Discover Your Ideal New Trier, Illinois Vacation Rentals for a Comfortable and Memorable Stay
Discover Your Perfect New Trier Vacation Homes
Best Vacation Homes in New Trier
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New Trier Luxury Rentals
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New Trier Pet Friendly Vacation Rentals
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New Trier Large Vacation Homes
Why Choose Rent By Owner for your New Trier Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit New Trier
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as seasonal variations in this area influence the availability and ambiance of your vacation rentals, making it essential to plan according to your preferred weather and activities.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you'll enjoy longer daylight hours and vibrant outdoor activities in the area. This is the peak time for visitors seeking a lively and engaging experience in this destination.
Fall (September to November)
The region comes alive with beautiful fall foliage, making it an ideal time to explore and unwind in your vacation rental. The pleasant weather attracts many travelers looking to experience the scenic beauty of this destination.
Off-Season Highlights
Winter (December to February)
While the temperatures drop, this is a quieter period with fewer tourists, offering a peaceful retreat in your chosen vacation rental. Many visitors prefer to visit here during this time for a more relaxed experience.
Early Spring (March to May)
As the region transitions from winter to spring, the weather begins to warm gradually. It's an excellent time to find better deals on vacation rentals while enjoying the early signs of blooming nature.
Weekly Weather Forecast for New Trier
How to Book Your New Trier Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in New Trier
Common Vacation Rentals Amenities
What amenities can you expect?
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 spacious outdoor patio or deck for relaxing and entertaining.
- Take advantage of well-maintained gardens or landscaped yards to explore and unwind.
- Make the most of private or shared swimming pools available at many properties.
- Benefit from outdoor grilling stations or barbeque areas for delicious meals al fresco.
- Utilize outdoor dining spaces perfect for enjoying meals with family and friends.
- Relax in cozy fire pits or outdoor fireplaces during cool evenings.
- Explore nearby walking trails, parks, or outdoor recreational spaces that enhance your stay here.
Top Attractions Around New Trier
What attractions are nearby?
When staying here, you'll find a variety of nearby activities to enjoy, from exploring scenic outdoor spaces to engaging in local cultural events, making it an ideal destination for those seeking both relaxation and adventure in the region.

Family Activities
- Hershey Beach and Lake Michigan: Enjoy a day of swimming, sunbathing, and picnicking at this scenic spot, perfect for family outings near your vacation rentals.
- Loyola University Museum of Art: Explore engaging art exhibits that inspire creativity while providing an educational experience for all ages in the region.
- Westfield Old Orchard Shopping Center: Experience family-friendly shopping and dining options in this vibrant retail hub close to many vacation rentals.
- Skokie Lagoons Park: Discover outdoor activities such as kayaking, birdwatching, and hiking in this natural preserve, ideal for nature-loving families visiting the area.
Adult Activities
- Visit the Chicago Botanic Garden: Explore stunning outdoor displays and tranquil walking paths at this renowned garden, perfect for enjoying nature's beauty nearby.
- Explore the North Shore. Discover high-end shopping, waterfront dining, and cultural experiences in this vibrant region known for its scenic surroundings.
- Enjoy a round of golf at local courses. Unwind on well-maintained fairways that cater to golf enthusiasts seeking leisure amidst picturesque landscapes.
- Attend cultural events and performances. Experience the area's thriving arts scene by participating in concerts, theater productions, or art exhibitions hosted locally.
Other Places to Stay in New Trier, IL
New Trier Travel Tips
How Can You Make the Most of Your Stay?
- Research Local Attractions: Take the time to explore the key attractions and activities nearby to make the most of your stay in this charming region.
- Choose the Right Accommodation: Select a vacation rental that offers convenient amenities and a comfortable setting, enhancing your overall experience here.
- Plan Ahead for Transportation: Organize your transportation options in advance to easily access the area's highlights and avoid unnecessary delays during your trip.
- Engage with the Community: Connect with local events or markets to immerse yourself in the area's culture and enjoy authentic experiences during your visit.
Transportation Options
- Metra Train Service: You can conveniently access Chicago and surrounding suburbs via the highly reliable Metra commuter rail system, which offers frequent service from local stations in the area.
- Bus Transit Options: Local bus services provide affordable and accessible transportation around the region, making it easy to explore nearby attractions without a car.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available for quick and flexible travel within and outside the area.
- Driving Your Own Vehicle: Having a personal vehicle allows you to explore the region at your own pace and reach remote destinations with ease during your stay here.
Local Customs Options
- Respect for Local Landscapes: You will find that maintaining cleanliness and respecting natural surroundings is a valued custom here in this region, ensuring its scenic beauty endures.
- Community Celebrations: Engaging in seasonal festivals and local events reflects the area's welcoming spirit and offers you an authentic cultural experience.
- Dining Etiquette: Emphasizing courteous behavior during meals, especially at family gatherings and communal events, fosters strong community bonds in this destination.
- Preservation of Heritage: Appreciating and honoring historical sites and traditions demonstrates your respect for the area's rich cultural legacy while visiting here.
Frequently Asked Questions About New Trier?
1. What are the top vacation rentals in New Trier?
There are a lot of options in New Trier. If you plan on staying in the New Trier area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in New Trier:
- Warm and Cheerful 3 Bedroom Winnetka Townhouse
- Kitschy House on a Quiet Tree Lined Street in Upscale Evanston Neighborhood
- Updated Spacious Home -Near NWU- Hospitals+More
- Charming, light-filled 5br Wilmette home
- Spacious Townhouse in Wilmette near lake and NW
- Hampton Inn & Suites Chicago-North Shore/Skokie
- Residence Inn by Marriott Chicago Wilmette/Skokie
- Residence Inn by Marriott Chicago Wilmette/Skokie
- Hampton Inn & Suites Chicago North Shore
- Extended Stay America Suites Chicago Skokie
2. Which vacation homes in New Trier are best for families?
If you are looking for a family-friendly vacation home in New Trier, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in New Trier:
3. How many Rentbyowner vacation rentals are available in New Trier?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 32 in the New Trier 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 New Trier.
4. What is the cancellation policy for vacation rentals in this area?
5. Are there any additional fees I should be aware of when booking a vacation rental here?
6. How do I ensure that my booking is secure and reliable?
7. What amenities are commonly available in vacation rentals in this destination?
8. What should I know before arriving at my vacation rental in this region?
New Trier Top Rated Vacation Rentals
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