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Compare 260 Vacation Homes in Fairfield with updated reviews, rates, and availability.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Fresh Private Hot Tub Lower Deck Relaxing Location in woods with Beautiful Views
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
9.6 out of 10, Exceptional, (280)
"Great place to relax. Much better than a Condo."
The price is SAR 560
SAR 1,442 total
includes taxes & fees
12 Nov - 13 Nov
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
Exterior
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
9.8 out of 10, Exceptional, (62)
"Very comfortable well appointed house in an excellent location. The proximity of the AT and hikes we could walk to was greatly appreciated. The deck was wonderful…we utilized the gas fire pit every night. The trees blocked our view of mountains but we enjoyed listening to music and watching the squirrels. "
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!
Welcome to your mountain retreat! Main level living
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!
10.0 out of 10, Exceptional, (45)
"We really enjoyed this house. Kids and friends loved to stay"
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!
Wintergreen Home w/ Hot Tub, Deck & Mountain Views
Wintergreen Vacation Rental | 3BR | 2BA | 1,300 Sq Ft | 2 Stories
Wintergreen Home w/ Hot Tub, Deck & Mountain Views
9.6 out of 10, Exceptional, (183)
"We had a fantastic day at this property! The house is great and easily includes enough room for two couples with two kids, so the two of us had plenty of room. We really enjoyed the hot tub and mountain views. We were really close to one of the ski slopes, so staying here if you are a skier would be ideal. And it was just a short 10 minute walk to the local market to get supplies. The owner reached out to make sure we had everything we needed. "
Wintergreen Home w/ Hot Tub, Deck & Mountain Views
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.
Living area
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.
9.6 out of 10, Exceptional, (40)
"The home was well maintained, the kitchen was well stocked, and the property had plenty of entertaining space. We rented 2 homes for our large family reunion. This was one of the two and it was almost directly axross from the other home. We were able to have plenty of space, grilled out and had a nice sit down dinner as a group. The kids had plenty of room to play while the adults visited. I would recommend for large family gatherings."
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.
Whitewood Hall in Historic Downtown Lexington, Virginia
Whitewood Hall
Whitewood Hall in Historic Downtown Lexington, Virginia
10.0 out of 10, Exceptional, (69)
"We really enjoyed our stay"
Whitewood Hall in Historic Downtown Lexington, Virginia
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort
Winter views on the patio, from the living room and kitchen.
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort
9.8 out of 10, Exceptional, (118)
"We greatly enjoyed our stay."
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes
Mountain Views (spring time)
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes
10.0 out of 10, Exceptional, (48)
"We spent a week here in glorious fall weather. We loved the living area with a fireplace and lots of light in the afternoon; the 2 decks with long distance views, and the master bedroom. Dalton and her husband were very responsive hosts"
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!
Terrace/patio
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!
10.0 out of 10, Exceptional, (1)
"- House is well taken care of. - House rule not wearing shoes inside and providing sleepers keeps the house clean. We liked it, but should mention that on VRBO listing. (It is listed on the competitors listing among the other info) Also, be better if the closed in shoes cabinet is available to protect the shoes from the weather. - Would be better if the property manager sent check-in info at least a day earlier than the middle of the day of check-in."
The price is SAR 1,878
SAR 3,855 total
includes taxes & fees
6 Nov - 7 Nov
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!
House / hot tub/pet friendly
Terrace/patio
House / hot tub/pet friendly
9.8 out of 10, Exceptional, (56)
"We loved this place!! It was everything promised and exactly what we were hoping for!! Had a few questions for the host and she responded quickly and effectively! We definitely look forward to returning this winter for some skiing, wineries & hiking family time!!"
The price is SAR 695
SAR 1,206 total
includes taxes & fees
12 Nov - 13 Nov
House / hot tub/pet friendly
Wintergreen Resort Getaway w/ Deck, Mountain View!
Roseland Vacation Rental | 4BR | 4BA | 1,500 Sq Ft | Stairs Required
Wintergreen Resort Getaway w/ Deck, Mountain View!
9.0 out of 10, Wonderful, (4)
"We loved the place. Lots of room. The deck is awesome. "
Wintergreen Resort Getaway w/ Deck, Mountain View!
Wintergreen Resort Home w/ 2 Decks + Ski Access!
Roseland Vacation Rental | 3BR | 2BA | 1,875 Sq Ft | Stairs Required for Entry
Wintergreen Resort Home w/ 2 Decks + Ski Access!
9.2 out of 10, Wonderful, (36)
"Hassle free"
Wintergreen Resort Home w/ 2 Decks + Ski Access!
Spacious + Serene Mtn Top Escape, 4 En Suites
Main living floor contains dining, kitchen, living room, and half bath.
Spacious + Serene Mtn Top Escape, 4 En Suites
10.0 out of 10, Exceptional, (27)
"We loved our stay here! we had 9 women for a girls wine weekend celebration and it was the perfect location and set up for us all to be comfortable!"
The price is SAR 730
SAR 1,904 total
includes taxes & fees
24 Nov - 25 Nov
Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort Home w/ Deck: Walk to Slopes
Wintergreen Resort Vacation Rental | 5BR | 4BA | Stairs Required | 3,300 Sq Ft
Wintergreen Resort Home w/ Deck: Walk to Slopes
10.0 out of 10, Exceptional, (60)
"Great property: the "only" slight issue was the ice dispenser in the kitchen refrigerator. It only would dispense water and crushed ice; the "cube selection" only dispensed crushed ice. My adult beverages were a little too watered down; just consumed more, no big deal. Great time."
Wintergreen Resort Home w/ Deck: Walk to Slopes
The newest and largest edition to the Wintergreen Retreat portfolio!
Living area
The newest and largest edition to the Wintergreen Retreat portfolio!
9.6 out of 10, Exceptional, (35)
"Great house , excellent location well suited for a gathering of 20 +. House is extremely well decorated and well furnished. WiFi is weak but understandable as it is in mountains . "
The newest and largest edition to the Wintergreen Retreat portfolio!
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!
Stone Patio, Adirondack Chairs, Fire Pit & Amazing Views of Mountains and Valley
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!
9.8 out of 10, Exceptional, (169)
"Beautiful views, cabinesque with all of the modern ammenities, great fire pit, comfortable, great layout, clean, homey, plenty of bed space. Easy walk to the market if you forgot something. Great seating everywhere, in the house, on the deck(s), by the fire pit. Wonderful!"
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!
Alone Mill Schoolhouse - A paradise for outdoor lovers
Alone Mill School House
Alone Mill Schoolhouse - A paradise for outdoor lovers
9.6 out of 10, Exceptional, (187)
"Great central location "
Alone Mill Schoolhouse - A paradise for outdoor lovers
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!
Dining
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!
10.0 out of 10, Exceptional, (117)
"Perfect spot to share with another couple in the mountains. Home was extremely well stocked, clean, and comfortable. "
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!
Restored 1840 House with Gardens in Historic Downtown
Historic Middleton House in Lexington, Virginia
Restored 1840 House with Gardens in Historic Downtown
9.8 out of 10, Exceptional, (126)
"Excellent location, very walkable. Home was charming, comfortable, and very well appointed. Everything we needed. Will gladly stay again! "
Restored 1840 House with Gardens in Historic Downtown
Cooler in the mountains, with hot tub.
Perfection
Cooler in the mountains, with hot tub.
9.8 out of 10, Exceptional, (63)
"We had a great time! The accommodations were very clean, comfortable and efficient - it had everything we needed. Mike, the host, was completely accessible.,The views were gorgeous and the hot tub was clean and delightful. We highly recommend this sweet spot!"
Cooler in the mountains, with hot tub.
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.
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Other property types in Fairfield

Luxury cabin in the woods, 2 bedrooms plus loft
Exterior
Luxury cabin in the woods, 2 bedrooms plus loft
10.0 out of 10, Exceptional, (154)
"Spent a long fall weekend at the cabin and didn’t want to leave. The location is perfect for relaxing in the peaceful woods or heading into town for shopping or dinner. The cabin is surrounded by 100 acres of woods and it’s beautiful. All kinds of wildlife to watch while you relax with your morning coffee. The cabin is well appointed and has everything you need for your visit. It’s a hidden gem. "
Luxury cabin in the woods, 2 bedrooms plus loft
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Entrance to High Ridge
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (255)
"This is a great place with an incredible view. The unit is nicely appointed with quality dishware, glasses, towels etc. We had a small problem with the TV when we checked in and the owner drove 2-3 hours to deliver a new TV the next morning. You just cannot beat that kind of service. We had a few guests during our month-long stay and every one was very taken with the place. Highly recommend."
The price is SAR 372
SAR 839 total
includes taxes & fees
14 Nov - 15 Nov
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Fresh Private Hot Tub Lower Deck Relaxing Location in woods with Beautiful Views
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
9.6 out of 10, Exceptional, (280)
"Great place to relax. Much better than a Condo."
The price is SAR 560
SAR 1,442 total
includes taxes & fees
12 Nov - 13 Nov
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
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.