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Compare 316 Vacation Homes in Fairfield with updated reviews, rates, and availability.

Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

10.0 out of 10, Exceptional, (25)
"The property is beautiful. It was the perfect amount of simplicity for our family. Our family of 8 was comfortable and loved everything about this house. We wanted for nothing. It was fully stocked with everything you needed. The owner was so welcoming it felt like home as soon as we walked in. We will be back! "
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

Alone Mill Schoolhouse - A paradise for outdoor lovers

9.6 out of 10, Exceptional, (192)
"The location of the property is secluded just as we'd hope for. There's a really cute creek and fire pit to sit and enjoy nature and silence. There's plenty of space indoors for everyone not to feel too cramped together if your traveling with company. The fact we could bring our dogs with us was a huge bonus. I read reviews saying the beds were awful, they are not .they are traditional mattresses, but even my picky sleeper husband slept just fine with no a"
Alone Mill Schoolhouse - A paradise for outdoor lovers

Wintergreen Resort Post & Beam Home Beauty

9.8 out of 10, Exceptional, (18)
"Terrific, well appointed, every thing we needed. "
Wintergreen Resort Post & Beam Home Beauty

Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L

9.6 out of 10, Exceptional, (5)
"if you desire to stay in downtown Lexington, I highly recommend this property. It is clean, spacious, and has any amenity needed to enjoy a great getaway experience. The check-in was super easy, and the staff quick to respond to any question. Last but not least, the property possesses an interesting history! We hope to enjoy a repeat in the near future."
The price is AED 721
AED 1,672 total
includes taxes & fees
28 Apr - 29 Apr
Stay in Downtown Lex, Hot Tub, Walk to VMI, W&L

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (301)
"House was nice very clean when we got there but much much smaller than the pictures make it look. One of the members of our group is handicapped so we were not able to go downstairs which we knew coming into the trip, but the upstairs was much much smaller than we thought it was going to be. Also, the pictures make it look like the hot tub is on the deck on the top level where our member in the wheelchair could have access to, but instead, it is in a little porch thing around the back where you...
The price is AED 657
AED 1,522 total
includes taxes & fees
27 May - 28 May
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Private 3 bedroom, 2.5 bath home on 2 acres overlooking the Blue Ridge Mountains

9.6 out of 10, Exceptional, (30)
"We absolutely loved this property! It doesn’t matter if you walk out front or out back, you have an amazing view. You really don’t have to leave the property if you don’t want to. But if you do, there’s a ton of fun outdoor activities in the area. We will be back!"
Private 3 bedroom, 2.5 bath home on 2 acres overlooking the Blue Ridge Mountains

NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub

9.6 out of 10, Exceptional, (4)
"The house was very clean and a great location for eats and drinks. "
NEW! Sleeps 14: Game Room, Fire Pit, & Hot Tub

HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome

10.0 out of 10, Exceptional, (90)
"We had a wonderful getaway at Deer Ridge. What a comfortable snd impeccably clean home! Highlights were morning coffee on the screened porch, evenings by the fire pit, and relaxing in the hot tub. Alex is a star host whose hospitality made our stay memorable. "
HOT TUB w CA King beds Acres of & secluded. Pymt plan, dogs welcome

Cozy Country small two bedroom home.

9.6 out of 10, Exceptional, (14)
"Loved staying there. Clean and "
The price is AED 496
AED 887 total
includes taxes & fees
28 Apr - 29 Apr
Cozy Country small two bedroom home.

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (27)
"There are not enough adjectives in the dictionary to describe this AMAZING home! The views are literally the best in the area! The home was stunning- the layout, convenience, furniture, fixtures, amenities-it was as close to perfection as you can get. Our large Italian family travels a lot and have rented some lavish homes, but we all agreed this was THE BEST OVERALL we have ever stayed in! The owner was also super informative and super quick to respond to messages- and even let us have one...
Insane Mountain Views - New Listing

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

10.0 out of 10, Exceptional, (42)
"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

Book for Spring! Nelson 151, MTN views!

10.0 out of 10, Exceptional, (15)
"We had such a nice relaxing vacation. The views were beautiful. Great resource provided for local activities, trails, restaurants, etc."
Book for Spring! Nelson 151, MTN views!

The Firefly Springhouse

10.0 out of 10, Exceptional, (24)
"Exactly as described. Nice property and a short distance from downtown and hiking. Enjoyed the animals on property as well as interaction w hosts."
The price is AED 338
AED 458 total
includes taxes & fees
28 Apr - 29 Apr
The Firefly Springhouse

Restored 1840 House with Gardens in Historic Downtown

9.8 out of 10, Exceptional, (132)
"This home is perfect for a larger group staying in Lexington. The home was very clean, well equipped and the beds were very comfortable. I would love to visit in the warmer months to take advantage of the porch and garden area. Being within walking distance of everything in town was so convenient. Peter was quick to reply when I contacted with questions. I highly recommended property!"
Restored 1840 House with Gardens in Historic Downtown

Modern Farmhouse near VMI, W&L, SVU & VA Horse Ctr

9.8 out of 10, Exceptional, (60)
"We loved our stay here! The house itself is charming and clean. And we loved the porch with the rocking chairs and the view. My daughter loved the goats, chickens and swim. We all enjoyed the hammock and fire pit. It was a fantastic stay and we hope to come back again. "
Modern Farmhouse near VMI, W&L, SVU & VA Horse Ctr

White Rock Cabin

10.0 out of 10, Exceptional, (205)
"We recently stayed here in early April 2025. We got to experience amazing spring blooms from native flowers, a beautiful and remote home, quiet atmosphere and surroundings, complete with excellent proximity to a number of outdoor activities.Our hosts were very thoughtful, helpful, and provided plenty of suggestions and tips for the area as well as a clean home with board games, views, amenities, etc.I couldn't recommend this home more and we will assuredly make it a point to return to this home,...
White Rock Cabin

Charming Basement apartment! Great for Families.

8.8 out of 10, Excellent, (3)
"The owner was amazing"
The price is AED 364
AED 548 total
includes taxes & fees
28 Apr - 29 Apr
Charming Basement apartment! Great for Families.

Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.

10.0 out of 10, Exceptional, (3)
"From the moment I stepped into this spacious, yet cozy property I knew it was going to be a wonderful weekend. I had arranged this weekend to celebrate a soon to be “mother of the bride” and mutual friends. The home was absolutely immaculate! No musty mountain smell that I have experienced in other homes located among the trees. Furnishings were updated and comfortable. The kitchen was very well stocked with lots of dish-ware, cookware, and utensils. The linens and towels are hotel quality. Such...
Spacious 5-bedroom house in a mountain hollow in Wintergreen Resort.

Hot Tub Mntn Views Pool Tennis Golf Hiking 52"HDTV

9.4 out of 10, Exceptional, (3)
"The property was well stocked and the location was excellent. There was plenty of firewood for the fireplace and the hot tub was perfect after a long day of skiing at the resort. "
Hot Tub Mntn Views Pool Tennis Golf Hiking 52"HDTV

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (41)
"The property was spacious and well kept. We did have a problem with the kitchen window. It wasn't completely shut and because handles had been removed, we couldn't close it. Manager was alerted. Suggested that we use space heater until he could get maintenance, Things worked out. Also door in Master bedroom 1 was out of alignment and twice we had someone who couldn't get out. Otherwise everything went well. "
The newest and largest edition to the Wintergreen Retreat portfolio!
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

Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

10.0 out of 10, Exceptional, (25)
"The property is beautiful. It was the perfect amount of simplicity for our family. Our family of 8 was comfortable and loved everything about this house. We wanted for nothing. It was fully stocked with everything you needed. The owner was so welcoming it felt like home as soon as we walked in. We will be back! "
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia

Luxury cabin in the woods, 2 bedrooms plus loft

10.0 out of 10, Exceptional, (169)
"We had a fantastic stay! The cabin is very cozy, comfortable, and well stocked. We really appreciated that there were some coffee pods, snacks, and, condiments available. The property is very special and it was just what we were looking for - very quiet and secluded. Dave and Susan were very responsive and we definitely plan to return."
Luxury cabin in the woods, 2 bedrooms plus loft

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

9.0 out of 10, Wonderful, (270)
"Overall it was great. Location is stunning and perfect for our hiking plans. Kitchen equipment needs to be replaced so if you plan to cook bring your own. "
The price is AED 386
AED 875 total
includes taxes & fees
28 Apr - 29 Apr
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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.