Family-friendly holiday rentals in Cave Spring

Chic walkable apt with rooftop views

*NOW WITH FREE ON-SITE PARKING!* Welcome to our charming, historic, and newly renovated one-bedroom ground floor apartment nestled in the heart of downtown Roanoke, Virginia. This exquisite property is a stone's throw away from a plethora of local breweries and restaurants, making it an ideal location for foodies and craft beer enthusiasts alike. It is fully equipped for a quick overnight business trip or a long term stay. The unit comfortably sleeps 4 with a king size bed and sleeper sofa.

Mountain cottage next to hiking /nature preserve

Welcome to Indigo Woods Retreat! Our historic cottage is nestled in the woods just up the road from Roanoke and Salem on top Burkett Mountain. We are next to a >1400 acre nature preserve with 5 miles of trails. Appalachian Trail (McAfee Knob), Blue Ridge Highway, Smith Mountain Lake, James River, wineries, breweries, shopping are close by. 18 min to Roanoke College and 40 minutes to Virginia Tech. Pet friendly! Insta: @indigowoodscabin. Walking distance to our 2 other AirBnBs for larger groups.

The Shepherdess Cottage

PLEASE READ ALL the information about this listing . The Shepherdess Cottage" is a sweet place to visit. It has view of Cahas Mountain in Franklin County, Virginia. This cottage has 2 bedrooms and a bath. A large kitchen open to great room. Total space is 800 sq.feet. (Not including huge porches) This home is in rural setting. There are other houses around that can be seen . The road can be busy at certain times of day. The house used to be a one room school house in early 1900's.

Triple Crown Cabin w/ Trout pond!

Amazing handcrafted cabin located in the center of the "Roanoke Triple Crown" (McAfee's Knob, tinker cliffs and dragons tooth trails) just minutes from each trail head. Cabin is tucked away from everything. No other houses can be seen from the cabin. The cabin overlooks a beautiful pond with a small waterfall cascading in. Cabin was sustainability built with trees from the 20 acres it sits on. McAfee's Knob trailhead is 10 minutes away, Andy Layne trailhead to tinker cliffs is 9 minutes away.

The West End Flats

Step into the comfort of this luxury 1 Bed 1 Bath Apartment, a part of the prominent West End Flats Residence, nestled in the heart of Roanoke, VA. A relaxing retreat at a prime location, allowing you to explore the entire bustling downtown area and all of its attractions on foot. ✔ FREE PARKING ✔ Memory Foam Queen Bed ✔ BREWERY ON SITE! ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Smart TVs ✔ High-Speed Wi-Fi (100MB) ✔ Community Amenities (BBQ, Patio, Fenced in Dog Area) See more below!

Luxurious 1-bedroom in Roanoke

Beautifully remodeled house in the sought after Grandin Village area. Walking distance to Grandin Village restaurants and shops, minutes from downtown, and easy ride to the Roanoke River Greenway. This is a very large one bedroom with luxury finishes and very comfy bedding and towels. *** I built this place to be somewhere that I would very much like to stay at a very affordable price. However, please do not book if you are not willing to treat this place like it is your own.*** Thanks!

The Magical Cabin on Back Creek

Magic is the word most people use when they visit this hidden gem. Built in 1939 as a fishing cabin by a gentleman who incorporated box cars as rafters and beams, dates still visible since removing the attic. By far the best place I've ever lived. I decided to share it with others who love to explore, who love listening to the voice of the creek or who come just to sit on the porch high above the creek with a spouse, friend, family, or alone. For the best sleep, open the bedroom window!

Honeyfly Haven • Cozy Tiny Home Near Downtown

Welcome to Honeyfly Haven, a charming tiny home located less than 10 minutes from downtown Roanoke — perfect for travelers eager to explore the city while enjoying a peaceful retreat. This private tiny house features: • 🛏️ 1 bedroom • 🚿 1 bathroom • 🍳 A small but fully equipped kitchen • 📺 Smart TV 🐾 Pet-friendly! We welcome well-behaved pets for a $60 pet fee per pet. Whether you're in town for adventure, work, or a quick getaway, Honeyfly Haven is your ideal home base in Roanoke.

Apple Ridge Farm Caboose Bed & Breakfast - #1

Go back in time in this stylishly remodeled 1978 Norfolk Southern Caboose Car with queen bed, futon, table for two and attached outside deck. The overnight stay in this lovely Caboose #1 includes a complimentary breakfast. Guests can enjoy 96-acres of beautiful mountain property and 4+ miles of hiking trails. This is a unique and unforgettable experience. All proceeds support Apple Ridge Farm, a non-profit that "Helps Kids Grow!". This rental is Pet Friendly with a $25 per pet fee.

Cozy Roanoke Escape

Minimalist 2BR home with stunning mountain views, a front porch for sunset watching, and a backyard with fire pit and grill. Fast Wi-Fi, pet-friendly, and surrounded by nature and wildlife. Fully equipped for long-term stays with modern comforts including a full kitchen, laundry, and workspace. 📍 Close to: Minutes from Roanoke Greenway, Carilion Memorial Hospital, and downtown Roanoke’s dining and arts. Easy drive to Virginia Tech. Enjoy convenience while tucked away in nature.

Falling Pines Historic Cabin

The original log cabin was built in 1936 by the Civilian Conservation Corps (CCC). These cabins were built after the Blue Ridge Parkway was laid in 1935, which is just down the street. With love and attention our cabin's renovations were complete in 2017. We kept the original log walls to add a rustic feel to the contemporary, crisp clean decor. The cottage overlooks the babbling waters of Back Creek but is just a 5 minute drive to the grocery store, private yet convenient.

Little Bohemian, Private Guest Suite in Roanoke VA

Clean, quiet, and completely private! Thoughtfully converted garage into modern, compact guest suite ideal for couples, a small family, or solo travelers *Strictly smoke-free and pet-free to ensure a hypoallergenic environment* Though attached to the main home, this entirely private guest suite offers its own separate entrance - close to Blue Ridge Parkway & hiking trails - 10 mins. from downtown Roanoke - 15 mins. to Interstate 81 - minutes from restaurants & shopping