Vacation rentals in Fairfield

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Top-rated vacation rentals in Fairfield

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Top guest favorite

The open living space features a circular design with wooden beams radiating from the yurt dome. A comfortable chair and coffee table are positioned on warm wood flooring. A staircase leads to the loft, with a kitchen area visible in the background.

Yurt in Lexington

4.99 out of 5 average rating, 568 reviews

Yurt at Stillhouse Farm *Wifi *Creek *Private

Our yurt at Stillhouse Farm offers a private setting. Less than 5 miles from W&L+VMI. The spring fed creek can be heard from the deck along with owls, turkey, and other wildlife. Plenty of outdoor space on the deck, outdoor fireplace, and under pavilion. The high speed internet makes for an ideal getaway where you can still work, if necessary. Features reclaimed wood from 1800s log cabin that was on site. Check out our other listing, **Cabin Retreat** https://www.airbnb.com/h/stillhousecabin

Guest favorite

An open and airy dining area features a glass table surrounded by six black chairs, set on a patterned rug. Exposed wooden beams accentuate the ceiling, while a stone fireplace adds a rustic touch. A kitchen area is visible in the background.

Home in Fairfield

4.94 out of 5 average rating, 119 reviews

80s glam house w/ hot tub, mtn views near W&L, VMI

Golden Girls dream house on 6 pastoral acres with a stunning mountain view! Minutes from Ecco Adesso Vineyard and Rockbridge Winery, this piece of paradise is the perfect weekend mountain escape! This amazing contemporary home features a hot tub patio and a spacious open layout filled with vintage furniture. 15 minutes to downtown Lexington, W&L, VMI. 10 minutes to the Virginia Horse Center. Perfect for a couples weekend or a family trip! Family amenities include pack'n'play, high chair & games!

Top guest favorite

A bright living area features a cozy cream couch and an inviting small sofa surrounded by a decorative area rug. A wood-burning stove stands against a yellow wall, while a skylight allows natural light to brighten the space. A dining area with a table is accessible through a doorway.

Guesthouse in Lexington

4.96 out of 5 average rating, 294 reviews

Entire Country Cottage guesthouse / Very Private

Gloriously private without feeling secluded, this charming guesthouse was totally updated in 2019. Enjoy the peace and quiet. Go for a walk or bike ride on the 28 plus acres or pretty rural lanes. 2.5 miles away is Lake Robertson for activities . Sit on the porch too! On a snowy night, enjoy the wd-burning fireplace . (We will often leave fireplace prepared to light. Gas heating also). Get cozy with the full kitchen, washer/dryer, games and books. DirecTv in the living room and bedroom. too!

Top guest favorite

A brightly painted blue tipi stands under a star-filled sky, surrounded by a natural setting. A large cedar tree is visible nearby, and a picnic table can be seen in front of the tipi, offering a space for outdoor relaxation.

Tent in Fairfield

4.98 out of 5 average rating, 1,180 reviews

Tipi with a great view of the Blue Ridge Mountains

Our small family farm is conveniently located 10 minutes from Interstates 81/64 and historic Lexington, Virginia. The Tipi has amazing views of the Blue Ridge Mountains and all the wonders our little farm and community has to offers. We are convenient to many local attractions like hiking, swimming, brewery and vineyard tours and yet secluded enough to heal your stress, enjoy time with your family or simply a special time away from the grind. Come stay with us! You deserve sincere hospitality!

Guest favorite

A modern tiny house is nestled among trees, showcasing a wooden exterior with deep red accents. Large windows provide natural light, while a well-maintained set of steps leads up to the entrance, inviting guests to enjoy the surrounding forest.

Tiny home in Staunton

4.94 out of 5 average rating, 155 reviews

Sunrise Casita: a tiny house at Cana Barn

Our 250 sq ft tiny house was built by our talented craftswoman Kara. We used wood from our property and reclaimed materials to create a cozy and unique getaway. The front porch looks out to a beautiful view of the Blue Ridge Mountains and looks up to a local vintage sign. We are LGBTQ+ welcoming. Sunrise to us is the embodiment of a fresh start and a new opportunity. It is hope and possibility, adventure and inspiration, beauty and wonder. We hope all of this for your stay in our tiny house!

Guest favorite

An historic log cabin is framed by lush greenery, showcasing its rustic wooden exterior with large windows adorned with shutters. A pathway lined with stones leads to the entrance, while a vibrant garden flourishes in front, enhancing the tranquil mountain setting.

Cabin in Montebello

5 out of 5 average rating, 122 reviews

Pre-Civil War Log Cabin w Sauna, Hot tub & Firepit

3 Sisters Cabin is an historic, pre-Civil War log cabin; one of only a few surviving 2-story log cabins along Virginia's scenic Blue Ridge Parkway. 3 Sisters is the only VA property featured in "The Top 100 Most Beautiful Rustic Vacation Properties in North America". We invite you to relax and recharge in the cabin, sauna and hot tub because you deserve it! Lay in the comfy QUEEN sized bed to stargaze at the beautifully lit sky through the skylight. Two TWIN beds as well. Sleeps 4.

Superhost

The tiny house is positioned on a gravel path, surrounded by a lush green lawn and young trees. Open fields extend into the background, showcasing distant trees under a partly cloudy sky. The setting provides a serene and spacious rural atmosphere.

Bungalow in Concord

4.85 out of 5 average rating, 101 reviews

Pear Blossom Cottage - A Tiny House Retreat

Come enjoy the quietness and beauty of the countryside in this lovely and comfortable Tiny House. Minimalist living in a secluded and quiet country setting, but with all the comforts. Enjoy a full-size shower and regular toilet in this tiny place - no roughing it here. There is everything you might want for an enjoyable stay: Relax outside around the fire-pit, play games inside, take a walk in the country or read on the wonderful king-sized mattress in the loft. You'll be refreshed.

Top guest favorite

A cozy log cabin entrance is adorned with warm string lights. A gravel path leads to a fire pit surrounded by chairs. Two individuals are seated on the porch, creating a relaxed setting amidst lush greenery and a peaceful atmosphere.

Place to stay in Lyndhurst

4.99 out of 5 average rating, 110 reviews

Tiny Log Cabin

This tiny hand-hewn log cabin is a perfect, peaceful, and relaxing way to unwind and reconnect with your loved one or have a personal retreat for yourself. Nestled in the Blue Ridge Mountains on 300 acres of private land with plenty of room to explore and enjoy the wild life. Come witness the brilliant night sky lying in an open field with no city lights to diminish the experience. Minutes to Wintergreen Resort, the Appalachian Trail, Sherando Lake, 4 breweries, 6 wineries, and 3 cideries.

Top guest favorite

A charming cottage is surrounded by lush greenery and flowering gardens. The wrap-around porch features white railings and comfortable seating, inviting relaxation. Stately trees and vibrant flower beds create a welcoming exterior, while the soft light of evening complements the serene landscape.

Farm stay in Raphine

4.99 out of 5 average rating, 406 reviews

The Cottage at Hidden Valley Farm & Barn

Welcome to Hidden Valley! When booking your stay, you'll have exclusive access to our three bedroom/two bathroom guest cottage! You'll be surrounded by mountainous views and pastures. Snuggle on the wrap around porch, roast marshmallows in the fire pit, and visit with horses, cattle, and our Sulcata tortoise! This is a working farm and you'll frequently see and hear farm machinery(tractors/atvs/etc.), livestock (cattle/horses/a donkey/4 dogs/a cat),and wildlife (coyotes/turkeys/deer).

Top guest favorite

The cabin exterior features a spacious wrap-around porch with a national flag gently waving. The structure combines stone and wood elements, set against a backdrop of tall trees and fallen leaves, presenting a private and serene atmosphere.

Cabin in Vesuvius

4.99 out of 5 average rating, 354 reviews

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Top guest favorite

The living area features rugged timber beams that create a warm ambiance. Large windows provide a view of the surrounding landscape, while a stone fireplace adds a focal point. Comfortable seating arrangements include a pair of chairs and a sofa, complemented by a decorative rug.

Cottage in Rockbridge Baths

5 out of 5 average rating, 395 reviews

The Maury River Treehouse

Welcome to The Maury River Treehouse! This luxury timber frame cabin sits on the banks of the Maury River. The Treehouse was built almost entirely by local craftsmen this is a must see! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away! It’s hard to leave!

Guest favorite

A serene landscape showcases rows of grapevines stretching across rolling hills, framed by trees in vibrant autumn colors. The backdrop features distant mountains under a partly cloudy sky, creating a peaceful rural setting that invites exploration of the vineyards.

Farm stay in Fairfield

4.91 out of 5 average rating, 185 reviews

VA Wine Country Vineyard Retreat near W&L, VMI

Experience Virgina Wine Country at Ecco Adesso Vineyards! Our charming loft is perfect for a romantic escape or a spirited getaway & features panoramic views, vaulted ceilings, 2 decks, a fire pit, & all the comforts of home. Wander through the farm & explore vineyards, orchards, hiking trails, springs, and meadows or visit our on-site winery to sip & savor delicious wine. Whether you want to relax and enjoy nature or go on an adventure, you are in the right place!