Discover Your Perfect Mayfair Vacation Homes

Best Vacation Homes in Mayfair

New
8 Guests 3 Bedrooms 2 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R6,324/Night For 7 Nights R44,274
10.0
Exceptional
(4 Reviews)
4004.17 ft² 15 Guests 4 Bedrooms 3 Bathrooms
House
  • Fireplace/Heating
  • Balcony/Terrace
  • Parking
R7,922/Night For 7 Nights R55,457
7.2
Very Good
(801 Reviews)
1 Bathroom
Family Friendly Hotel
  • Kitchen
  • Parking
  • Air Conditioner
R1,519/Night For 7 Nights R10,643
New
4 Guests 2 Bedrooms 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R5,031/Night For 7 Nights R35,219
10.0
Exceptional
(2 Reviews)
947.22 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Air Conditioner
  • Internet
  • Child Friendly
R6,697/Night For 7 Nights R46,877
New
5 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,142/Night For 7 Nights R28,997
New
8 Guests 3 Bedrooms 2 Bathrooms
Pet Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
R3,337/Night For 7 Nights R23,365
New
5 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R2,827/Night For 7 Nights R19,796

Mayfair Luxury Rentals

New
7 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R36,390/Night For 7 Nights R254,723
9.8
Exceptional
(10 Reviews)
3200 ft² 16 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R29,194/Night For 7 Nights R204,358
10.0
Exceptional
(8 Reviews)
3000 ft² 14 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R26,062/Night For 7 Nights R182,434
10.0
Exceptional
(6 Reviews)
14 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R25,553/Night For 7 Nights R178,881
New
4306 ft² 22 Guests 6 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R24,101/Night For 7 Nights R168,696
New
4305.56 ft² 22 Guests 6 Bedrooms 4 Bathrooms
Family Friendly House
  • Pet Friendly
  • Internet
  • Child Friendly
R23,998/Night For 7 Nights R167,992
New
4500 ft² 15 Guests 6 Bedrooms 5 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R23,633/Night For 7 Nights R165,438
New
2238.89 ft² 16 Guests 4 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • View
  • Air Conditioner
R22,912/Night For 7 Nights R160,379

Mayfair Pet Friendly Vacation Rentals

10.0
Exceptional
(74 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,122/Night For 7 Nights R28,850
10.0
Exceptional
(2 Reviews)
1797.57 ft² 4 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R6,549/Night For 7 Nights R45,846
10.0
Exceptional
(6 Reviews)
5 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R3,111/Night For 7 Nights R21,777
10.0
Exceptional
(38 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R2,958/Night For 7 Nights R20,712
10.0
Exceptional
(1 Review)
904.17 ft² 4 Guests 2 Bedrooms 1 Bathroom
Free Cancellation Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R4,743/Night For 7 Nights R33,205
10.0
Exceptional
(35 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R6,749/Night For 7 Nights R47,238
10.0
Exceptional
(15 Reviews)
6458 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R3,350/Night For 7 Nights R23,447
10.0
Exceptional
(12 Reviews)
900 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,101/Night For 7 Nights R28,703

Mayfair Large Vacation Homes

New
10 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Kitchen
  • Parking
R2,925/Night For 7 Nights R20,467
10.0
Exceptional
(1 Review)
12 Guests 4 Bedrooms 6 Bathrooms
House
  • Pet Friendly
  • Parking
  • Air Conditioner
R8,842/Night For 7 Nights R61,892
New
9 Bedrooms 3 Bathrooms
House
R14,038/Night For 7 Nights R98,257
10.0
Exceptional
(120 Reviews)
1000 ft² 10 Guests 3 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
R2,890/Night For 7 Nights R20,238
9.7
Exceptional
(98 Reviews)
465 ft² 10 Guests 5 Bedrooms 5 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Parking
  • Air Conditioner
R3,371/Night For 7 Nights R23,594
10.0
Exceptional
(10 Reviews)
2200 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R10,438/Night For 7 Nights R73,075
10.0
Exceptional
(9 Reviews)
3200 ft² 15 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R19,856/Night For 7 Nights R138,995
10.0
Exceptional
(9 Reviews)
12 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R15,695/Night For 7 Nights R109,866

Why Choose Rent By Owner for your Mayfair 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 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

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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
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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
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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.
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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.

Frequently Asked Questions About Mayfair?

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 604 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

10.0
Exceptional
(1 Review)
567 ft² 1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Kitchen
R5,750/Night For 7 Nights R40,246
9.8
Exceptional
(44 Reviews)
1050 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R7,100/Night For 7 Nights R49,694
9.8
Exceptional
(40 Reviews)
2400 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
R9,066/Night For 7 Nights R63,464
New
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Kitchen
R5,819/Night For 7 Nights R40,737
10.0
Exceptional
(2 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
R5,731/Night For 7 Nights R40,115
10.0
Exceptional
(1 Review)
1000 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
R3,177/Night For 7 Nights R22,235
6.4
Good
(7 Reviews)
2 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
R3,422/Night For 7 Nights R23,954
New
1135 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Pool
  • Pet Friendly
  • Kitchen
R2,636/Night For 7 Nights R18,453