Vacation rentals in Colleen

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Top-rated vacation rentals in Colleen

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Guest favorite

The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.

Vacation home in Lovingston

4.96 out of 5 average rating, 214 reviews

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Superhost

A geometric home is nestled in a wooded area, featuring a striking blue exterior and numerous large windows that enhance its unique architecture. Surrounding trees create a natural and serene environment, while soft evening light illuminates the main entrance.

Cabin in Shipman

4.86 out of 5 average rating, 153 reviews

Acute Lodge: Boho, Romantic Getaway in Nelson Co.

Acute Lodge delivers a trendy, boho getaway in the popular destination of Nelson County. This geometric home offers privacy in the woods on just under 13 acres, but is within a 20 minute drive to breweries and 25-30 minutes to the popular Nelson 151 destination. With plenty of amenities (including fiber internet), Acute Lodge is the ultimate restorative getaway perfect for couples, friends, or even small families. Your pup is also welcome to join with added pet fee. No cats, subject to fine.

Top guest favorite

The gravel pathway leads to a charming log cabin, framed by tall trees and surrounded by greenery. A sign reading 'COZY MOUNTAIN CABIN' is positioned near the path, inviting visitors to explore this secluded retreat in the Blue Ridge.

Cabin in Roseland

4.96 out of 5 average rating, 717 reviews

Cozy Mountain Cabin

Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Spacious sleeping loft. Perfect romantic escape, friends getaway, or personal retreat. Workout area/sitting room. Fresh eggs (in season), wine, tea, coffee. 1G Internet, SMART TV. A/C. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from App. Trail, Wintergreen Resort, breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, & antique shopping.

Guest favorite

A charming cabin is set against a backdrop of rolling mountains and vibrant autumn foliage. The rustic structure features a red metal roof and front porch, surrounded by lush greenery and a gravel pathway leading to the entrance.

Cabin in Roseland

4.89 out of 5 average rating, 524 reviews

Catrock Cabin and Open Heart Inn

This cozy and charming cabin was originally built as a country store in 1930 and has been updated with all the modern comforts. NEW in 2025- bathroom fully renovated with walk-in tiled shower! The cabin has a front porch perfect for sunset, back deck with gas grill, full kitchen, king bed, queen sofa bed, mountain views, and ten acres to explore. Come unplug and get away from it all! Tucked away on the “quiet” side of the famous route 151, we are minutes from trails, breweries, and more!

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, 109 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 cozy cabin is nestled among trees, featuring a metal roof and a spacious front porch with black rocking chairs. The gravel driveway leads to the entrance, surrounded by neatly trimmed bushes and a lush landscape.

Cabin in Lovingston

5 out of 5 average rating, 106 reviews

Cabin Overlooking Vineyards of Lovingston Winery

Step off your spacious front porch to stroll through the vineyards of Lovingston Winery! Bring your friends and spend the weekend in a cozy cabin with modern amenities in the famous Monticello wine region. This 64 acre property includes pre-civil war oak trees, mountain views, and a pond with otters! We encourage you to explore the property and enjoy a glass of Lovingston Wine. There's a chance you could be greeted by a mini horse or two! Sleeps 6 comfortably, cot for 7, extra charge.

Top guest favorite

The front exterior of the house is shown, featuring a warm brick facade and a sloping lawn. A welcoming front porch is visible, adorned with a seasonal wreath. Large windows allow for natural light, and a pathway leads to the entrance.

Home in Lovingston

5 out of 5 average rating, 192 reviews

Ms Maria's Place - make yourself at home, relax!

Newly renovated house on a quiet cove road .2 miles off of Rte 29 between Charlottesville and Lynchburg. The property includes high speed 100 Mbps Internet, a 65" Smart TV, gas grill, and a fire pit with outdoor seating. Enjoy visiting the local restaurants, orchards, wineries, and breweries. You will be a short drive from hiking Crabtree Falls, the Blue Ridge Parkway, Humpback Rock, Wintergreen, and James River State Park. The Lovingston Winery is just minutes down the road!

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, 353 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!

Guest favorite

A natural stone patio is surrounded by trees, featuring a vintage cast iron tub as a focal point. The space is complemented by two planters filled with colorful flowers and an adjacent wooden table, enhancing the outdoor setting.

Guesthouse in Schuyler

4.91 out of 5 average rating, 397 reviews

Homestead at HeartRock

Welcome to HeartRock Homestead. Our sweet spot offers rustic charm and modern comfort. Come for a private grownup nature camp! A getaway for couples, friends and families. Really, there is something for everyone. AND we have great check in and check out times to maximize your stay! Have you ever heard the whippoorwill sing while watching the stars or grazed organic cut flowers amongst the morning dew or felt a seasoned sunset kiss your heart? We hope to see you soon!

Top guest favorite

A charming cottage is positioned alongside a gently flowing trout stream, with a backdrop of lush greenery. Rocks line the water's edge, and a large, fenced yard surrounds the home, providing a peaceful setting. A red roof contrasts beautifully with the natural surroundings.

Cottage in Tyro

4.99 out of 5 average rating, 265 reviews

Bear Creek Inn

You will be renting the 3 bedroom cottage, 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.

Guest favorite

A rustic exterior of the camp is shown, featuring wooden siding and a sloped roof blanketed in snow. Snow rests on the overhang, while a set of wind chimes hangs near the window, overlooking the distant DePriest Mountains, partially veiled by a winter mist.

Tiny home in Roseland

4.91 out of 5 average rating, 266 reviews

The Humble Abode Camp

The Humble Abode is a secluded CAMP & offers a scenic view of DePriest Mountains range and is the perfect place to un-plug & disconnect to reconnect!! Our private and secluded camp provides with spectacular mountain views and a NEW OUTDOOR Shower!! with pressurized ambient water temperature, spacious deck, covered porch, double bed, hammock, yard to play croquet/corn hole, private port-a-potty, charcoal grill, and a solo stove firewood pit.