Vacation rentals in Chestnut Hill

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Top-rated vacation rentals in Chestnut Hill

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Laurel Springs
4.98 out of 5 average rating, 121 reviews

Parkway Paradise Studio Quiet Winter Retreat

Our cozy studio apartment offers home-like comfort surrounded by nature. Pet-friendly and family-friendly amenities provide everything you need for a relaxing self-contained stay. Steps from the Blue Ridge Parkway, explore the countryside and the quaint mountain towns. The surrounding landscape ranges from grassy meadows to forests to the cliffs of the Bluffs, winding rivers and trails. Fully equipped studio, full kitchen, built above our garage. Mountain views, peaceful woods, bass pond. 🌲🏔️

Top guest favorite
A spacious guest suite features a large bed with white linens, framed by two windows dressed in dark curtains. A wooden dresser and a seating area with a chair are included. A coffee station is visible for convenience, enhancing a relaxing atmosphere.
Home in West Jefferson
4.99 out of 5 average rating, 154 reviews

Private Guest Suite w/ Separate Entrance

Welcome to your private suite at Soul Fire Camp + Cabins! Your suite has its own entrance and is a fully private space, but attached to our home (shares one wall). Enjoy a large updated bathroom + covered porch. The suite offers a unique and cost effective alternative to a hotel stay, with all the amenities. The price is for 2 guests and to add a 3rd, we charge +$15. This is so you don’t pay extra if not needed. Check out all of our listings at: www.airbnb.com/p/soulfirecampandcabinsse w

Top guest favorite
A clear glass mug of coffee is positioned on a rustic wooden surface, surrounded by a field of white daisies in full bloom. Green grass and trees are visible in the background, contributing to the serene outdoor setting.
Cabin in Sparta
4.93 out of 5 average rating, 161 reviews

Meadow Farm-View Getaway

This place is perfect for a quiet getaway in a spacious property with nature and farm life surrounding you. This booking comes with sleeping space for three people, a stove, microwave, air fryer, coffee maker, refrigerator, air conditioning, heating, and many other amenities. We disclaim any responsibility for damages or injuries that may occur on our property. Please keep communication within App. To access content on our TV, you'll need to use your own login details for streaming services.

Top guest favorite
A serene waterfall cascades down rocky terrain, surrounded by vibrant green moss and lush foliage. Water flows gently over the stones, creating a peaceful atmosphere. Various ferns grow nearby, enhancing the natural beauty of the wooded setting.
Cottage in Independence
4.99 out of 5 average rating, 275 reviews

Healing Water Falls

Disconnect and awaken your senses in this artisan home on 13 acres. Need WIFI & TV this rental is NOT FOR YOU. Looking for healing, inspiration, or reconnection this IS your place. Watch the falls from the comfort of your bed, or as you soak in the tub. Its sound infuses the entire house filling it with peace and tranquility. It's flow changes rapidly with rainfall. Come experience the restorative magic and stay in a place one guest swears was built "by garden gnomes and woodland fairies."

Top guest favorite
Tiny home in Warrensville
4.96 out of 5 average rating, 268 reviews

The Hobbit House

The Hobbit House is a tiny house (15x11'); Full size bed, futon/couch, outdoor tub, shower, electric fireplace, patio, picnic table, fire ring, and outhouse with composting toilet. The patio overlooks a pond and is part of a 53 acre forested property in the Blue Ridge. WiFi is now included. Glamp in style! The main lodge is just up the driveway if you need to contact the host. The outdoor shower/tub is NOT fully enclosed or private, and may be turned off in a freeze. Nature lovers only!

Guest favorite
A comfortable living area features a spacious leather sofa adorned with decorative pillows. A wooden coffee table sits in front, and a wall-mounted television offers entertainment options. Natural light filters through the window, while a gas fireplace adds warmth to the space.
Condo in West Jefferson
4.95 out of 5 average rating, 210 reviews

Cozy 2BR, Pet-OK, Mountain Views, close to DT

Entirely renovated, this darling duplex overlooks the meadow with stunning mountain views. Located 5 min to charming downtown West Jefferson. This vacation spot has so much to offer! With its location, you can enjoy outdoor activities such as hiking, canoeing, kayaking, and fishing along the New River, nature walks and biking along the Blue Ridge PKWY. This unit is stocked with many convenient amenities and also offers an area for outdoor dining with a charcoal grill and an open fire pit.

Top guest favorite
A tiny house stands on a grassy hill under a starry night sky, illuminated by soft light from the porch. The rustic exterior features a combination of wood and metal, while the deck offers access to the serene landscape surrounding the property.
Tiny home in Fleetwood
4.94 out of 5 average rating, 437 reviews

Tiny House with GREAT VIEWS!

Our space, a custom build from HGTV-featured tiny house builder Randy Jones, is on a ridge with unparalleled, 270-degree views of Grandfather Mountain, all three area ski resorts, on into Tennessee and Virginia's Mount Rogers. We're located 20 minutes from Boone and 15 to West Jefferson, and even closer to the Blue Ridge Parkway and New River activities like fishing and tubing. If you've considered downsizing, or you just want to give living tiny a try for a getaway, this is the place!

Top guest favorite
The interior of the tiny home features warm wooden walls and a spacious kitchen area with natural light streaming through large windows. A set of steps leads to the sleeping area, which is flanked by cozy bench couches, creating a welcoming and functional environment.
Tiny home in Mouth of Wilson
4.93 out of 5 average rating, 227 reviews

Pondside TinyHome near Grayson Highlands

Experience Tiny Home living Pondside! Enjoy amazing nature sounds, star gazing and pastoral horse farm views! Only a few miles from Grayson Highlands State Park known for its vistas and wild ponies. Explore Mt Rogers National Wilderness are, The Appalachian Trail, The Virginia Creeper Trail, the New River etc. close to wonderful restaurants and breweries, quaint towns and sight seeing. Step away and take a breath of fresh mountain air! *now pet friendly* NO cleaning or pet fees!

Guest favorite
Cabin in Mouth of Wilson
4.95 out of 5 average rating, 175 reviews

Rumple's Retreat Cabin - Arcade & Drive-in Theater

Rumple's Retreat is a cozy 2-story log cabin with an open loft with 2 queen beds. The property is minutes from Grayson Highlands State Park and all its attractions, 2 mi. to the entrance. Bring your quarters for the arcade full of retro classics! Outdoor private drive-in theater with a new movie every night! Relax by the campfire or fish the stocked Wilson Creek on the property. -Free to use kayaks, and canoes -High Speed WiFi across property -Pets allowed -3 vehicle limit

Top guest favorite
A charming guest house is depicted, set against a backdrop of trees showcasing autumn foliage. The exterior features a green metal roof and white siding, with large windows allowing natural light. A picnic table is positioned on the grassy area, enhancing the outdoor space.
Guesthouse in Creston
4.96 out of 5 average rating, 136 reviews

Boaz Brook Farm Guest House

If 24/7 entertainment is what you are looking for, continue your search. If serenity, peace, and enjoyment of mountain beauty is your wish, you have hit the jackpot! Don't worry, we have electricity, running water, and fiber optic WiFi. We feature a two-story, separate guest house in beautiful surroundings with a master suite upstairs including a queen bed, reading corner, TV area, and full bath. Downstairs you will find a kitchen, small bedroom, and a half-bath.

Top guest favorite
An outdoor deck is shown with comfortable Adirondack chairs and a red umbrella for shade. Scenic mountain views are visible in the background, while a wooden railing surrounds the space, enhancing the cozy atmosphere.
Cabin in Crumpler
4.94 out of 5 average rating, 155 reviews

Skyview Retreat

This quaint cabin is perched on a ridge with beautiful long range views of the mountains and sits just above the New River. Biking, hiking, kayaking & tubing available within 5 minutes of this cozy cabin. Enjoy an evening on the oversized deck or roast marshmallows around the outside fire pit or hang out in the pavilion overlook. You’ll enjoy cozying up in this adorable cabin with wonderful amenities to make your mountain get-away extra special.

Top guest favorite
A deck area is furnished with two rattan chairs and a small table, offering an unobstructed view of Mount Jefferson and surrounding greenery. The open sky reveals a mix of clouds, creating a serene outdoor space for relaxation.
Home in Jefferson
4.97 out of 5 average rating, 182 reviews

Mt Jefferson View, modern & cozy

Welcome to Blue Horizon Hideaway! Enjoy an unbeatable view of Mount Jefferson with convenience to restaurants, breweries, shopping, hiking and the New River! The 14 foot walls and ample windows allow natural light to pour into every room. Relax while watching the sunsets and fall colors from the deck. Pictures do not do this hideaway justice, book now to take in the beauty of Mount Jefferson and the surrounding Blue Ridge Mountains.

Popular amenities for Chestnut Hill vacation rentals