Chicago\92s Best Vacation Rentals - Vacation Rentals in Fairfield

Haven In Harmony. Entire 840SQFT Cottage. Sleeps 4 From US $189
         

8.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Child Friendly
Best Western Plus Parkside Inn & Suites From US $145
         

9.8 (338 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Loft at 116 From US $132
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Bright & Cozy Stay Near Downtown Mt. Vernon From US $134
         

West 2nd St. Retreat Norris City From US $122
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Fairfield

Over 76+ Luxury Places to Stay in or Near Fairfield
Spacious 10 Bedroom Home-Perfect for Large Groups From US $766
         

Rustic, Pet Friendly Cabin near East Fork Lake, Olney, Illinois From US $355
         

The McClure Guesthouse and Venue From US $272
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Spacious Country Home on 25 acres From US $255
         

9.6 (9 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV

Top-Rated Vacation Rentals with a Pool in Fairfield

Over 9+ Top-Rated Vacation Rentals with a Pool in or Near Fairfield
Beautiful home with pool in Wayne City From US $162
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Best Western Plus Parkside Inn & Suites From US $132
         

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9.4 (76 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
New Harmony Inn Resort and Conference Center From US $160
         

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9.0 (504 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
New Harmony Inn Resort and Conference Center From US $122
         

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8.6 (195 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Holiday Motel & Restaurant From US $61
         

7.0 (119 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Fairfield

Over 26+ Pet-Friendly Vacation Rentals in or Near Fairfield
Shady Shelter - Quiet Comfort, Family Friendly - close to everything! From US $148
         

The Rest Mobile From US $99
         

New
Other
  • Air Conditioner
  • Parking
  • Pet Friendly
Whispering Oaks - Cozy cabin in the woods From US $108
         

9.6 (27 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Park Place-Quaint home nestled between parks and lakes From US $158
         

9.4 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
1500 Sq.ft. of Quaint Comfort in the heart of Olney close to downtown! From US $168
         

Morgan Manor - Your Home Away from Home! From US $159
         

9.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
SunnyHill Cottage From US $163
         

4.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Fairfield

Over 5+ Large Vacation Homes & Villas in or Near Fairfield
Beautiful County House. Perfect Nature Getaway/Hunting/Relaxing From US $161
         

The McClure Guesthouse. 1872 Victorian Home. From US $165
         

5.0 (6 Reviews)
House
  • Air Conditioner
  • TV
  • View
Beautiful Lodge with Full Bar From US $50
         

A Place on the Water Lakefront - Spa From US $685
         

The Citadel -Best View in Town Modern Condo 7min Off I-64 From US $71
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Child Friendly

Wheelchair Accessible Vacation Homes in Fairfield

Over 6+ Wheelchair Accessible Vacation Homes in or Near Fairfield
Super 8 by Wyndham Grayville From US $68
         

7.4 (93 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western Flora Inn From US $98
         

8.4 (306 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Rodeway Inn Flora From US $72
         

6.9 (9 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Super 8 by Wyndham Grayville From US $86
         

8.0 (515 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Super 8 by Wyndham Olney From US $65
         

6.6 (68 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Briarwood Inn From US $140
         

5.3 (59 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

Fairfield Vacation Rentals and Airbnb Places to Stay Under $200

Over 32+ Fairfield Vacation Rentals and Airbnb Places to Stay Under $200
Cozy Bee Hive- Cheerful Stay Near Town From US $145
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Traveler's Inn Motel From US $65
         

7.8 (129 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Beautiful property at Mount Vernon - Illinois From US $101
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy quiet rural stay🥰 From US $139
         

10.0 (11 Reviews)
House
  • Child Friendly
Chateau Monroe - Rustic feel with modern convenience From US $132
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Updated Loft in the heart of downtown Olney! From US $124
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Designated Smoking Area
  • TV

Instantly Bookable Vacation Homes in Fairfield

Over 13+ Instantly Bookable Vacation Homes in or Near Fairfield
Comfortable lodging with full bar. Kids stay free! From US $281
         

10.0 (3 Reviews)
Cabin
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Comfortable lodging with full bar. Kids stay free! From US $271
         

10.0 (3 Reviews)
Cabin
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Davis House From US $144
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Carmi’s Casa - 3 Bedroom / 2 Bathroom Ranch From US $231
         

9.6 (7 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
The Lodge- Beautiful Country Stay- Private Room #1 From US $113
         

5.0 (2 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Bedding/Linens
The Lodge-Beautiful Country Stay- Private Room #2 From US $111
         

5.0 (2 Reviews)
House
  • Air Conditioner
  • Bedding/Linens
  • Internet
The lodge-Beautiful Country Stay- Private Room # 4 From US $110
         

5.0 (2 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Bedding/Linens

About Fairfield Vacation Rentals

With more than 85 Fairfield vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Chicagosbestvacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Fairfield.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Chicagosbestvacationrentals Fairfield, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Fairfield. Places to stay near Fairfield are 569.44 ft² on average, with prices averaging US $226 a night.

Chicagosbestvacationrentals makes it easy and safe to find and compare vacation rentals in Fairfield with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Fairfield

Type Count
Vacation Homes 42
Hotels 21
Holiday Apartments 9
Cabin Rentals 9
Others 3
B&B 1

Use these Quick Filters to Find a Vacation Rental in Fairfield

Pro Tip: Chicagosbestvacationrentals makes it easy to compare the best listings on Chicagosbestvacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chicagosbestvacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Fairfield.

Weather in Fairfield

View the weather forecast for Fairfield before booking your Fairfield Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Fairfield, IL

Chicagosbestvacationrentals offers a large selection of top attractions around Fairfield. Research things to do on your vacation before you visit Fairfield.


Fairfield Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Fairfield?
How many vacation rentals are available in Fairfield?

Currently, the total number of properties listed in 2026 is over 85 in the Fairfield area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Fairfield.