Photo by Mary Pat Collins

Callaway Holiday Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Callaway

Mountain-View Blue Ridge Cabin Getaway w/ Fire Pit
Fridge, microwave, stovetop, dishwasher
Mountain-View Blue Ridge Cabin Getaway w/ Fire Pit
9.8 out of 10, Exceptional, (6)
"Nice property, road to it is dangerous, internet was week, otherwise nice stay"
Mountain-View Blue Ridge Cabin Getaway w/ Fire Pit
Affordable Corporate Suites Christiansburg
Exterior
Affordable Corporate Suites Christiansburg
3.5 star property
8.6 out of 10, Excellent, (17)
"I was in town to visit my mom at the hospital. It was a great location, both close to the hospital and with lots of amenities nearby. The property itself was spotlessly clean and also very quiet, which I appreciated. The kitchen had all of the equipment that I needed. The mattress was a little hard but comfortable enough. The staff was friendly and helpful although I only saw them when I checked in. There are a lot of rules particularly around where you can smoke and cook, which again I...
The price is AU$191
includes taxes & fees
3 Dec - 4 Dec
Affordable Corporate Suites Christiansburg
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥
Exterior detail
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥
10.0 out of 10, Exceptional, (38)
"We were in town for a show at The Coves at Smith Mountain Lake. The venue was only 18 minutes from the cottage. It was SUPER clean and very nice. The outdoor space was also excellent. Hosts were very quick to respond to questions. Beds were very comply and there was a nice tv in every room (in both bedrooms) Would absolutely stay here again!! "
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥
Downtown Roanoke
Living area
Downtown Roanoke
8.2 out of 10, Very good, (10)
"The property does have a slight slant on the first floor which can be fun after a few adult beverages. The house was clean and provided all the things i needed. The host communicated the door number the morning off as promised. The only complaint i would have is the pool table is too big for that room and the dart board is missing the darts. I would rent this house again next time I'm in Roanoke. "
Downtown Roanoke
Stunning lakefront oasis with a kayak, large deck, games, & tranquil views
Terrace/patio
Stunning lakefront oasis with a kayak, large deck, games, & tranquil views
7.6 out of 10, Good, (4)
Stunning lakefront oasis with a kayak, large deck, games, & tranquil views
Historic Rooftop Loft Apartment Downtown
Exterior
Historic Rooftop Loft Apartment Downtown
10.0 out of 10, Exceptional, (57)
"My husband and I went to Roanoke for our anniversary. The apartment was clean and had everything we needed. This place was super close to downtown. When we went, the weather was stormy, but we could have easily walked to downtown,if the weather had permitted. "
Historic Rooftop Loft Apartment Downtown
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
3 bedrooms, Internet, bed sheets
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
8.4 out of 10, Very good, (31)
"This house was exactly as advertised and more! Panoramic views of the lake, the community dock was fantastic for hanging out , fishing , and boating! By far the best lake house we have ever stayed in! We will definitely be returning! The Bunch’s"
The Inner Banks - Lakefront chalet with 180-degree lake views, dock & beach
Orchard Acres Farm Barnhouse
Exterior
Orchard Acres Farm Barnhouse
10.0 out of 10, Exceptional, (14)
"Lori and David were amazing hosts! They were super friendly and had a really nice place! It was so clean and beautifully decorated. They had a keurig with coffee and even brought fresh eggs from their free range chickens. The porch was an absolutely amazing place to sit and relax whether at night or early morning. We absolutely loved our stay and would highly recommend to anyone looking at this place. "
The price is AU$410
includes taxes & fees
3 Dec - 4 Dec
Orchard Acres Farm Barnhouse
SUNSET VIEWS-Pristine WATERFRONT Penthouse Condo on SML- Boat Slip Available
SUNSET VIEWS-Pristine WATERFRONT Penthouse Condo on SML- Boat Slip Available
9.8 out of 10, Exceptional, (151)
"We brought our boat up from North Carolina and stayed the weekend. The hostess was fantastic in getting us all the information we needed before we got there. We enjoyed staying in her little condo and the beautiful weather at Smith Mountain Lake"
SUNSET VIEWS-Pristine WATERFRONT Penthouse Condo on SML- Boat Slip Available
Perched on a bluff overlooking the Blackwater at Smith Mountain Lake sits The Retreat at Pine Haven
Aerial view
Perched on a bluff overlooking the Blackwater at Smith Mountain Lake sits The Retreat at Pine Haven
9.6 out of 10, Exceptional, (35)
"Cozy and peaceful with nice wooded view of the lake. The fire pit was awesome! Would stay again. "
Perched on a bluff overlooking the Blackwater at Smith Mountain Lake sits The Retreat at Pine Haven
Secluded Escape near Fairy Stone State Park, Virginia
Smart TV, fireplace
Secluded Escape near Fairy Stone State Park, Virginia
9.8 out of 10, Exceptional, (30)
"The title says it all! Cozy, comfortable, and quiet. We highly enjoyed our stay and we plan on coming back!"
Secluded Escape near Fairy Stone State Park, Virginia
Blackwater Castle w/ Private Pool, Arcade, Hot Tub
Fridge, microwave, oven, stovetop
Blackwater Castle w/ Private Pool, Arcade, Hot Tub
9.8 out of 10, Exceptional, (43)
"Rented Blackwater for my 40th birthday celebration. I couldn't imagine a better place if I tried. The home is beautiful, comfortable, and well-appointed. The arcade was beyond my dreams! The decorations for Halloween made it even better. We're already planning a return in the summer. Communication with the host was fast and reliable, and they added some personal touches for my birthday that were very sweet and definitely appreciated. The kitchen also had everything we needed! I'm in love."
Blackwater Castle w/ Private Pool, Arcade, Hot Tub
Romantic lakefront sunset view from patio and LR -Perfect couple retreat
Outdoor dining
Romantic lakefront sunset view from patio and LR -Perfect couple retreat
9.8 out of 10, Exceptional, (40)
"The area is beautiful this time of year, especially being right on the lake. The place was cozy and comfortable. The only thing we were disappointed with was the fact that the internet was the one provided by the homeowners association which was not very reliable most evenings. "
Romantic lakefront sunset view from patio and LR -Perfect couple retreat
Clean, Comfortable 3BR home 4 mins to Martinsville
Interior
Clean, Comfortable 3BR home 4 mins to Martinsville
10.0 out of 10, Exceptional, (39)
"Home was extremely well done, clean and nicely appointed. Our family was the perfect fit as the home matched the description perfectly. We will definitely be back. Thank you!"
The price is AU$356
includes taxes & fees
24 Nov - 25 Nov
Clean, Comfortable 3BR home 4 mins to Martinsville
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees
Aerial view
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees
10.0 out of 10, Exceptional, (128)
"We stayed in the area for the funeral of my father. It was the perfect place to be able to recharge and decompress. Everything was very inviting. "
Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees
Waterfront Condo!
Property grounds
Waterfront Condo!
9.8 out of 10, Exceptional, (36)
"Nice property that’s easy to get to on a beautiful lake ! "
Waterfront Condo!
Cabin at the Reserve
Interior
Cabin at the Reserve
10.0 out of 10, Exceptional, (31)
"Great clean cabin for a quiet get away. "
Cabin at the Reserve
Spring Side Cabin at Skipwillow Farm
Exterior
Spring Side Cabin at Skipwillow Farm
10.0 out of 10, Exceptional, (15)
"Nice little cabin on a farm in Floyd-very responsive hosts, on property with goats, dogs, chickens and a horse. We got to interact with the animals as well. Would recommend for small families or couples! "
The price is AU$232
includes taxes & fees
3 Dec - 4 Dec
Spring Side Cabin at Skipwillow Farm
Heartwood♥ Cabin loft w/private HotTub, Hiking, Fishing, & Ziplines on 66 acres!
Exterior
Heartwood♥ Cabin loft w/private HotTub, Hiking, Fishing, & Ziplines on 66 acres!
10.0 out of 10, Exceptional, (6)
"We had a great time. Thank you for sharing your home! "
Heartwood♥ Cabin loft w/private HotTub, Hiking, Fishing, & Ziplines on 66 acres!
Simple but functional home in a diverse neighborhood
Fridge, microwave, oven, stovetop
Simple but functional home in a diverse neighborhood
Simple but functional home in a diverse neighborhood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Callaway
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Callaway you may be interested in

Country Inn & Suites by Radisson, Roanoke, VA
Exterior
Country Inn & Suites by Radisson, Roanoke, VA
3.0 star property
9.2 out of 10, Wonderful, (1622)
"Very clean room and the bed was extremely comfortable "
The price is AU$161
includes taxes & fees
22 Dec - 23 Dec
Country Inn & Suites by Radisson, Roanoke, VA
Comfort Suites Inn at Ridgewood Farm
Desk, blackout curtains, iron/ironing board, free cots/infant beds
Comfort Suites Inn at Ridgewood Farm
2.5 star property
8.2 out of 10, Very good, (1003)
"The lady at the front desk Chasity was very helpful as I had the dates mixed up and she straightened out, she was a real blessing to me and the Misses."
The price is AU$121
includes taxes & fees
8 Dec - 9 Dec
Comfort Suites Inn at Ridgewood Farm
The Liberty Trust
Lobby
The Liberty Trust
4.0 star property
9.2 out of 10, Wonderful, (930)
"Lovely gem in downtown Roanoke."
The price is AU$251
includes taxes & fees
24 Nov - 25 Nov
The Liberty Trust
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Can I find holiday rentals in Callaway?

Yes, there are holiday rentals close to the most popular sights in Callaway, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Callaway has to offer?

Stunning lakefront oasis with a kayak, large deck, games, & tranquil views: This holiday home rental outside of Callaway is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of an arcade/games room in this rental home to help you unwind.

What can I see and do in Callaway?

Explore the area and family-friendly sights such as Mill Mountain Zoo, or get out into nature at a spot like Philpott Lake. In the wider area, you’ll find Harvester Performance Center and Fairy Stone State Park.

What are holiday rentals like in Callaway?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Callaway. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.