Discover Your Perfect Conleys Patch Vacation Homes

Best Vacation Homes in Conleys Patch

Apartment
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like-icon10.0
Exceptional
(302 Reviews)
4 Bedrooms 2 Baths 8 Guests 1000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $454/Night 7 Nights - CA $3,181
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Apartment
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like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 8 Guests 8611.13 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $618/Night 7 Nights - CA $4,328
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Bed & Breakfast
Map-icon
like-icon9.8
Exceptional
(208 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Kitchen
    Kitchen
More amenities
CA $422/Night 7 Nights - CA $2,953
Apartment
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like-icon10.0
Exceptional
(32 Reviews)
3 Bedrooms 2 Baths 10 Guests 1800 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,440/Night 7 Nights - CA $10,080
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Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 1 Bath 2 Guests 355.21 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
CA $403/Night 7 Nights - CA $2,818
New
Apartment
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like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,001/Night 7 Nights - CA $7,009
New
Apartment
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like-icon10.0
Exceptional
(6 Reviews)
4 Bedrooms 3 Baths 9 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $2,400/Night 7 Nights - CA $16,797
New
Apartment
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like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests 700 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,096/Night 7 Nights - CA $7,668

Conleys Patch Luxury Rentals

New
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Apartment
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2 Bedrooms 2 Baths 8 Guests 1205.56 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $8,977/Night 7 Nights - CA $62,842
New
Apartment
Map-icon
7 Bedrooms 8 Baths 22 Guests 6025 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $8,147/Night 7 Nights - CA $57,026
New
Apartment
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7 Bedrooms 6 Baths 17 Guests 4681 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $6,434/Night 7 Nights - CA $45,041
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Apartment
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8 Bedrooms 6 Baths 16 Guests 4800.7 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
CA $5,060/Night 7 Nights - CA $35,419
Hotel
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3 Baths 1515 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $4,966/Night 7 Nights - CA $34,762
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House
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6 Bedrooms 5 Baths 26 Guests 4294.8 ft²
  • Private Beach
    Private Beach
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $4,900/Night 7 Nights - CA $34,298
House
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
5 Bedrooms 5 Baths 14 Guests 7000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $4,543/Night 7 Nights - CA $31,799
New
Apartment
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6 Bedrooms 8 Baths 20 Guests 5226 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $4,478/Night 7 Nights - CA $31,346

Conleys Patch Pet Friendly Vacation Rentals

New
Apartment
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like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 601 ft²
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
CA $805/Night 7 Nights - CA $5,638
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Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 8 Guests 796.53 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $606/Night 7 Nights - CA $4,243
star-icons-4
Hotel
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like-icon9.6
Exceptional
(132 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
More amenities
CA $748/Night 7 Nights - CA $5,237
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $845/Night 7 Nights - CA $5,912
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 8 Guests 796.53 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $1,156/Night 7 Nights - CA $8,090
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $469/Night 7 Nights - CA $3,286
New
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $349/Night 7 Nights - CA $2,442
Condo
Map-icon
like-icon9.8
Exceptional
(28 Reviews)
3 Bedrooms 2 Baths 6 Guests 1750 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $331/Night 7 Nights - CA $2,317

Conleys Patch Large Vacation Homes

Apartment
Map-icon
like-icon9.6
Exceptional
(18 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,207/Night 7 Nights - CA $8,449
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 16 Guests 1194.79 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
CA $2,261/Night 7 Nights - CA $15,824
Apartment
Map-icon
3 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $437/Night 7 Nights - CA $3,058
New
Apartment
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9 Bedrooms 8 Baths 22 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $4,234/Night 7 Nights - CA $29,637
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Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 10 Guests 1184.03 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
CA $920/Night 7 Nights - CA $6,440
New
Apartment
Map-icon
6 Bedrooms 6 Baths 15 Guests 3882 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $3,541/Night 7 Nights - CA $24,789
New
Apartment
Map-icon
6 Bedrooms 6 Baths 15 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $2,412/Night 7 Nights - CA $16,882
New
Apartment
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $2,086/Night 7 Nights - CA $14,599

Why Choose Rent By Owner for your Conleys Patch 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 Conleys Patch

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the best seasons in Conleys Patch, Chicago, Illinois, USA, often align with pleasant weather and local events, making it ideal for booking your vacation rentals during these periods.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences its peak season with warm weather that is ideal for exploring outdoor activities and local events.

Average Temperature Daytime: 80°F to 88°F - Nighttime: 65°F to 72°F
autumn
Fall (September to November)

Autumn offers a vibrant atmosphere with colorful foliage, making it a popular time to visit for those seeking scenic views and pleasant weather.

Average Temperature Daytime: 70°F to 78°F - Nighttime: 55°F to 63°F

Off-Season Highlights

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Winter (December to February)

The colder months bring fewer visitors, providing a quieter experience and often better rates on accommodations in this area.

Average Temperature Daytime: 30°F to 42°F - Nighttime: 20°F to 30°F
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Early Spring (March to May)

As the region transitions into warmer weather, this shoulder season offers more affordable options and fewer crowds for your stay here.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Conleys Patch

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 outdoor dining areas perfect for meals al fresco amidst the scenic surroundings of Conleys Patch.
  • Relax by well-maintained outdoor patios or decks that offer a comfortable space to unwind after exploring the region.
  • Make the most of landscaped gardens and lush lawns that add a touch of natural beauty to your stay.
  • Take advantage of on-site parking with designated outdoor spaces for convenience during your visit.
  • Benefit from outdoor grilling stations, ideal for hosting barbecues and enjoying local flavors with friends or family.
  • Experience peaceful courtyards or outdoor sitting areas designed for relaxing moments outdoors in this area.
  • Depending on the property, you may find access to outdoor swimming pools or hot tubs that enhance your leisure options here.
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Family Activities

  • Lincoln Park Zoo: Enjoy a day at this free zoo, where you can see a variety of animals and participate in family-friendly educational programs right in the heart of the city.
  • Chicago History Museum: Discover local history through interactive exhibits and engaging activities designed for visitors of all ages in this cultural cornerstone of the area.
  • Peggy Notebaert Nature Museum: Explore hands-on nature exhibits and outdoor butterfly habitats that make learning about the region's environment fun for the entire family.
  • North Avenue Beach: Relax on sandy shores or enjoy lakeside activities at this popular destination in the nearby neighborhood, perfect for picnics and water fun with loved ones.
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Adult Activities

  • Explore the Chicago Botanic Garden: Immerse yourself in this expansive garden, featuring stunning plant displays and peaceful walking trails just a short drive from here.
  • Visit the Museum of Science and Industry: Engage with interactive exhibits that make learning about science and technology both fun and educational, perfect for curious minds exploring the region.
  • Enjoy a boat tour on Lake Michigan: Experience breathtaking views of the skyline and the surrounding natural beauty on a relaxing boat cruise across the lake.
  • Dine at local Chicago eateries: Savor authentic regional cuisine and vibrant food scenes at nearby restaurants, offering a taste of the area's rich culinary culture.

Conleys Patch Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Neighborhoods: Take time to stroll through the surrounding neighborhoods to discover hidden local eateries and charming shops that truly capture the area's character.
  • Utilize Public Transportation: Make the most of the region's accessible public transit options to comfortably explore Chicago without the hassle of parking or traffic.
  • Plan Your Activities Ahead: Research nearby attractions and schedule your visits to popular sites within easy reach to maximize your stay here.
  • Choose a Well-Located Vacation Rental: Select accommodations that are conveniently situated to major transit routes and local hotspots for a seamless experience of the area.

Transportation Options

  • Chicago Transit Authority (CTA) Trains: The CTA train system offers quick and convenient access to downtown Chicago from the area, making it a practical choice for exploring the city’s attractions.
  • Bus Services: Local buses provide extensive coverage around here, allowing you to reach various neighborhoods and points of interest with ease during your stay.
  • Rideshare Services: Companies like Uber and Lyft operate throughout this destination, offering flexible transportation options right at your fingertips for seamless travel.
  • Car Rentals: Several rental agencies nearby provide the convenience of private transportation, giving you the freedom to explore the region at your own pace.

Local Customs Options

  • Chicago Style Dining: Here, embracing the local culinary customs means savoring deep-dish pizza and classic Chicago-style hot dogs that reflect the region's rich food heritage.
  • Neighborhood Festivals: Participating in neighborhood festivals showcases the area's vibrant community spirit and offers authentic experiences rooted in the local culture.
  • Music and Art Celebrations: Attending regional music or art festivals provides an opportunity to enjoy the creative expressions that are integral to this destination’s identity.
  • Respect for Local History: Showing appreciation for the area's historic landmarks and traditions demonstrates your respect for the region’s unique background and cultural evolution.

Frequently Asked Questions About Conleys Patch?

2. How many vacation rentals have private pools in Conleys Patch?

3. Which vacation homes in Conleys Patch are best for families?

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

4. How many Rentbyowner vacation rentals are available in Conleys Patch?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 4020 in the Conleys Patch 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 Conleys Patch. 

5. What is the cancellation policy for booking vacation rentals in this area?

The cancellation policies vary by listing, so it's important to review the specific terms outlined on the property page or contact the owner directly before confirming your reservation.

6. How do I find out about amenities and features available in the vacation rentals here?

Details about amenities and features are provided in each listing; you should read through the description carefully or reach out to the host for any specific questions.

7. Are there any restrictions or house rules I should be aware of when booking here?

Yes, each property may have its own set of rules and restrictions which are typically listed on the property page. It's advisable to review them before finalizing your reservation.

8. What is the process for checking in and checking out of a vacation rental in this destination?

Check-in and check-out procedures are outlined in each listing, often including key pickup details or digital entry instructions. Contact the property owner if you need clarification.

9. Is there a support system in place if I encounter issues during my stay?

Support is usually available through the property owner or local management, with contact information provided on the listing. Reach out promptly if you experience any problems during your visit.

Conleys Patch Top Rated Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(412 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $495/Night 7 Nights - CA $3,462
Apartment
Map-icon
like-icon10.0
Exceptional
(245 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $546/Night 7 Nights - CA $3,826
Apartment
Map-icon
like-icon10.0
Exceptional
(230 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $479/Night 7 Nights - CA $3,352
Apartment
Map-icon
like-icon10.0
Exceptional
(215 Reviews)
2 Bedrooms 3 Baths 8 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,000/Night 7 Nights - CA $6,998
Apartment
Map-icon
like-icon10.0
Exceptional
(67 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $437/Night 7 Nights - CA $3,062
Apartment
Map-icon
like-icon10.0
Exceptional
(40 Reviews)
1 Bedroom 1 Bath 2 Guests 735 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $369/Night 7 Nights - CA $2,583
Condo
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 2 Baths 4 Guests 1260 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $370/Night 7 Nights - CA $2,593
Apartment
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 3 Baths 8 Guests 2600 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,065/Night 7 Nights - CA $7,456