Holiday Homes in Fairfield

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Fairfield holiday homes

Outdoor spa tub

Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge

Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge
Fairfield
9.8 out of 10, Exceptional, (12 reviews)
"Always have a great stay here. Views are spectacular! Lots of space for families. "
United States
Ellen H.
The price is NZ$876
includes taxes & fees
10 May - 11 May
Fall Foliage Views + Hot Tub Escape near WLU & VMI at Sunrise Ridge
Property grounds

The Firefly Springhouse

The Firefly Springhouse
Staunton
9.8 out of 10, Exceptional, (60 reviews)
"The room was very clean and conveniently located for us."
United States
Jeanell S.
The price is NZ$192
includes taxes & fees
17 May - 18 May
The Firefly Springhouse
Property grounds

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI

Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Buena Vista
9.0 out of 10, Wonderful, (37 reviews)
"Great stay. Nice property in a very quiet neighborhood. "
United States
Kurtis W.
The price is NZ$340
includes taxes & fees
10 May - 11 May
Rustic Mountain Home w Theater Room & Fire Pit, Minutes to SVU, W&L, & VMI
Outdoor dining

Historic Bungalow 30 minutes from Wintergreen

Historic Bungalow 30 minutes from Wintergreen
Roseland
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Thank you!"
United States
Lauren
The price is NZ$487
includes taxes & fees
10 May - 11 May
Historic Bungalow 30 minutes from Wintergreen
Beach towels

Cozy Country small two bedroom home.

Cozy Country small two bedroom home.
Roseland
9.8 out of 10, Exceptional, (19 reviews)
"Lovely cozy place in the mountains, we had a total blast!"
United States
Prabir
The price is NZ$416
includes taxes & fees
11 May - 12 May
Cozy Country small two bedroom home.
Smart TV, fireplace, books

Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (56 reviews)
"The place was very clean and spacious. The communication from the hosts was helpful. We had a very pleasant stay."
United States
James S.
The price is NZ$710
includes taxes & fees
19 May - 20 May
Spacious + Serene Mtn Top Escape, 4 En Suites
Exterior

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (32 reviews)
"Well stocked house with great layout for families or two couples. Great kitchen setup with everything you’ll need. Close to the resort and skiing. Close to hiking trails. "
United States
Jeremiah H.
The price is NZ$589
includes taxes & fees
19 May - 20 May
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Dining

Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L

Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L
Lexington
10.0 out of 10, Exceptional, (55 reviews)
"What a beautiful place! The hosts were wonderful and the yurt was welcoming, warm, and cozy. My family had a great time playing games and just spending quality time together. Definitely a place we’d visit again."
United States
Christina B.
The price is NZ$525
includes taxes & fees
10 May - 11 May
Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L
TV, fireplace, offices

The Distinguished Squirrel Chalet walking distance

The Distinguished Squirrel Chalet walking distance
Pedlars Edge
9.2 out of 10, Wonderful, (11 reviews)
"This was one of the most well-stocked houses we've ever rented. The owners thought of everything. The house was very comfortable for our group. Access to the Tyro ski slope was 4 houses down, so no need to drive anyone to the slope. The view was beautiful - we would absolutely stay here again!"
United States
Carrie G.
The price is NZ$710
includes taxes & fees
11 May - 12 May
The Distinguished Squirrel Chalet walking distance
Interior

Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!

Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Vesuvius
9.8 out of 10, Exceptional, (47 reviews)
"Nice getaway, clean and well stocked. "
United States
Samuel
The price is NZ$537
includes taxes & fees
9 May - 10 May
Spy Run Hideaway is a 1/2 mile from the Blue Ridge Parkway & pet friendly!
Smart TV, fireplace, books

Beautiful 4-season Mountain Home- New Listing

Beautiful 4-season Mountain Home- New Listing
Wintergreen Resort
10.0 out of 10, Exceptional, (44 reviews)
"The house was full of modern appliances, clean and very cozy. Plenty of space and in a great location. "
United States
Scott D.
The price is NZ$893
includes taxes & fees
19 May - 20 May
Beautiful 4-season Mountain Home- New Listing
Beach towels

House / hot tub/pet friendly

House / hot tub/pet friendly
Tyro
9.8 out of 10, Exceptional, (73 reviews)
"Great location"
United States
Kim B.
The price is NZ$530
includes taxes & fees
12 May - 13 May
House / hot tub/pet friendly
Interior

Century old 4 bedroom close to SVU, sleeps 8.

Century old 4 bedroom close to SVU, sleeps 8.
Buena Vista
9.2 out of 10, Wonderful, (33 reviews)
"Wonderful, charming home with a nice kitchen, beautiful dining room, fun front porch and comfortable beds. "
United States
Natalie C.
The price is NZ$585
includes taxes & fees
19 May - 20 May
Century old 4 bedroom close to SVU, sleeps 8.
Terrace/patio

Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch

Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
Chestnut Springs
10.0 out of 10, Exceptional, (17 reviews)
"Perfect spot for a family retreat - highly recommend "
United States
Greg B.
The price is NZ$872
includes taxes & fees
20 May - 21 May
Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch
Smart TV, fireplace, ping pong, books

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.6 out of 10, Exceptional, (34 reviews)
"Beautiful place. Exactly as depicted in the listing. Very responsive host with questions prior to my stay."
United States
Philip S.
The price is NZ$972
includes taxes & fees
19 May - 20 May
4 BR cabin mins to trails & breweries pets welcome
Exterior

Torry Ridge--hot tub, mountain views, fireplace

Torry Ridge--hot tub, mountain views, fireplace
Lyndhurst
10.0 out of 10, Exceptional, (3 reviews)
"Perfect house for a girls’ weekend, celebrating a future bride-to-be! Perfect driving distance from the 151 brewery strip. Only “complaint” would be to have extra sheets/blankets/pillows for the futon & pull out of couch. We could only find one set, but we made do :) Would definitely book here again!"
United States
Simara W.
The price is NZ$883
includes taxes & fees
21 May - 22 May
Torry Ridge--hot tub, mountain views, fireplace
Interior

Water Trough Hill - Views of Lexington

Water Trough Hill - Views of Lexington
Buena Vista
10.0 out of 10, Exceptional, (58 reviews)
"Everything was wonderful, thank you"
United States
Patricia F.
The price is NZ$585
includes taxes & fees
10 May - 11 May
Water Trough Hill - Views of Lexington
Exterior

Charming downtown Lex cottage, walk to WLU, VMI

Charming downtown Lex cottage, walk to WLU, VMI
Lexington
10.0 out of 10, Exceptional, (12 reviews)
"Super quaint and charming! Great location. Can walk to everything. "
United States
lori b.
The price is NZ$557
includes taxes & fees
2 June - 3 June
Charming downtown Lex cottage, walk to WLU, VMI
A heated pool

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries
Roseland
10.0 out of 10, Exceptional, (35 reviews)
"We had an amazing stay with 9 adults, two toddlers and our dog. It was beautiful, relaxing, toddler & pet friendly. We of course thoroughly enjoyed the pool but also the trails on the property. I'd love to come back! "
United States
Cathryn M.
The price is NZ$1,610
includes taxes & fees
12 May - 13 May
Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries
Smart TV, fireplace, DVD player, table football

Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking

Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
Roseland
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great. Views were awesome and game room was a great hangout."
United States
Rob T.
Spacious, private, four-season home built on mountainside with great proximity to Wintergreen, breweries, cideries, and hiking
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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Top Fairfield Hotel Reviews

Natural Bridge Hotel, Trademark Collection by Wyndham

Natural Bridge Hotel, Trademark Collection by Wyndham

10/10 Excellent
"My diet is restricted and I do not stray very often."
Glenn 2-night trip
Posted 3 hours ago
Natural Bridge Hotel, Trademark Collection by Wyndham

Find out more about Fairfield

Fairfield Holiday Homes information

Number of reviews
642
Accommodation
310 Holiday Homes
Lowest Price
NZ$192
Highest Price
NZ$1,610