Discover Your Perfect Mayfair Vacation Homes

Best Vacation Homes in Mayfair

New
Apartment
Map-icon
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $260/Night 7 Nights - US $1,823
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests 947.22 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $409/Night 7 Nights - US $2,863
Apartment
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 5 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $190/Night 7 Nights - US $1,330
Condo
Map-icon
like-icon10.0
Exceptional
(87 Reviews)
2 Bedrooms 1 Bath 4 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $382/Night 7 Nights - US $2,673
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests 1797.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $400/Night 7 Nights - US $2,800
Apartment
Map-icon
like-icon10.0
Exceptional
(78 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $237/Night 7 Nights - US $1,658
Apartment
Map-icon
like-icon10.0
Exceptional
(53 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $411/Night 7 Nights - US $2,879
Apartment
Map-icon
like-icon10.0
Exceptional
(53 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $243/Night 7 Nights - US $1,701

Mayfair Luxury Rentals

House
Map-icon
3 Bedrooms 1 Bath 7 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $2,222/Night 7 Nights - US $15,557
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
6 Bedrooms 3 Baths 16 Guests 3200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,786/Night 7 Nights - US $12,502
House
Map-icon
7 Bedrooms 5 Baths 26 Guests 4306 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $1,540/Night 7 Nights - US $10,778
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 3 Baths 14 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,518/Night 7 Nights - US $10,627
House
Map-icon
6 Bedrooms 5 Baths 15 Guests 4500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,503/Night 7 Nights - US $10,518
star-icons-4
House
Map-icon
7 Bedrooms 5 Baths 22 Guests 4305.56 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $1,466/Night 7 Nights - US $10,260
New
star-icons-4
House
Map-icon
5 Bedrooms 3 Baths 16 Guests 2195.84 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Parking
    Parking
More amenities
US $1,278/Night 7 Nights - US $8,947
House
Map-icon
6 Bedrooms 3 Baths 17 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,234/Night 7 Nights - US $8,637

Mayfair Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(38 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $181/Night 7 Nights - US $1,265
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 904.17 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $290/Night 7 Nights - US $2,028
Apartment
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
2 Bedrooms 1 Bath 6 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $260/Night 7 Nights - US $1,822
star-icons-4
Apartment
Map-icon
like-icon9.7
Exceptional
(45 Reviews)
2 Bedrooms 1 Bath 6 Guests 1001.04 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $320/Night 7 Nights - US $2,240
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 1 Bath 4 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $255/Night 7 Nights - US $1,788
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 1 Bath 4 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $128/Night 7 Nights - US $898
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $342/Night 7 Nights - US $2,393
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $175/Night 7 Nights - US $1,223

Mayfair Large Vacation Homes

Apartment
Map-icon
like-icon10.0
Exceptional
(125 Reviews)
3 Bedrooms 1 Bath 10 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $160/Night 7 Nights - US $1,123
star-icons-4
Apartment
Map-icon
like-icon9.7
Exceptional
(120 Reviews)
6 Bedrooms 6 Baths 12 Guests 453.88 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
US $206/Night 7 Nights - US $1,441
House
Map-icon
9 Bedrooms 3 Baths
US $857/Night 7 Nights - US $6,001
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
3 Bedrooms 2 Baths 10 Guests 2200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $663/Night 7 Nights - US $4,643
star-icons-4
Apartment
Map-icon
like-icon9.7
Exceptional
(7 Reviews)
5 Bedrooms 4 Baths 10 Guests 1345.49 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $634/Night 7 Nights - US $4,441
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
4 Bedrooms 3 Baths 15 Guests 3200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,136/Night 7 Nights - US $7,951
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
5 Bedrooms 4 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $971/Night 7 Nights - US $6,798
Apartment
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
4 Bedrooms 2 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $588/Night 7 Nights - US $4,119

Discover & compare premier experiences around Chicago

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Mayfair Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Mayfair

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here ensures you experience the area's vibrant atmosphere and enjoy your stay in one of the region's comfortable vacation rentals at its best.

Peak Season Highlights

summer
Summer (June to August)

Experience the vibrant atmosphere when the area sees an influx of visitors enjoying warm weather and outdoor events, making it an ideal time for booking vacation rentals.

Average Temperature Daytime: 78°F - Nighttime: 65°F
autumn
Fall (September to November)

During this season, the region boasts pleasant temperatures and a lively cultural scene, perfect for exploring your accommodations amidst the scenic fall foliage.

Average Temperature Daytime: 70°F - Nighttime: 55°F

Off-Season Highlights

image
Winter (December to February)

The cooler months bring fewer tourists, offering you a more peaceful stay while still enjoying regional comforts within your vacation rental.

Average Temperature Daytime: 36°F - Nighttime: 26°F
image
Spring (March to May)

Before the summer rush, spring offers mild weather and blooming scenery, making it a great time for booking a peaceful getaway in this destination.

Average Temperature Daytime: 58°F - Nighttime: 42°F

Weekly Weather Forecast for Mayfair

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 seating areas for relaxing or entertaining guests
  • Access to private patios or balconies with scenic views of the surrounding cityscape
  • Use outdoor grills for convenient barbecues during your stay
  • Take advantage of landscaped gardens or courtyards maintained by the property
  • Utilize nearby parks and green spaces for outdoor activities within walking distance
  • Benefit from outdoor lighting for evening gatherings and safety
  • Experience easy access to bike rentals or cycling paths in the area for active exploration
image
image

Family Activities

  • Lincoln Park Zoo: Explore this renowned zoo, just a short distance away, where your family can enjoy free admission and observe diverse wildlife in an engaging outdoor setting.
  • Chicago History Museum: Discover the rich history of the area with interactive exhibits and family-friendly activities that make learning about the region both fun and educational.
  • North Avenue Beach: Relax and play at this scenic beach, offering sandy shores, playgrounds, and stunning views of Lake Michigan for a perfect day outdoors with your loved ones.
  • Lincoln Park Conservatory: Stroll through this beautiful conservatory filled with exotic plants and flowers, providing a peaceful escape for families seeking nature’s tranquility in the city.
image

Adult Activities

  • Art Institute of Chicago Tour: Discover world-class artworks and exhibitions at this renowned museum, offering an inspiring cultural experience right in the heart of the city.
  • Navy Pier Excursion: Enjoy scenic views, live entertainment, and fine dining options along the iconic waterfront attraction, perfect for a relaxing day out.
  • Millennium Park Visit: Experience the region’s vibrant public art installations and lush gardens, ideal for leisurely strolls and photo opportunities.
  • Chicago Architecture River Cruise: Gain unique insights into the city’s architectural history while cruising through the downtown skyline on a guided boat tour.

Mayfair Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's diverse culinary scene by trying nearby restaurants and cafes to experience authentic flavors unique to this destination.
  • Visit Neighborhood Parks: Spend leisure time in local parks to enjoy the peaceful atmosphere and scenic views that complement your stay here.
  • Utilize Public Transportation: Make use of the region's public transit system for convenient access to popular attractions and to explore further without hassle.
  • Discover Hidden Gems: Walk through the area’s charming streets to uncover lesser-known spots and local favorites that enhance your overall experience here.

Transportation Options

  • Chicago Transit Authority (CTA) Trains: The CTA Blue Line provides quick and convenient access to downtown Chicago from this neighborhood, making it easy for you to explore the city's attractions.
  • Bus Services: Multiple bus routes operate throughout the area, offering reliable transportation options for reaching nearby neighborhoods and key locations in Chicago.
  • Divvy Bike Share: With numerous bike-sharing stations nearby, you can enjoy an eco-friendly and flexible way to navigate through the region’s scenic streets.
  • Taxis and Rideshare Services: Taxis and popular rideshare options like Uber and Lyft are readily available here, providing convenient door-to-door transportation during your stay.

Local Customs Options

  • Greetings and Personal Space: Visitors typically exchange friendly greetings with locals, who value personal space and respectful social interactions here.
  • Dining Etiquette: When dining out, it’s customary to observe polite manners, such as waiting for your host to start eating and thanking staff for their service in this area.
  • Public Behavior: Maintaining a calm and courteous demeanor in public spaces is appreciated, especially in neighborhood parks and local shops within this destination.
  • Festive Celebrations: Participating in community events or festivals often involves a respectful appreciation of local traditions that reflect the area's rich cultural heritage.

Mayfair Vacation Rental Frequently Asked Questions

2. Which vacation homes in Mayfair are best for families?

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

3. How many Rentbyowner vacation rentals are available in Mayfair?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 607 in the Mayfair 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 Mayfair. 

4. What is the cancellation policy for vacation rentals in Mayfair, Chicago?

Cancellation policies vary by listing, so it is important to review the specific terms outlined in the reservation details or contact the property owner directly before booking.

5. Are pets allowed in vacation rentals in this area?

Pet policies depend on the individual property. Please check the listing details or reach out to the host to confirm if pets are permitted during your stay.

6. How do I find the best available dates for vacation rentals in Mayfair, Chicago?

You can easily search available dates on the booking platform by entering your preferred travel period and filtering results to suit your needs.

7. What amenities should I expect when booking a vacation rental here?

Amenities vary by property but often include essentials such as Wi-Fi, parking, and fully equipped kitchens. Review each listing's amenities section for specific features.

8. How can I ensure my stay in Chicago’s Mayfair neighborhood is comfortable and safe?

To ensure a pleasant experience, read guest reviews, verify the property's security features, and communicate with the host about any special requirements or questions you may have.

Mayfair Top Rated Vacation Rentals

Hotel
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
1 Bath 567 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $327/Night 7 Nights - US $2,288
Hotel
Map-icon
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $415/Night 7 Nights - US $2,904
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $350/Night 7 Nights - US $2,450
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $194/Night 7 Nights - US $1,358
Apartment
Map-icon
like-icon9.8
Exceptional
(45 Reviews)
3 Bedrooms 1 Bath 6 Guests 1050 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $338/Night 7 Nights - US $2,369
House
Map-icon
like-icon9.8
Exceptional
(40 Reviews)
3 Bedrooms 2 Baths 8 Guests 2400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $595/Night 7 Nights - US $4,165
Apartment
Map-icon
like-icon6.4
Good
(7 Reviews)
2 Bedrooms 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $209/Night 7 Nights - US $1,463
Apartment
Map-icon
2 Bedrooms 2 Baths 4 Guests 1135 ft²
  • Pool
    Pool
  • Pet Friendly
    Pet Friendly
More amenities
US $161/Night 7 Nights - US $1,127