Title: Fairfield Condo Rentals from CA $335 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248627064719401&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248627064719401&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248627064719401&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248627064719401&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Fairfield condo rentals

![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/ae35c88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/b56e2b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/3e9a531d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/403fa3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(6 reviews)

"We loved the 'ski-in/ski-out' convenience. Cute condo with everything you need for your stay. The water and snacks were a nice gesture. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Esperanza

CA $123

CA $311 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1273h849x4y3-b64d948a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/0d2cf0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/29fa29ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1277h854x0y0-93eb93d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Modern Mountain Condo 

[](https://www.expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(41 reviews)

"Quiet, one-night stay while in the area for an event. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie M.

CA $143

CA $335 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/dda1ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/6d550925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/132f64a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information)

Roseland

9.6/10

Exceptional

(145 reviews)

"Very clean and pet-friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heston

CA $166

CA $363 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1199h809x1y1-e64db49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h797x0y1-8e27a433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1199h797x1y1-4e7a5a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h798x0y1-48c7360f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

[](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(8 reviews)

"We enjoyed our stay here. Brought the whole family."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Caroline D.

CA $164

CA $417 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/604129c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/f157e73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e1d8c140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e9ccaff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

[](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information)

Roseland

9.8/10

Exceptional

(26 reviews)

"Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Phil P.

CA $164

CA $343 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/bd661df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/6fa06431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/091549e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/d4f21770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to the Blue Ridge Mountains at Wine-tergreen! 

[](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h43414813.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(124 reviews)

"Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David L.

CA $176

CA $375 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h43414813.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/25cf6aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/778c5b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/48c0e694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/b384df8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen. Sunset Vista Villa - Close to the ski slopes

[](https://www.expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(98 reviews)

"Fantastic stay again! Condo is perfect for a get away! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jenna M.

CA $197

CA $411 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information)

![1 bedroom, desk, internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/d991cebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/29d540e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/bc698b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/189a53c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Panoramic Peak: Wintergreen Condo with Views

[](https://www.expedia.ca/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information)

Wintergreen Resort

9.6/10

Exceptional

(36 reviews)

"Very clean, well organized, excellent views"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Guy M.

CA $190

CA $398 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/254bda6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/26d64274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/64d05be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/4641225d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information)

Roseland

9.0/10

Wonderful

(311 reviews)

"Outstanding views from the deck!! Loved it!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kerry M.

CA $141

CA $348 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/1b87e3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/5cd5ab8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/485372ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/d176c035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

[](https://www.expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(31 reviews)

"The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cassie H.

CA $203

CA $508 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/71fe9056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/192936da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/e6c7861f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/8df4a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

[](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(43 reviews)

"Cute little place. Well stocked, easy access, and very convenient to wintergreen facilities. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

david

CA $166

CA $378 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/9bc2c3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/956722d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/d370f505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/6da2f0a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain View Vista: Resort Condo w/ Views

[](https://www.expedia.ca/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information)

Wintergreen Resort

9.2/10

Wonderful

(10 reviews)

"It was so clean and comfortable. Waking up early in the working to watch the sunrise over the mountains was majestic. Highly recommend this get away!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cindy

CA $190

CA $398 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/2c2127ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/5fbba5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/5d239212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/cf3b06c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Overlook 180 degree views w/Peloton!

[](https://www.expedia.ca/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information)

Wintergreen Resort

9.4/10

Exceptional

(3 reviews)

"Excellent stay. Thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly B.

CA $205

CA $497 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/w1999h1499x0y0-c0bbd045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/8d292a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/1ab79e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/5c68525e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### You deserve it all! Awesome Views, Comfy Condo & Elevator!

[](https://www.expedia.ca/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information)

Chestnut Springs

9.8/10

Exceptional

(203 reviews)

"Nice view along with a spacious layout. Was very nice location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

CA $239

CA $464 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/622c003f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/18b684d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/de08fed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/87ee7a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cute Condo in Wintergreen Resort

[](https://www.expedia.ca/Nellysford-Hotels-Cozy-Cute-Condo-In-Wintergreen-Resort.h112292463.Hotel-Information)

Roseland

10/10

Exceptional

(3 reviews)

"We enjoyed it so much! So cozy and close to the resort! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katie B.

CA $216

CA $449 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Nellysford-Hotels-Cozy-Cute-Condo-In-Wintergreen-Resort.h112292463.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/bb104833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/c4d48c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/762dc59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124610000/124607700/124607687/c4883d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Resort-Ski-Slopes.h124607687.Hotel-Information)

Wintergreen Resort

CA $178

CA $367 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Resort-Ski-Slopes.h124607687.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/9ebdff32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/f62c61a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/142bac58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/w1280h851x0y2-5d255bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Diamond Adventure at Wintergreen Resort \*FULLY UPDATED\*

[](https://www.expedia.ca/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(30 reviews)

"The location is very convenient with amazing views of the slopes and terrain park. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meredith G.

CA $328

CA $713 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/ae25bee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/0ca17bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/ac376d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/170802a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3BR 3BA Pet Friendly Resort Condo

[](https://www.expedia.ca/Nellysford-Hotels-Spacious-3BR-3BA-Pet-Friendly-Resort-Condo.h120087344.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(3 reviews)

"Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lance B.

CA $228

CA $554 total

includes taxes & fees

Mar 8 - Mar 9

[](https://www.expedia.ca/Nellysford-Hotels-Spacious-3BR-3BA-Pet-Friendly-Resort-Condo.h120087344.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/25c51836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/a76826cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/60816220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/43c452f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷🏂

[](https://www.expedia.ca/Nellysford-Hotels-New-Listing100-FT-FROM-THE-SLOPES-4bd3bth-Ski-InOut-Dobie-Condo-Loft.h100930516.Hotel-Information)

Wintergreen Resort

9.6/10

Exceptional

(12 reviews)

"Great location, communicative host! I would definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaime B.

CA $601

CA $1,122 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Nellysford-Hotels-New-Listing100-FT-FROM-THE-SLOPES-4bd3bth-Ski-InOut-Dobie-Condo-Loft.h100930516.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107300000/107290800/107290761/bab56e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107300000/107290800/107290761/a4bdc751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107300000/107290800/107290761/318d690d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107300000/107290800/107290761/7f3025f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prime Ski Retreat: Trails+Tastings+Relaxation Hub

[](https://www.expedia.ca/Nellysford-Hotels-NEW-LISTING-Dobie-Mountain-Slopeside-Retreat-Incredible-Location.h107290761.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(23 reviews)

"Overall great place. We had a conference at Wintergreen and it was a short, easy walk to the lodge. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

brent g.

CA $584

CA $1,003 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Nellysford-Hotels-NEW-LISTING-Dobie-Mountain-Slopeside-Retreat-Incredible-Location.h107290761.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20&regionId=553248627064719401&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Cottages

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Private vacation homes

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Apartments

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Fairfield%2C+Virginia%2C+United+States+of+America&regionId=553248627064719401&latLong=37.879299%2C-79.289474&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Fairfield%2C+Virginia%2C+United+States+of+America&regionId=553248627064719401&latLong=37.879299%2C-79.289474&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CHALET)

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## Top Fairfield Hotel Reviews

![Wingate by Wyndham Lexington](https://images.trvl-media.com/lodging/1000000/700000/699700/699693/2ca17d93_y.jpg)

### Wingate by Wyndham Lexington

10/10 Excellent

"Everything looked nice and new and clean."

[](https://expedia.ca/Lexington-Hotels-Wingate-By-Wyndham-Lexington.h699693.Hotel-Information)

![Days Inn by Wyndham Staunton](https://images.trvl-media.com/lodging/1000000/30000/20600/20577/f55abd3f_y.jpg)

### Days Inn by Wyndham Staunton

10/10 Excellent

"Comfortable bed. Most important"

[](https://expedia.ca/Staunton-Hotels-Days-Inn-By-Wyndham-Staunton.h20577.Hotel-Information)

![Tru by Hilton Lexington, VA](https://images.trvl-media.com/lodging/104000000/103770000/103765700/103765682/1001a3bb_y.jpg)

### Tru by Hilton Lexington, VA

10/10 Excellent

"Excellent room"

[](https://expedia.ca/Lexington-Hotels-Tru-By-Hilton-Lexington.h103765682.Hotel-Information)

![Comfort Inn Lexington Virginia Horse Center](https://images.trvl-media.com/lodging/1000000/30000/26000/25909/60c32050_y.jpg)

### Comfort Inn Lexington Virginia Horse Center

10/10 Excellent

"The room was good--what you would expect from a hotel room. The staff was very helpful, particularly the clerk who checked us in. I am very happy with that clerk and her assistance. "

[](https://expedia.ca/Lexington-Hotels-Comfort-Inn-Virginia-Horse-Center.h25909.Hotel-Information)

![Sleep Inn & Suites Virginia Horse Center](https://images.trvl-media.com/lodging/2000000/1150000/1145000/1144942/8e869a23_y.jpg)

### Sleep Inn & Suites Virginia Horse Center

10/10 Excellent

"Room clean staff friendly breakfast was ok"

[](https://expedia.ca/Lexington-Hotels-Sleep-Inn-Suites-Virginia-Horse-Center.h1144942.Hotel-Information)

![Hampton Inn Lexington-Historic District](https://images.trvl-media.com/lodging/1000000/200000/199800/199780/107bd352_y.jpg)

### Hampton Inn Lexington-Historic District

10/10 Excellent

"Great hotel in a gorgeous old mansion. They did an amazing job of turning this old mansion into a beautiful hotel. The property and room were absolutely spotless, and the staff was super friendly and helpful !!"

[](https://expedia.ca/Lexington-Hotels-Hampton-Inn-Lexington-Historic-District.h199780.Hotel-Information)

![The Gin Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/10000000/9660000/9651600/9651537/ab20c902_y.jpg)

### The Gin Hotel, an Ascend Collection Hotel

10/10 Excellent

"Rooms, beds, and staff are wonderful "

[](https://expedia.ca/Lexington-Hotels-The-Gin-Hotel.h9651537.Hotel-Information)

![Holiday Inn Express & Suites Staunton by IHG](https://images.trvl-media.com/lodging/47000000/46550000/46550000/46549911/8e95e8a0_y.jpg)

### Holiday Inn Express & Suites Staunton by IHG

10/10 Excellent

"Pristine cleanliness. Accommodating staff"

[](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Express-And-Suites-Staunton.h46549911.Hotel-Information)

![Country Inn & Suites by Radisson, Lexington, VA](https://images.trvl-media.com/lodging/1000000/460000/455600/455552/af166d49_y.jpg)

### Country Inn & Suites by Radisson, Lexington, VA

10/10 Excellent

"This is an extremely clean hotel. Plenty of towels, spacious room, close to Interstate. "

[](https://expedia.ca/Lexington-Hotels-Country-Inn-Suites-By-Radisson.h455552.Hotel-Information)

## Find out more about Fairfield

## Fairfield Condo Rentals information

| Number of reviews | 1,109             |
| ----------------- | ----------------- |
| Accommodation     | 300 Condo Rentals |
| Lowest Price      | CA $335           |
| Highest Price     | CA $1,122         |

## Frequently asked questions

### Why book your condo in Fairfield with Expedia?

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- [Visit Timber Ridge ](https://www.expedia.ca/Timber-Ridge.dx3000007919)

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