Windsor Hills Holiday Rentals

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Holiday Rentals in Windsor Hills

Private 2 bedroom bungalo
9.8 out of 10, Exceptional, (34)
"The property was gorgeous and all amenities were great! Laura was a fantastic, attentive host. We would love to stay here again in the future."
Private 2 bedroom bungalo
The Lofts at Downtown Salem
3.5 star property
9.6 out of 10, Exceptional, (208)
"The Lofts was an excellent place to stay. Need better instructions on how to operate the lock mechanism to open doors. It’s a great keyless system (SO much better than lockboxes!) but was not intuitive from the written directions on door. The suite was clean, comfortable and roomy!"
The price is AU$204
includes taxes & fees
29 Sept - 30 Sept
The Lofts at Downtown Salem
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥
10.0 out of 10, Exceptional, (35)
"I cannot say enough about how great this house is! It’s spotless and decorated exactly how I have my own home so that helps lol. The hot tub is great along with the fire pit. If we are ever back in the area we will definitely stay again. Thank you for such a great weekend!"
The price is AU$316
includes taxes & fees
2 Oct - 3 Oct
Modern Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit 🔥
Briarcliff - 3000 sq ft waterfront home w/ private dock, 2 kitchens & pool table
9.6 out of 10, Exceptional, (37)
"The house was nice. The biggest issue we had were the bugs. Every day, hundreds of gnat/fly like bugs were dead in the bathrooms (looking for water), spiders were everywhere and the kitchen was infested with ants from the second we walked into the home. We ended up having to keep all of our food in the fridge."
Briarcliff - 3000 sq ft waterfront home w/ private dock, 2 kitchens & pool table
The West End Flats
4.5 star property
9.8 out of 10, Exceptional, (8)
"Microbrewery on premises "
The price is AU$194
includes taxes & fees
29 Sept - 30 Sept
The West End Flats
Historic Grandin Court Area 1st Floor Loft
9.4 out of 10, Exceptional, (35)
"Great location, walk to good food, entertainment, farmers market. Irene very quick to reply, I made a huge mistake checking in and she not only was quick to help, but quick to rectify! Thank you!!!"
Historic Grandin Court Area 1st Floor Loft
2.5 wooded acres on quiet deep water cove - create great vacation memories.
9.4 out of 10, Exceptional, (131)
"Very nice stay. Spacious (for 4), clean and great location. Wonderful dock (rented a pontoon boat), kayaks provided, and updated kitchen and bathroom. Could use new mattresses, but overall, sweet."
2.5 wooded acres on quiet deep water cove - create great vacation memories.
Studio w/pool & hot tub -only minutes to Triple Crown hiking trails
10.0 out of 10, Exceptional, (21)
"If you love scenery, wildlife & being away from suburbia this is your choice. With a pool, hot tub and a cozy, comfy, spotlessly clean studio with microwave, dorm fridge and Keurig plus snacks there wasn’t anything lacking. Lots of homey touches and practice things.Laura was the perfect host."
The price is AU$157
includes taxes & fees
2 Oct - 3 Oct
Studio w/pool & hot tub -only minutes to Triple Crown hiking trails
Relax at Dock Holiday on Smith Mountain Lake
8.8 out of 10, Excellent, (6)
"The house is beautiful. With four bedrooms on the main floor, it was convenient for our physically challenged family members. The entertainment system was phenomenal, we loved the downstairs rec area, and the views from the back deck were amazing. We only had two issues during our five day stay. One was that the propane tanks were empty but the owner resolved that right away. The second was a rude neighbor who yelled at us when docking the boat saying we were going too fast. We weren’t creating...
Relax at Dock Holiday on Smith Mountain Lake
Simple but functional home in a diverse neighborhood
Simple but functional home in a diverse neighborhood
Huge Dock, Big Water, >200 Mb/s WiFi, Canoe, 3 King, Queen, and Bunks for Kids
10.0 out of 10, Exceptional, (102)
"The house was spacious and had more bedrooms than we needed. We spent most of our time on the lake or in the combined kitchen & den space with the enormous windows looking down on the lake. We rented a boat for 3 days and were able to keep it docked on site. The owner was friendly and accommodating. We would stay here again. "
Huge Dock, Big Water, >200 Mb/s WiFi, Canoe, 3 King, Queen, and Bunks for Kids
Real Log Cabin w/ Trout Pond close to Mcaffee Knob, Dragons tooth, Tinker Cliffs
9.8 out of 10, Exceptional, (20)
"The location was great for privacy and being out in nature without hearing cars - only the sounds of the trout splashing (feeding them was a highlight), and tall trees with fireflies lighting up the forest at night. The cabin was very modern and comfortable, with a full clean kitchen and air conditioning. It was the perfect place to stay while exploring trails along the AT in summertime."
The price is AU$464
includes taxes & fees
29 Sept - 30 Sept
Real Log Cabin w/ Trout Pond close to Mcaffee Knob, Dragons tooth, Tinker Cliffs
1 Special Place - Waterfront home with private dock, lake views, & washer/dryer
9.6 out of 10, Exceptional, (48)
""I recently had the pleasure of staying at this charming vacation rental cabin by the lake, and it was an absolute gem. The cabin itself is not only beautifully designed but also impeccably maintained. The large bedrooms were a pleasant surprise, providing ample space for everyone in our group. One of the highlights of our stay was the two decks, which allowed us to soak in the tranquil surroundings from different vantage points. The boating dock with its picturesque view was a favorite spot...
1 Special Place - Waterfront home with private dock, lake views, & washer/dryer
Prime Downtown Apartment/Free Onsite Parking/Walkable/Well Designed/Art Filled
9.8 out of 10, Exceptional, (89)
"I came for the VEDA Conference and the Hotel Roanoke was booked up. The location was an easy walk to my conference and loved that downtown parking was included! Host offered reasonable rates, good directions of entry and location (its a little hidden). Cool industrial artsy vibes. Tea and coffee was available - nice touch. Great access to shopping, restaurants and the Star/BR Parkway."
Prime Downtown Apartment/Free Onsite Parking/Walkable/Well Designed/Art Filled
Studio with quiet, bucolic, country setting w/hiking trails, pond, and hot tub.
9.4 out of 10, Exceptional, (15)
"This property is super cute. The owners have done a beautiful job blending the old with the new. It has everything you could possibly need or want. They even provided toiletries, snacks and beverages. The location is very serene with a pond and hiking/walking trails. We really enjoyed taking a hike then soaking in the hot tub. The land is well manicured with beautiful flowers and trees. In addition to the studio being really cute, it was also very clean. The hosts were very personable. You kind...
Studio with quiet, bucolic, country setting w/hiking trails, pond, and hot tub.
Stoney Creek: Luxury home with Wifi, 2 kayaks, firepit, screened in porch, large dock
9.4 out of 10, Exceptional, (9)
"After a brief disconect at the check in process we were able to hook up with the rental angecy and get a good set of check in instructons. This was no ones fault as it is all about learning the system. The house was good as it was very nicely decorated and there was plenty of space for everyone. Little things like no grab bars in the showers or a hand rail at the stairway to the lake, kept this property from being great. The problem of 'low water' played into one of our jet skis injesting a...
Stoney Creek: Luxury home with Wifi, 2 kayaks, firepit, screened in porch, large dock
Historic Rooftop Loft Apartment Downtown
10.0 out of 10, Exceptional, (56)
" Dry nice, clean apartment within walking distance of downtown- restaurants and the downtown market. "
The price is AU$307
includes taxes & fees
15 Oct - 16 Oct
Historic Rooftop Loft Apartment Downtown
The River House Close to Everything
10.0 out of 10, Exceptional, (76)
"Great property near the river. Walking distance to Starr brewing and Blue Cow Ice Cream. Great location for hiking in the Roanoke area. Would stay here again!"
The River House Close to Everything
Waterfront home with 3 bedrooms and free parking
9.8 out of 10, Exceptional, (11)
"We thoroughly enjoyed this property.. very private and peaceful nature sounds.. the house was clean and adorable.. we cooked most of our meals and the fully stocked kitchen made it so nice! There was a lot of steps to get to the dock but honestly we loved it.. made for some great exercise while being on vacation. Would definitely book this place again! "
Waterfront home with 3 bedrooms and free parking
Smith Mtn Lake ~Fire pit ~ Game Room ~ Cozy Beds
10.0 out of 10, Exceptional, (1)
"House was located in quiet little area, with lots of trees and wildlife. The house was family friendly, with lots of sleeping space, a pack ‘n play, downstairs activities provided, and a backyard fenced in with some things for the kids to do. Host was easy to get into contact with."
Smith Mtn Lake ~Fire pit ~ Game Room ~ Cozy Beds
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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.
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Other types of properties in Windsor Hills you may be interested in

Private 2 bedroom bungalo
9.8 out of 10, Exceptional, (34)
"The property was gorgeous and all amenities were great! Laura was a fantastic, attentive host. We would love to stay here again in the future."
Private 2 bedroom bungalo
Country Inn & Suites by Radisson, Roanoke, VA
3.0 star property
9.0 out of 10, Wonderful, (1544)
"The staff was very welcoming and friendly. Hotel was exceptionally clean. Breakfast was good."
The price is AU$163
includes taxes & fees
20 Oct - 21 Oct
Country Inn & Suites by Radisson, Roanoke, VA
Comfort Suites Inn at Ridgewood Farm
2.5 star property
8.2 out of 10, Very good, (1003)
"Clean and fast"
The price is AU$113
includes taxes & fees
21 Oct - 22 Oct
Comfort Suites Inn at Ridgewood Farm
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.

Frequently asked questions

Can I find a holiday rental in Windsor Hills?

Yes, there are holiday rentals close to the most popular sights in Windsor Hills, 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 Windsor Hills has to offer?

Private 2 bedroom bungalo: This highly rated holiday home rental in Windsor Hills is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and a selection of books so that you can immerse yourself in your holiday.

What’s there to see and do in Windsor Hills?

Explore the area and family-friendly sights such as Mill Mountain Zoo, or get out into nature at a spot like River's Edge Sports Complex. Tanglewood Mall and Salem Civic Center are a couple of places you'll find in the wider area.

What’s a holiday rental in Windsor Hills like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor Hills. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family gatherings.