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Fairfield Holiday Rentals

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Our top choices for Fairfield holiday rentals

1. Autumn Ridge Cottages

Autumn Ridge Cottages
2.5 star property
Lexington
9.6 out of 10, Exceptional, (183 reviews)
"Great little cabin with beautiful countryside and only a short distance from Lexington and VMI! Easy check-in. Great space indoors and out. Kitchen was nice and had all the amenities we needed."
United States
Naomi
The price is NZ$777
includes taxes & fees
24 Nov - 25 Nov
Autumn Ridge Cottages

2. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.6 out of 10, Exceptional, (30 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is NZ$335
includes taxes & fees
13 Dec - 14 Dec
Love Ridge Mountain Lodging

3. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
The price is NZ$760
includes taxes & fees
17 Nov - 18 Nov
Blackwood Chalet

4. Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views
3.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
The price is NZ$913
includes taxes & fees
23 Nov - 24 Nov
Mountaintop Wintergreen Resort Home w/ Deck, Views

5. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
The price is NZ$516
includes taxes & fees
15 Nov - 16 Nov
Panoramic Peak

6. Three Little Bears

Three Little Bears
2.0 star property
Nellysford
The price is NZ$566
includes taxes & fees
15 Nov - 16 Nov
Three Little Bears

7. Bluebird Cottage

Bluebird Cottage
2.0 star property
Roseland
The price is NZ$527
includes taxes & fees
29 Nov - 30 Nov
Bluebird Cottage

8. Millhouse

Millhouse
2.0 star property
Staunton
10.0 out of 10, Exceptional, (1 review)
"This was a very clean place. Easy to find and the pool was excellent. This was a spur of the moment stay for us and couldn’t have been happier. Neighborhood appeared to be nice as well. Would definitely stay again if we were in the area."
United States
Emily
The price is NZ$522
includes taxes & fees
19 Nov - 20 Nov
Millhouse

9. Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
The price is NZ$685
includes taxes & fees
16 Nov - 17 Nov
Firefly on The Ridge

10. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is NZ$1,004
includes taxes & fees
29 Nov - 30 Nov
Mountain Mindset

11. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is NZ$538
includes taxes & fees
15 Nov - 16 Nov
Mountain View Vista

12. Blackrock Canopy

Blackrock Canopy
2.0 star property
Nellysford
The price is NZ$1,361
includes taxes & fees
15 Nov - 16 Nov
Blackrock Canopy

13. On Mountain Time

On Mountain Time
2.5 star property
Roseland
The price is NZ$1,476
includes taxes & fees
16 Nov - 17 Nov
On Mountain Time

14. Branch and Barrel

Branch and Barrel
2.0 star property
Roseland
The price is NZ$593
includes taxes & fees
1 Dec - 2 Dec
Branch and Barrel

15. Art & Soul

Art & Soul
2.0 star property
Nellysford
The price is NZ$1,418
includes taxes & fees
15 Nov - 16 Nov
Art & Soul

16. Red White and Wintergreen

Red White and Wintergreen
2.0 star property
Pedlars Edge
The price is NZ$1,618
includes taxes & fees
15 Nov - 16 Nov
Red White and Wintergreen

17. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
The price is NZ$803
includes taxes & fees
16 Nov - 17 Nov
Bear Tracks Cottage
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

Find out more about Fairfield

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?

Large and Luxurious Exec 5BR Chalet: This holiday home rental outside of Fairfield is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Southern Virginia University.

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.