Cottage vacation rentals in Lexington

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Top-rated cottage rentals in Lexington

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Guest favorite

Cottage in Afton

4.99 out of 5 average rating, 161 reviews

Oasis in the Blue Ridge -Rt. 151 Brew Ridge Trail

Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cottage. A perfect getaway for a couple or friends who want a 1-of a-kind destination. Adventure and R & R await you!!! Enjoy the well stocked kitchen & the bright, clean, cheery ambience.... everything you need to feel at home & then some. Prime location: Just minutes to Rt. 151/Brew Ridge Trail, dozens of popular wineries/breweries, Wintergreen Resort & Shenandoah Nat. Park.

Mar 7 – 14

G$33,501 GYD per night

Guest favorite

Cottage in Lynchburg

4.95 out of 5 average rating, 237 reviews

Private carriage house. Walk to LYH best new eats.

Enjoy that quaint cottage feeling in the city. Our re-imagined carriage house is inspired by the Danish concept of "hygge," or cozy. Ideal for a quick weekend getaway, or longer stays for exploring Lynchburg and Blue Ridge Mountains. Park your car once and walk to restaurants, cafes, a park, or enjoy our informal garden. Just for you, we’ve installed a brand new A/C system, upgraded our linens to super-comfy and chic, and added super-fast fiber wifi. Keypad entry allows for 24/7 check-in.

Jun 2 – 9

G$23,891 GYD per night

Guest favorite

Cottage in Waynesboro

4.92 out of 5 average rating, 202 reviews

The Copper Cottage - near the Appalachian Trail

An antique fully renovated, cozy cottage that blends the character of saw milled wood beams, hand-crafted finishes, & local art with the modern comforts of Wi-Fi, Streaming TV, A/C, and a Jetted shower that might raise your attitude with the altitude! Walk to Historic Waynesboro (<1 mile) and the riverside park, or its restaurants and stores to entertain even the peculiar palate or collector. Fully fenced in back yard, so bring the pups or the kids, but watch for wildlife! Hiking store nearby.

Sep 10 – 17

G$23,149 GYD per night

Guest favorite

Cottage in Tyro

5.0 out of 5 average rating, 187 reviews

Bear Creek Inn

You will be renting the 2 bedroom cottage, optional 3rd bedroom, very large, fenced yard for your pet. Relax at this quiet, peaceful place with year round trout stream. Minutes from the breweries and wineries on Nelson 151. Plenty of outdoor activities to enjoy. The George Washington National Forest is across the street for exploring, hiking and hunting. The house is only 4 miles from Crabtree Falls and several minutes from the Appalachian Trail access. Wintergreen Resort is 12 miles away.

Apr 18 – 25

G$32,424 GYD per night

Guest favorite

Cottage in Roseland

5.0 out of 5 average rating, 178 reviews

Blue Ridge Cottage - 3 Miles to Wintergreen

Our little piece of Blue Ridge Heaven is ready to share! Cozy - 2 bedrooms (one king, one queen), 1 bath, 956 square feet - well appointed in a terrific location! Beautiful mountain view from the 360 square foot, partially covered deck; fiber optic TV and wi-fi; South Fork of the Rockfish River out back. 3 miles from Wintergreen Resort, 1 mile from Devil's Backbone; Close to great hiking/biking, and many wineries, breweries, cideries, and distilleries (if you're into that kind of thing!)!

Jul 23 – 30

G$28,157 GYD per night

Guest favorite

Cottage in Afton

4.9 out of 5 average rating, 483 reviews

Couples Getaway,heart of RT 151,stunning views

The Cottage is conveniently located along the Brew Ridge Trail. Sit on your patio and watch the sun set over Humpback rock and the Blue Ridge Mountains. Amazing location that’s set right in the middle of all the breweries. Spacious 6 acre farm with Route 151 road frontage. This handsome cottage is the perfect romantic get-a-way. Enjoy WiFi, air con, parking, self check-in and all the amenities you need to feel at home. Picturesque mountain views and beautifully landscaped grounds.

Sep 24 – Oct 1

G$28,769 GYD per night

Guest favorite

Cottage in Rockbridge Baths

5.0 out of 5 average rating, 321 reviews

The Maury River Treehouse

Welcome to The Maury River Treehouse. Luxury timber frame cabin sitting on the banks of the Maury River. Construction built almost entirely by local craftsmen this is truly a show stopper. Located a short 9 miles from Lexington, Washington and Lee and Virginia Military Institute. It's a fisherman's friend, paddlers paradise or just a relaxing retreat! The timber frame construction, stone fireplace and gourmet kitchen will take your breath away. You won’t want to leave!

Apr 3 – 10

G$81,574 GYD per night

Guest favorite

Cottage in Bent Mountain

4.91 out of 5 average rating, 809 reviews

Cozy cottage in the Blue Ridge

Dogs allowed One hour from VT EV charger onsite Our romantic, studio style cottage is the perfect getaway. Covered back deck gives you an awesome place to hang out and watch the snow or rain and enjoy beautiful mountain views. Nestled between Floyd and Roanoke in the heart of the Blue Ridge wine district. Minutes from the Blue Ridge parkway. We provide linens, dishes, pots pans, coffee, sugar, some spices. Free WiFi! Massage available on request

Jan 7 – 14

G$25,125 GYD per night

Guest favorite

Cottage in Millboro

4.96 out of 5 average rating, 120 reviews

Cowpasture River front cottage on a 350 acre farm.

Charming 2 bedroom 1 bath guest house sleeps four looking over the Cowpasture River on a 350 acre working farm. Guest may use of our concrete tennis court and explore miles of hiking trails that lead to the national forest. Farm is surrounded by over 2.5 miles of the Cowpasture River. There is a gravel beach right beside the bridge entering the farm where one can enjoy wading and swimming. River here is 3-4 feet deep depending on the season and stream flow.

Feb 15 – 22

G$34,008 GYD per night

Guest favorite

Cottage in Staunton

4.93 out of 5 average rating, 207 reviews

The Firefly Cottage

This century old cottage, updated with modern comforts, is perfect for a long or short stay. Minutes from downtown Staunton or Interstates 81/64. Relax, stretch out in four rooms, get some laundry done. Enjoy the peace of the rural setting. Queen size bed, large shower, fully equipped kitchen with dishes, cooking utensils, range/stove, microwave, refrigerator, and dishwasher. Washer and dryer. Private parking. All varieties of people are welcome here.

Oct 25 – Nov 1

G$23,667 GYD per night

Guest favorite

Cottage in Lexington

4.89 out of 5 average rating, 170 reviews

Carol's Cottage. 1/2 mi to VHC. 2 mi to VMI, W&L!

Carol's Cottage is the closest accommodation to the Virginia Horse Center at 1/2 mile to the main entrance. The Cottage overlooks the Oak Hill section of the VHC. We are just two miles from Lexington, W&L and VMI. We are 5-20 minutes from most of the wedding venues in the area. The Guesthouse is next door. It sleeps 11. ***PLEASE inquire with us regarding RATES for Graduation and Parents weekends.***

Feb 27 – Mar 6

G$50,211 GYD per night

Guest favorite

Cottage in Fincastle

4.98 out of 5 average rating, 249 reviews

Private Cottage at Starry Hill Farm

If you're looking for privacy, this is the perfect place for you. Nestled atop a hill on a 30 acre farm, visitors will enjoy a stunning view. The studio has a queen-size bed with tasteful decor. The national forest is only a mile away. Locals enjoy floating the James River and hiking the AT. The cottage is 30 minutes to Lexington and 20 minutes to Roanoke.

Oct 17 – 24

G$20,191 GYD per night