Windsor Hills Vacation Rentals

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Check prices for these dates

Tonight
Jul 21 - Jul 22
Tomorrow
Jul 22 - Jul 23
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Vacation Rentals in Windsor Hills

The West End Flats
Front of property

The West End Flats

4.5 star property
9.6 out of 10, Exceptional, (41)
"Amazing room! "
$118 nightly
The price is $134
Jul 23 - Jul 24
Total includes taxes and fees
The West End Flats
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Exterior detail

Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

10.0 out of 10, Exceptional, (61)
"House was very cute and cozy and was stocked with everything you could need. "
$246 nightly
The price is $276
Aug 3 - Aug 4
Total includes taxes and fees
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Rare find.Guest Fav.close to Berg Center, hiking sleeps 5
Property grounds

Rare find.Guest Fav.close to Berg Center, hiking sleeps 5

9.2 out of 10, Wonderful, (10)
"We really enjoyed our stay at Missy's home. It was a great base for events in Roanoke and for hiking and biking in the area, with very easy access to the Blue Ridge Parkway. A very quiet and peaceful environment in a lovely and comfortable home."
$260 nightly
The price is $292
Jul 27 - Jul 28
Total includes taxes and fees
Rare find.Guest Fav.close to Berg Center, hiking sleeps 5
Splendid dog friendly home with shared pool, kayaks & free WIFI
Exterior detail

Splendid dog friendly home with shared pool, kayaks & free WIFI

2.0 star property
8.4 out of 10, Very Good, (6)
"My family and I had a wonderful stay. The scenery was gorgeous and the amenities were great! Would highly recommend!!"
Splendid dog friendly home with shared pool, kayaks & free WIFI
Luxe comfort two-story home with Game Room and Firepit on private cul-desac
Exterior

Luxe comfort two-story home with Game Room and Firepit on private cul-desac

10.0 out of 10, Exceptional, (2)
"We needed a home to stay in the evening as my sister has a home but it was full with so many family members. Some of us rented this home and would go in the evenings to sleep. The home was very nice, clean and very well stocked. We enjoyed out stay. "
$492 nightly
The price is $553
Jul 22 - Jul 23
Total includes taxes and fees
Luxe comfort two-story home with Game Room and Firepit on private cul-desac
Spacious 5-bed house in charming Roanoke with AC, WiFi
Terrace/patio

Spacious 5-bed house in charming Roanoke with AC, WiFi

Spacious 5-bed house in charming Roanoke with AC, WiFi
Downtown Roanoke
Living area

Downtown Roanoke

9.0 out of 10, Wonderful, (21)
"it was comfortable well equippedwould suggest additonal seating in living room"
Downtown Roanoke
Entire home with privacy close to hiking trails sleeps8
Exterior

Entire home with privacy close to hiking trails sleeps8

2.0 star property
$364 nightly
The price is $409
Jul 22 - Jul 23
Total includes taxes and fees
Entire home with privacy close to hiking trails sleeps8
2-bed house in enchanting Roanoke with hiking trails fire pit
Exterior

2-bed house in enchanting Roanoke with hiking trails fire pit

8.0 out of 10, Very Good, (5)
"We loved staying here after a long drive from Nashville. Traffic got us in late so we didnt get to enjoy all the amenities. Will definitely come back here with our family. "
$301 nightly
The price is $341
Jul 22 - Jul 23
Total includes taxes and fees
2-bed house in enchanting Roanoke with hiking trails fire pit
Family Lakefront Oasis - Dock, Cabana, Game Room
Fridge, microwave, oven, stovetop

Family Lakefront Oasis - Dock, Cabana, Game Room

9.0 out of 10, Wonderful, (8)
"Fun for the whole family since game room was downstairs"
$694 nightly
The price is $780
Aug 20 - Aug 21
Total includes taxes and fees
Family Lakefront Oasis - Dock, Cabana, Game Room
Cute and Charming 2-bedroom home • Self check-in • close to DownTown
Fridge, microwave, oven, stovetop

Cute and Charming 2-bedroom home • Self check-in • close to DownTown

7.2 out of 10, Good, (14)
"Appreciated the property and proximity to downtown. Neighborhood at first may appear rough, but it is quiet."
Cute and Charming 2-bedroom home • Self check-in • close to DownTown
Deluxe Double Room with Two Double Beds - Non-Smoking
Exterior

Deluxe Double Room with Two Double Beds - Non-Smoking

2.0 out of 10, (2)
"If I could give this place a 0, I would. Not as advertised!! "
$85 nightly
The price is $95
Jul 22 - Jul 23
Total includes taxes and fees
Deluxe Double Room with Two Double Beds - Non-Smoking
Waterfront dog-friendly home with private dock, paddleboards, kayaks, WiFi, AC
Outdoor dining

Waterfront dog-friendly home with private dock, paddleboards, kayaks, WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (9)
"Great family gathering place!"
Waterfront dog-friendly home with private dock, paddleboards, kayaks, WiFi, AC
Serene Country Cabin On A 150 Acre Farm/Vineyard
Exterior

Serene Country Cabin On A 150 Acre Farm/Vineyard

10.0 out of 10, Exceptional, (136)
"We love staying here. The cabin is exceptionally clean which is very important to us. The location is excellent with easy access to Roanoke, Bedford, and the Blue Ridge Parkway. The cabin is well stocked, so that when guests arrive they are free with much of what they need for their stay."
Serene Country Cabin On A 150 Acre Farm/Vineyard
Experience lake life at our lakeside retreat near Smith Mountain Lake VA
Exterior

Experience lake life at our lakeside retreat near Smith Mountain Lake VA

8.0 out of 10, Very Good, (2)
"We enjoyed our two night stay to celebrate my husbands 60th birthday. The house was spacious and laid out nicely to accomodate our family. The grandchildren really enjoyed playing ping pong and catching small fish off the dock."
$1,132 nightly
The price is $1,272
Jul 22 - Jul 23
Total includes taxes and fees
Experience lake life at our lakeside retreat near Smith Mountain Lake VA
Relax at Dock Holiday on Smith Mountain Lake
Private kitchen

Relax at Dock Holiday on Smith Mountain Lake

9.0 out of 10, Wonderful, (9)
"My family plans to rent this home again. Beautiful views from the dining room and living room. Amazing terrace and balcony area. I can’t say enough about how amazing this home is and how comfortable it makes its guests feel. Kudos to the owners!"
Relax at Dock Holiday on Smith Mountain Lake
Cottage, Axe Throwing, Fire Pit, Creek, Close to AT and TC. Fenced yard
Interior

Cottage, Axe Throwing, Fire Pit, Creek, Close to AT and TC. Fenced yard

2.0 star property
9.8 out of 10, Exceptional, (17)
"It was a great base camp for some mountain biking and hiking in the area. Loved the coffee bar. "
$299 nightly
The price is $330
Jul 23 - Jul 24
Total includes taxes and fees
Cottage, Axe Throwing, Fire Pit, Creek, Close to AT and TC. Fenced yard
Lake Great Escape on Smith Mountain Lake
Exterior

Lake Great Escape on Smith Mountain Lake

9.4 out of 10, Exceptional, (3)
"Great house and beautiful location!"
Lake Great Escape on Smith Mountain Lake
Private pool and hot tub, paddleboard, ping pong
Outdoor dining

Private pool and hot tub, paddleboard, ping pong

8.0 out of 10, Very Good, (2)
"The house was beautiful with an amazing view. Spent a long of time on the dock swimming in the clean, clear lake and sitting by the pool. Would definitely come back!"
Private pool and hot tub, paddleboard, ping pong
Dog & family friendly, SML VA, quiet cove, kayaks, swimming pool
Outdoor dining

Dog & family friendly, SML VA, quiet cove, kayaks, swimming pool

10.0 out of 10, Exceptional, (4)
"Beautiful property"
Dog & family friendly, SML VA, quiet cove, kayaks, swimming pool
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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Top Windsor Hills Hotel Reviews

Avid Hotels Salem by IHG

Avid Hotels Salem by IHG

10/10 Excellent
"Super clean"
Peter 1-night trip
Posted 1 day ago
Avid Hotels Salem by IHG

Frequently asked questions

Can I find a vacation rental in Windsor Hills?

Yes, we have vacation rentals close to the most popular attractions in Windsor Hills, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Windsor Hills?

Spacious 5-bed house in charming Roanoke with AC, WiFi: This vacation home rental outside of Windsor Hills has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Virginia's Explore Park. Tanglewood Mall and Salem Civic Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Windsor Hills like?

Vacation rentals are private properties you can book for a long or short time in Windsor Hills. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family getaway.