Fairfield Holiday Rentals

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Holiday Rentals in Fairfield

Luxury cabin in the woods, 2 bedrooms plus loft
10.0 out of 10, Exceptional, (133)
"Really enjoyed our stay in the luxury cabin with everything we needed to rest and relax between various events at W&L. So peaceful and quiet and super clean and cozy. Plenty of room and gorgeous woodwork and wrap around porch. Beds and shower were especially nice! Lots of extra touches to make you feel welcome and special! Want to come back when we can just stay in the cabin for a few days and not leave for events."
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, (238)
"We were very happy with our stay at this lovely place! It was a wonderful experience and we are looking forward to the next time."
The price is NZ$344
per night
10 Jun - 11 Jun
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
Restored Vintage Airstream at Craft Brewery
9.6 out of 10, Exceptional, (8)
"Cute, wonderful place"
Restored Vintage Airstream at Craft Brewery
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Virginia Mountain Get Away Cabin...Hunt Fish Hike Bike
10.0 out of 10, Exceptional, (28)
"Cute little cabin with great mountain views. We a great time. We will probably come back again."
Virginia Mountain Get Away Cabin...Hunt Fish Hike Bike
Endless Mountain Top Views from All The Way Up!
10.0 out of 10, Exceptional, (34)
"This is our second time staying at this condo. We just relax upon entering the door. The balcony is our sanctuary. The views are spectacular. The condo itself is also wonderful. It is clean and inviting. It doesn't lack for anything we may need. The bed is very comfortable and the towels are great. We love the location and you are sitting at the top of the mountain. There is so much to do in the area even in the summer months whether hiking or visiting wineries, breweries or distilleries among...
The price is NZ$561
per night
9 Jun - 10 Jun
Endless Mountain Top Views from All The Way Up!
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
9.8 out of 10, Exceptional, (55)
"We had a lovely stay. The area was gorgeous and the house was comfortable and perfect for our family of 5."
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
SNOW! Hot Tub! FAST WiFi, Firepit! Hiking off Property! 60" HDTV Cozy 4BR House.
9.6 out of 10, Exceptional, (265)
"We had a great time. The house was comfortable and the area is beautiful! The only issues we had were a humming of the fan in the master bedroom upstairs, the door lock didn’t work for us (but the owners helped with this and all was well), and we had a hard time finding where to dump trash. The hot tub was wonderful, the wifi works great (we had one doing online school and one work), and all was just as the listing described. It was a great place to stay for a Liberty University graduation. If...
The price is NZ$668
per night
17 Jun - 18 Jun
SNOW! Hot Tub! FAST WiFi, Firepit! Hiking off Property! 60" HDTV Cozy 4BR House.
Rustic Mountain Retreat-Bear Paw
9.8 out of 10, Exceptional, (210)
"Pretty cool spot, cozy and peaceful. Deep enough in the woods to forget about work! Prime location for gravel and road cycling."
Rustic Mountain Retreat-Bear Paw
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (272)
"We thoroughly enjoyed our stay at this condo. Quiet neighborhood and very comfortable. Appreciated all the basics offered that other rentals do not such as soap, garbage bags, toilet paper. But the owners went above that and had lotions, specialty soaps, cleaning supplies etc. Well stocked kitchen for cooking. While it was just the two of us we liked that there were games available for families and there was a nook upstairs for kids to get away. Highly recommend and would definitely come visit...
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Panoramic Peak: Wintergreen Condo with Views
9.6 out of 10, Exceptional, (15)
"As soon as we walked in the door, my husband saw the view and said "oh WOW". I got the biggest smile seeing the beauty of the mountains. The quiet was like nothing I've experienced...and so very calming. We loved it!"
The price is NZ$465
per night
10 Jun - 11 Jun
Panoramic Peak: Wintergreen Condo with Views
View from the Top
10.0 out of 10, Exceptional, (38)
"Beautiful condo that is definitely over the top in accommodations. One of my favorite places to stay at wintergreen."
View from the Top
Walk to Mtn Inn & The Market
9.6 out of 10, Exceptional, (19)
"It was nice. We discovered that the property was for sale which might have caused the kitchen to be short on utensils. We prefer to cook most meals when vacationing due to individual diets. Otherwise, allwas ok and I would feelfree to recommend it. Ann"
Walk to Mtn Inn & The Market
The newest and largest edition to the Wintergreen Retreat portfolio!
9.8 out of 10, Exceptional, (30)
"Family gathered together to celebrate a college graduation. It was the perfect place to accommodate such a large group of people. The owner was great and very hospitable. I highly recommend this property for large groups, it has plenty of space and all the necessities."
The newest and largest edition to the Wintergreen Retreat portfolio!
Best views on Mountain! Breathtaking 5 Star. Open March weekends! BOOK NOW!
10.0 out of 10, Exceptional, (209)
"This is at least the third time we have stayed in this condo unit in the last two years. There is a reason we keep coming back; it is absolutely beautiful, both the accommodations and Mountain Views. I highly recommend!"
Best views on Mountain! Breathtaking 5 Star. Open March weekends! BOOK NOW!
Cozy Country small two bedroom home.
10.0 out of 10, Exceptional, (7)
"What we needed, close to all, will be back. REG"
The price is NZ$390
per night
13 Jun - 14 Jun
Cozy Country small two bedroom home.
Cozy Mountain Cabin
10.0 out of 10, Exceptional, (52)
"Gorgeous cabin, perfect for our weekend. Lots to do around while still being quiet and private."
The price is NZ$313
per night
9 Jun - 10 Jun
Cozy Mountain Cabin
Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (9)
"Amazing stay I had, very peaceful and very quiet. "
The price is NZ$306
per night
10 Jun - 11 Jun
Love Ridge Mountain Lodging
One of the Best Views in Wintergreen!
10.0 out of 10, Exceptional, (26)
"We gathered here for a winter weekend with family. This is a spacious unit with plenty of room for gathering as well as personal space for all guests. Excellent communication with the owner who was welcoming and supportive throughout the stay. This was the perfect location for access to slopes for skiing and tubing or just relaxing and enjoying the gorgeous back porch mountain views."
One of the Best Views in Wintergreen!
It's a place that attracts happiness.
10.0 out of 10, Exceptional, (49)
"Great little rustic cabin with an exceptional view. Stayed here with family and our two dogs, and we all had a wonderful time. The cabin had everything we needed. We sat on the front porch in the morning and watched the river roll by, and played board games in the evening in the screened pavilion. We saw deer and turkeys passing thru the yard. We spent one day walking the Chessie Trail, which winds you thru cow fields - we loved seeing the new calves romping around. Everything was perfect - we...
It's a place that attracts happiness.
Spacious Lexington Home w/ Breathtaking Views
10.0 out of 10, Exceptional, (21)
"We enjoyed our time at this beautiful location. The views are spectacular. The host was very accommodating at allowing us to do a late check out."
Spacious Lexington Home w/ Breathtaking Views
Don't see what you're looking for?
See all available properties in Fairfield
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.

Other types of properties in Fairfield you may be interested in

Luxury cabin in the woods, 2 bedrooms plus loft
10.0 out of 10, Exceptional, (133)
"Really enjoyed our stay in the luxury cabin with everything we needed to rest and relax between various events at W&L. So peaceful and quiet and super clean and cozy. Plenty of room and gorgeous woodwork and wrap around porch. Beds and shower were especially nice! Lots of extra touches to make you feel welcome and special! Want to come back when we can just stay in the cabin for a few days and not leave for events."
Luxury cabin in the woods, 2 bedrooms plus loft
Howard Johnson by Wyndham Lexington
2.0 star property
8.2 out of 10, Very good, (1388)
"The hotel is a bit older, but the rooms were clean and have a great view of the mountains. It's also close to Devil's Backbone which was great for dinner!"
The price is NZ$117
per night
9 Jun - 10 Jun
Howard Johnson by Wyndham Lexington
Natural Bridge Hotel, Trademark Collection by Wyndham
3.0 star property
7.2 out of 10, Good, (1013)
"Convenient for visiting the natural bridge."
The price is NZ$141
per night
9 Jun - 10 Jun
Natural Bridge Hotel, Trademark Collection by Wyndham
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Fairfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Fairfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Fairfield. Seeing all the best attractions is bound to make you fall in love with Fairfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Fairfield short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Fairfield?

Yes, there are holiday rentals close to the most popular sights in Fairfield, or you can select a more secluded option if you're looking for a relaxing stay. Fairfield is known for its parks.

What are some of the best holiday rentals that Fairfield has to offer?

Mountain Chalet – Panoramic Views of Blue Ridge Mountains!: This holiday home rental outside of Fairfield is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Fairfield?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Fairfield stay.

What can I see and do in Fairfield?

Explore the area and family-friendly sights such as Virginia Safari Park, or get out into nature at a spot like George Washington National Forest. In the wider area, you’ll find Virginia Horse Center and Virginia Military Institute.

What are holiday rentals like in Fairfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Fairfield. Holiday rentals offer amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family getaway.

Recent reviews of Fairfield properties
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