offering tranquil views and a peaceful atmosphere.
  • Visiting the Wilmette Historical Museum: Discover the rich history of this region through engaging exhibits and collections that showcase its unique past.
  • Dining at Local Restaurants: Savor the diverse culinary options available in the area, ideal for experiencing the regional flavors during your stay.

Other Places to Stay in Gross Point, IL

Wilmette
Wilmette Vacation Rentals
More Places to Stay Near Gross Point

Gross Point Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Transportation in Advance: To make the most of your stay, familiarize yourself with local transit options or consider renting a vehicle to explore the area comfortably.
  • Explore Local Dining and Shops: Take time to discover nearby restaurants and boutiques that showcase the region’s unique charm, adding authentic flavor to your trip.
  • Utilize Nearby Attractions: Maximize your experience by visiting popular sites accessible from here, ensuring you enjoy both the natural beauty and cultural offerings of the destination.
  • Book Well-Connected Accommodation: Choose vacation rentals that offer convenient access to major roads and public transportation to fully enjoy your time in the area.

Transportation Options

  • Public Transit Services: Commuter trains and bus lines offer convenient access around the area, making it easy to explore without a car.
  • Taxi and Rideshare Options: Reliable taxi companies and popular rideshare apps provide flexible transportation directly from your vacation rental here.
  • Car Rentals: Several local rental agencies allow you to reserve a vehicle, giving you the freedom to explore the region at your own pace.
  • Biking and Walking Paths: Well-maintained pathways throughout this destination encourage eco-friendly and healthy travel options within the neighborhood.

Local Customs Options

  • Community Politeness: Locals in this area value respectful greetings and courteous interactions, making social exchanges welcoming for visitors exploring the region.
  • Celebration of Local Holidays: Observing regional holidays with community events and gatherings is a cherished tradition that offers a glimpse into the area's cultural heritage.
  • Dining Etiquette: When dining in this destination, it’s customary to enjoy meals at a moderate pace, reflecting the local appreciation for relaxed social settings.
  • Environmental Respect: The community emphasizes eco-friendly practices, encouraging visitors to maintain cleanliness and respect natural surroundings during their stay.

Frequently Asked Questions About Gross Point?

1. What are the top vacation rentals in Gross Point?

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

2. How many vacation rentals have private pools in Gross Point?

There are 4 vacation rentals with private pools near Gross Point. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Gross Point are best for families?

If you are looking for a family-friendly vacation home in Gross Point, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Gross Point:

4. How many Rentbyowner vacation rentals are available in Gross Point?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 156 in the Gross Point 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 Gross Point. 

5. What is the cancellation policy for booking a vacation rental here?

Cancellation policies vary by property. You should review the specific listing details or contact the property owner directly to understand the terms related to cancellations and potential refunds in this area.

6. Are there any additional fees involved in booking a vacation rental?

Additional fees such as cleaning, service charges, or tourist taxes may apply and are specified in each listing. To get a clear understanding, check the property's fee details or reach out to the host before confirming your reservation.

7. How do I ensure my stay complies with local regulations and house rules?

Each property has its own set of house rules and local regulations, which are outlined in the listing. It's recommended to read these carefully and contact the owner if you have any questions to ensure a smooth stay.

8. What amenities can I expect when booking a vacation rental in this region?

Amenities vary depending on the property, but most rentals include essentials like Wi-Fi, kitchen facilities, and parking. Review the property listing thoroughly to confirm the amenities available during your visit.

9. How do I contact the property owner if I have questions about my booking?

You can message the property owner directly through the booking platform’s communication system. It’s best to clarify any concerns or special requests prior to finalizing your reservation for peace of mind.