Vacation rentals in Chestnut Hill

Luxury Geodesic Dome • Appalachian Mountains

A private & eclectic Appalachian Mountain experience awaits you at 4Creeks. Well off the main road and nested in the trees, “On the Rocks” geodome is NOT a “glamping” experience! This geodesic dome has it all— full kitchen, full bath, supplemental heat & air conditioning, babbling creek and forest views. Want to go out? We're only 10 minutes from downtown. Like staying in? Our full kitchen and grill bring you comforts of home. Larger party than 4? Book our Skoolie “High Rollin” for 2 more!

stylish modern cabin with panoramic views

Relax & recharge at this newly renovated log cabin with gorgeous wraparound views. Dine on the covered deck, sip wine at the firepit, listen to smooth jazz on bluetooth and sleep like a baby in the luxurious bedding. Stunning in every season! Mountaintop location w private drive. Fully stocked kitchen. 55" TV w Netflix, Hulu & more. FWD recommended in winter. Explore nearby wineries, hiking trails and kayak the New River. 15 min to shops & restaurants in charming downtown West Jefferson.

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."

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!

New River Walk

Sweet 4 bedroom, 2 bath cottage, a close walk to the New River. Huge side yard perfect for family soccer, ultimate frisbee or just sitting back by the fire pit and taking in the beauty of the mountains. Perfect place for outdoor enthusiasts with kayaking, canoeing, tubing, fishing, hiking and biking options all close. The house offers two private bedrooms downstairs with comfy queen beds. Upstairs is a sleeping loft with 2 rooms, 3 twin beds and a double bed. Large front porch.

Oaklight Retreat: Quiet, dog-friendly forest cabin

Oaklight Retreat is a cozy cabin nestled in a quiet hardwood forest in the Blue Ridge Mountains. Located in a community on the New River, it offers solitude, nature & river access for tubing or kayaking. This little cabin is a perfect writer's or reader's retreat, romantic getaway, or just escape from the world. It also serves as a great basecamp for day hikers, with gorgeous trails nearby. Come rest, relax, nap in the hammock, sit in the hot tub, & enjoy the peaceful forest.

Carter’s Hill Cottage - 3 miles from Twickenham

Carter’s Hill Cottage sits on two acres and is only three miles from the Twickenham House. Enjoy the sun coming over the mountain while you sip on a hot coffee while sitting on our fully covered front porch. The cottage is only minutes from the towns of Jefferson and West Jefferson with a view of Mt. Jefferson (4665 ft) in front of the cottage and Phoenix Mtn to the rear of the cottage. Although you are so close to all the fun, you are secluded with no neighbors in view.

The Bluebird and Finch Cottage

Kick back and relax in this calm, stylish space looking out into the pasture and woodlands at deer passing through, cows looking in and other wildlife. And there really is quite a lot of bluebirds and finch to see in the spring and summer! Expect the coziness of the fireplace to wrap around you in the cool of the fall and snow of the winter. New construction. 20 minutes to Grayson Highlands, kayaking and Virginia Creeper bike trail also nearby!

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.