Discover Your Perfect Riverwoods Vacation Homes

Best Vacation Homes in Riverwoods

10.0
Exceptional
(1 Review)
2 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $402/Night For 7 Nights AU $2,816
8.0
Excellent
(117 Reviews)
311.48 ft² 58 Guests 6 Bathrooms
Ocean View Resort
  • Private Pool
  • Oceanfront
  • Hot Tub
AU $235/Night For 7 Nights AU $1,642
9.2
Exceptional
(1001 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
AU $168/Night For 7 Nights AU $1,174
9.8
Exceptional
(78 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
AU $274/Night For 7 Nights AU $1,919
New
5898.62 ft² 10 Guests 5 Bedrooms 5 Bathrooms
Villa
  • Pet Friendly
  • Parking
  • Internet
AU $1,166/Night For 7 Nights AU $8,161
9.0
Exceptional
(6 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Breakfast
AU $349/Night For 7 Nights AU $2,444
9.0
Exceptional
(4 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Breakfast
AU $271/Night For 7 Nights AU $1,898
8.4
Excellent
(7 Reviews)
5 Guests 2 Bedrooms 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Breakfast
AU $499/Night For 7 Nights AU $3,492

Riverwoods Luxury Rentals

10.0
Exceptional
(1 Review)
7 Guests 4 Bedrooms 5 Bathrooms
House
  • Hot Tub
  • Fireplace/Heating
  • Air Conditioner
AU $1,055/Night For 7 Nights AU $7,384
9.0
Exceptional
(7 Reviews)
2543 ft² 16 Guests 5 Bedrooms 3 Bathrooms
Pet Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
AU $791/Night For 7 Nights AU $5,536
8.6
Fabulous
(131 Reviews)
330.45 ft² 3 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
AU $657/Night For 7 Nights AU $4,602
New
1 Guest 1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Hot Tub
  • Fireplace/Heating
  • Kitchen
AU $562/Night For 7 Nights AU $3,937
8.3
Excellent
(925 Reviews)
299 ft² 7 Bathrooms
Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
AU $486/Night For 7 Nights AU $3,402
New
1320 ft² 4 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
AU $397/Night For 7 Nights AU $2,778
8.4
Excellent
(6 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Breakfast
AU $373/Night For 7 Nights AU $2,611
8.4
Excellent
(106 Reviews)
440.05 ft² 13 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
AU $354/Night For 7 Nights AU $2,481

Riverwoods Pet Friendly Vacation Rentals

New
990 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Pet Friendly
  • Kitchen
AU $190/Night For 7 Nights AU $1,327
8.9
Fabulous
(177 Reviews)
611.39 ft² 1 Bathroom
Family Friendly Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
AU $180/Night For 7 Nights AU $1,261
8.8
Fabulous
(1005 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
AU $138/Night For 7 Nights AU $965
New
968 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Pet Friendly
  • Kitchen
AU $171/Night For 7 Nights AU $1,200
8.7
Fabulous
(108 Reviews)
458.06 ft² 9 Bathrooms
Ocean View Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
AU $174/Night For 7 Nights AU $1,219
New
592 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Pool
  • Pet Friendly
  • Kitchen
AU $170/Night For 7 Nights AU $1,190
New
592 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Pool
  • Pet Friendly
  • Kitchen
AU $170/Night For 7 Nights AU $1,190
New
990 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Pet Friendly
  • Kitchen
AU $162/Night For 7 Nights AU $1,131

Riverwoods Large Vacation Homes

5.0
Average
(1 Review)
5900 ft² 10 Guests 5 Bedrooms 5 Bathrooms
Family Friendly Villa
  • Pet Friendly
  • Kitchen
  • Air Conditioner
AU $987/Night For 7 Nights AU $6,912

Why Choose Rent By Owner for your Riverwoods 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 Riverwoods

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as seasonal variations in this destination influence the availability and appeal of vacation rentals throughout the year.

Peak Season Highlights

summer
Summer (June to August)

Experience the warm weather and longer daylight hours, ideal for outdoor activities and exploring the region's local attractions.

Average Temperature Daytime: Approximately 82°F - Nighttime: Around 65°F
autumn
Fall (September to November)

Enjoy the vibrant foliage and cooler temperatures, perfect for scenic drives and outdoor adventures in this destination.

Average Temperature Daytime: Approximately 70°F - Nighttime: Around 50°F

Off-Season Highlights

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Winter (December to February)

Visit during the colder months when fewer travelers are around, offering a peaceful retreat with cozy accommodations.

Average Temperature Daytime: Approximately 35°F - Nighttime: Around 20°F
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Spring (March to May)

Experience the early bloom of the season with mild temperatures, making it an ideal time for a quiet getaway before peak crowds arrive.

Average Temperature Daytime: Approximately 55°F - Nighttime: Around 38°F

Weekly Weather Forecast for Riverwoods

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.

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 patio or deck for relaxing and dining al fresco amid the region’s natural beauty.
  • Take advantage of a spacious yard or garden area perfect for outdoor activities or family gatherings.
  • Make use of on-site grills to prepare delicious meals while enjoying the pleasant climate of this destination.
  • Relax by a community or private swimming pool available at some properties in the area.
  • Benefit from access to scenic walking or jogging trails that wind through the surrounding landscape.
  • Experience the convenience of outdoor fire pits for cozy evenings under the stars.
  • Appreciate the availability of secure parking facilities with outdoor options for larger groups or families traveling here.
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Family Activities

  • North Shore Skokie Lagoons: Explore the scenic waterways ideal for kayaking and paddleboarding, perfect for family adventures in the region.
  • Long Grove Historic District: Stroll through charming streets filled with unique shops and family-friendly events that showcase local culture and history.
  • Chicago Botanic Garden: Enjoy a day immersed in nature at this nearby garden featuring engaging exhibits and educational programs suitable for children and adults alike.
  • Riverwoods Nature Preserve: Discover walking trails and outdoor activities where your family can experience the serene natural beauty of the area firsthand.
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Adult Activities

  • Golfing at Northbrook Golf Course: Enjoy a relaxing day on the greens at this nearby course, perfect for unwinding and appreciating the scenic surroundings of the region.
  • Shopping at Northbrook Court: Explore a variety of stores and boutiques in this prominent shopping center, offering a great way to indulge in retail therapy close to your rental.
  • Exploring Chicago Botanic Garden: Discover the beauty of cultivated landscapes and floral displays just a short drive away, ideal for nature lovers seeking tranquility in the area.
  • Dining Experiences in the Region: Savor diverse culinary options at local restaurants that capture the essence of regional flavors, providing memorable dining moments during your stay.

Riverwoods Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Explore the local area and book your vacation rentals early to secure the best options and rates in this popular Illinois destination.
  • Discover Local Cuisine: Take advantage of nearby dining spots to experience authentic flavors that highlight the region’s culinary scene.
  • Engage with Nature: Utilize the natural surroundings to enjoy outdoor activities that make your stay here more enriching and memorable.
  • Explore Nearby Attractions: Use your vacation rental as a convenient base to visit the region’s attractions and fully immerse yourself in the local culture.

Transportation Options

  • Metra Commuter Rail: You can conveniently access the region's commuter rail service for quick travel to Chicago and surrounding areas, making it easy to explore beyond here.
  • Local Bus Services: The area is well-connected with local bus routes that provide reliable transportation within the community and to nearby suburbs.
  • Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft operate regularly here, offering flexible and on-demand transportation throughout the destination.
  • Car Rentals: Renting a car provides the flexibility to explore the region at your own pace, especially ideal for visiting attractions outside the immediate area.

Local Customs Options

  • Respect for Local Etiquette: You’ll find that courteous behavior and polite greetings are valued when engaging with residents here, reflecting the region’s friendly community spirit.
  • Dining Customs: When visiting local eateries or attending events, it’s customary to share meals and engage in lively conversations, emphasizing the area’s welcoming atmosphere.
  • Celebration of Holidays: The region observes traditional American holidays with community parades and family gatherings, offering you authentic local experiences during your stay.
  • Environmental Respect: Visitors are encouraged to follow eco-friendly practices, such as recycling and conserving energy, aligning with the area's dedication to sustainability.

Frequently Asked Questions About Riverwoods?

2. How many vacation rentals have private pools in Riverwoods?

There are 5 vacation rentals with private pools near Riverwoods. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Riverwoods are best for families?

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

4. How many Rentbyowner vacation rentals are available in Riverwoods?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 53 in the Riverwoods 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 Riverwoods. 

5. What is the cancellation policy for vacation rentals in Riverwoods, Illinois?

Cancellation policies vary by listing, so it’s best to review the specific terms on each property’s page or contact the host directly to understand the rules applicable to your booking.

6. How can I confirm the availability of a vacation rental in Riverwoods, Illinois?

Availability is updated by the property owner and can be checked through the listing calendar. If you have specific dates in mind, reaching out to the host can help ensure your preferred stay dates are open.

7. Are there any additional fees when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are typically detailed in the listing. It's advisable to read the full description or contact the property owner for clarification before completing your reservation.

8. What amenities should I expect in a vacation rental in this region?

Amenities can vary between properties, but common features include Wi-Fi, parking, and kitchen facilities. To find a rental that meets your needs, review each listing’s amenities section or ask the host for more information.

9. Is it possible to book last-minute vacation rentals in Riverwoods, Illinois?

Last-minute bookings are often available depending on the property's availability, but it's recommended to check the listing details or contact the host directly to confirm if you plan a spontaneous trip.

Riverwoods Top Rated Vacation Rentals

9.2
Exceptional
(983 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
AU $173/Night For 7 Nights AU $1,209
9.2
Exceptional
(292 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
AU $141/Night For 7 Nights AU $985
9.0
Exceptional
(506 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
AU $221/Night For 7 Nights AU $1,544
8.9
Fabulous
(51 Reviews)
355.21 ft² 4 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
AU $209/Night For 7 Nights AU $1,466
8.8
Fabulous
(1300 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
AU $214/Night For 7 Nights AU $1,500
8.8
Fabulous
(1010 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
AU $159/Night For 7 Nights AU $1,112
8.8
Fabulous
(1008 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
AU $187/Night For 7 Nights AU $1,311
8.8
Fabulous
(1003 Reviews)
1 Bathroom
Family Friendly Resort
  • Spa
  • Fireplace/Heating
  • Pool
AU $200/Night For 7 Nights AU $1,398