Search Condos Rentals in Fairfield from CA $267

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Fairfield condo rentals

Property grounds

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (154 reviews)
"Very clean and pet-friendly "
United States
Heston
The price is CA $152
CA $343 total
includes taxes & fees
May 28 - May 29
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Fireplace

Where the Trail Ends

Where the Trail Ends
Wintergreen Resort
9.8 out of 10, Exceptional, (50 reviews)
"Very good host, good with communication! Nice clean place to stay and close to a lot of the places we were wanting to go!"
United States
Meredith T.
The price is CA $86
CA $267 total
includes taxes & fees
Jun 1 - Jun 2
Where the Trail Ends
Property grounds

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Wintergreen Resort
10.0 out of 10, Exceptional, (14 reviews)
"Had a great stay, location was perfect! Condo was very nice. "
United States
Alicia K.
The price is CA $112
CA $301 total
includes taxes & fees
May 28 - May 29
First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge
Terrace/patio

Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Condo -Steps to Ski and restaurants
Wintergreen Resort
9.8 out of 10, Exceptional, (36 reviews)
"Check in was a breeze, amazing location and great nights stay."
United States
Garrett P.
The price is CA $157
CA $369 total
includes taxes & fees
May 28 - May 29
Wintergreen Condo -Steps to Ski and restaurants
1 bedroom, desk, internet, bed sheets

Panoramic Peak: Wintergreen Condo with Views

Panoramic Peak: Wintergreen Condo with Views
Wintergreen Resort
9.6 out of 10, Exceptional, (44 reviews)
"The location was great and the sunrise views were amazing!"
United States
Jennifer B.
The price is CA $192
CA $405 total
includes taxes & fees
May 31 - Jun 1
Panoramic Peak: Wintergreen Condo with Views
Fridge, microwave, oven, stovetop

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*

Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Wintergreen Resort
10.0 out of 10, Exceptional, (38 reviews)
"Very organized information and amazing communication from host ahead of arrival; the view and location are amazing, and the accommodations were comfortable and made for an easy and fun adventure! Will definitely stay here again. "
United States
Blayre G.
The price is CA $210
CA $564 total
includes taxes & fees
Jun 3 - Jun 4
Diamond Adventure at Wintergreen Resort *FULLY UPDATED*
Fridge, microwave, oven, stovetop

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Wintergreen Resort
10.0 out of 10, Exceptional, (37 reviews)
"This condo is the perfect location for a weekend ski getaway! We will definitely be staying here again!"
United States
Jennifer H.
The price is CA $143
CA $427 total
includes taxes & fees
May 27 - May 28
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Outdoor dining

Overlook 180 degree views w/Peloton!

Overlook 180 degree views w/Peloton!
Wintergreen Resort
9.4 out of 10, Exceptional, (3 reviews)
"Excellent stay. Thank you!"
United States
Kimberly B.
The price is CA $139
CA $402 total
includes taxes & fees
Jun 1 - Jun 2
Overlook 180 degree views w/Peloton!
Outdoor dining

Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (128 reviews)
"Rooms a clean thermostats are easy to use and everything is easily accessible"
United States
JOSHUA KAMAU KARIUKI
The price is CA $160
CA $355 total
includes taxes & fees
May 28 - May 29
Escape to the Blue Ridge Mountains at Wine-tergreen!
Fridge, microwave, oven, stovetop

NEW! Your Ski-In/Ski-Out Wintergreen Escape

NEW! Your Ski-In/Ski-Out Wintergreen Escape
Wintergreen Resort
10.0 out of 10, Exceptional, (2 reviews)
"Awesome place!"
United States
Chris C.
The price is CA $193
CA $450 total
includes taxes & fees
Jun 2 - Jun 3
NEW! Your Ski-In/Ski-Out Wintergreen Escape
Exterior

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace

Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Wintergreen Resort
10.0 out of 10, Exceptional, (114 reviews)
"Great location"
United States
Chrissy R.
The price is CA $249
CA $476 total
includes taxes & fees
May 29 - May 30
Wintergreen. Panoramic Sunsets, Mountain Views, Private Deck + Fireplace
Exterior

Mountain Inn Studio 96 with Wintergreen Advantage

Mountain Inn Studio 96 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. "
United States
Lana
The price is CA $178
CA $310 total
includes taxes & fees
Jun 7 - Jun 8
Mountain Inn Studio 96 with Wintergreen Advantage
Exterior

Highridge Court 30 with Wintergreen Advantage

Highridge Court 30 with Wintergreen Advantage
Chestnut Springs
10.0 out of 10, Exceptional, (1 review)
The price is CA $226
CA $418 total
includes taxes & fees
Jun 1 - Jun 2
Highridge Court 30 with Wintergreen Advantage
TV, fireplace

Mountain View Vista: Resort Condo w/ Views

Mountain View Vista: Resort Condo w/ Views
Wintergreen Resort
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful condo"
United States
Mary C.
The price is CA $192
CA $405 total
includes taxes & fees
Jun 7 - Jun 8
Mountain View Vista: Resort Condo w/ Views
Exterior

Timbers Studio 46 with Wintergreen Advantage

Timbers Studio 46 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple...
United States
Madison D.
The price is CA $178
CA $310 total
includes taxes & fees
Jun 3 - Jun 4
Timbers Studio 46 with Wintergreen Advantage
Exterior

Mountain Inn Lodge 71 with Wintergreen Advantage

Mountain Inn Lodge 71 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, nice facilities.. polite staff "
United States
Rich C.
The price is CA $192
CA $347 total
includes taxes & fees
Jun 7 - Jun 8
Mountain Inn Lodge 71 with Wintergreen Advantage

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Roseland
9.0 out of 10, Wonderful, (323 reviews)
"We enjoyed our time at the stay. "
United States
michael b.
The price is CA $129
CA $331 total
includes taxes & fees
Jun 8 - Jun 9
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Terrace/patio

Cozy Lux Condo at Wintergreen Resort

Cozy Lux Condo at Wintergreen Resort
Roseland
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed it so much! So cozy and close to the resort! "
United States
Katie B.
The price is CA $186
CA $412 total
includes taxes & fees
Jun 7 - Jun 8
Cozy Lux Condo at Wintergreen Resort
Fridge, microwave, oven, stovetop

Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf

Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
Wintergreen Resort
10.0 out of 10, Exceptional, (1 review)
"Pet-friendly, very hospitable, had coffee and Brita filter for water, linens, paper towels, everything we needed. "
United States
Sarah L.
The price is CA $159
CA $406 total
includes taxes & fees
Jun 7 - Jun 8
Wintergreen Resort - Ski Slopes, Hike, Swim, & Golf
TV, fireplace

Wintergreen Ski Resort Condo w/ Golf Access!

Wintergreen Ski Resort Condo w/ Golf Access!
Roseland
10.0 out of 10, Exceptional, (1 review)
"We loved the location and cleanliness of the property; however it was a bit cold and the radiant heating did not create a very warm space. Everything else was wonderful. The provided hot chocolate and wine was awesome; coffee would also be a wonderful add!"
United States
Nichole A.
The price is CA $152
CA $468 total
includes taxes & fees
May 30 - May 31
Wintergreen Ski Resort Condo w/ Golf Access!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fairfield Hotel Reviews

Holiday Inn Express & Suites Staunton by IHG

Holiday Inn Express & Suites Staunton by IHG

10/10 Excellent
"Very convenient. Amenities clean. Staff wonderful. Everything thing clean except The bathroom shower door moldy"
Kathryn 2-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Staunton by IHG

Find out more about Fairfield

Fairfield Condo Rentals information

Number of reviews
893
Accommodation
299 Condo Rentals
Lowest Price
CA $267
Highest Price
CA $564

Frequently asked questions

Why book your condo in Fairfield with Expedia?
Booking a condo in Fairfield is as easy as deciding on your travel dates and choosing the option that meets your requirements. After something luxurious or low cost, or a stay that also offers a kitchenette? Use Expedia's search filters to further narrow your search results and find your dream fit.
How can I find cheap condos in Fairfield?
Expedia can help you track down cheap condos in Fairfield. To lock in your ideal stay in just a few keystrokes, use our handy filter tool to refine your search results by amenities, budget and star rating.

Explore a world of travel with Expedia