Windsor Hills Vacation Rentals

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In two weeks
Sep 19 - Sep 21
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Oct 31 - Nov 2
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Nov 28 - Nov 30
In four months
Dec 26 - Dec 28

Vacation Rentals in Windsor Hills

The West End Flats
Front of property

The West End Flats

4.5 star property
9.8 out of 10, Exceptional, (49)
"The size of the unit is great. Everything worked properly. It is a great location, close to downtown, there is even a brewery on property."
$115 nightly
The price is $131
Sep 8 - Sep 9
Total with taxes and fees
The West End Flats
Family Friendly 2-Bed Home, Pet Friendly
Exterior

Family Friendly 2-Bed Home, Pet Friendly

9.0 out of 10, Wonderful, (4)
"Owner was easy to get ahold of. Great location. Would rent here again."
Family Friendly 2-Bed Home, Pet Friendly
PERFECT GETAWAY IN DOWNTOWN WITH LUXURIOUS BATH
Fridge, microwave, oven, stovetop

PERFECT GETAWAY IN DOWNTOWN WITH LUXURIOUS BATH

9.4 out of 10, Exceptional, (26)
"Great stay"
PERFECT GETAWAY IN DOWNTOWN WITH LUXURIOUS BATH
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
8.6 out of 10, Excellent, (8)
"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
SLEEPS 4+ HOT TUB.ROANOKE RIVER BIKE TRAILS PET FRIENDLY
Exterior

SLEEPS 4+ HOT TUB.ROANOKE RIVER BIKE TRAILS PET FRIENDLY

8.4 out of 10, Very Good, (7)
"Our host, Missy saw how many people were staying with us, and upgraded us to her larger property with a second bathroom at no extra cost. She was such a thoughtful host and we had a great stay! My kids loved the park across the street!"
$273 nightly
The price is $309
Sep 7 - Sep 8
Total with taxes and fees
SLEEPS 4+ HOT TUB.ROANOKE RIVER BIKE TRAILS PET FRIENDLY
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"
$550 nightly
The price is $618
Sep 30 - Oct 1
Total with taxes and fees
Family Lakefront Oasis - Dock, Cabana, Game Room
The River House Close to Everything
Property grounds

The River House Close to Everything

9.8 out of 10, Exceptional, (88)
"Visiting Roanoke ahead of a future move"
The River House Close to Everything
PET FRIENDLY-WEEKLY DISCOUNTS-ROANOKE RIVER AND BIKE TRAILS
Fridge, microwave, oven, stovetop

PET FRIENDLY-WEEKLY DISCOUNTS-ROANOKE RIVER AND BIKE TRAILS

9.2 out of 10, Wonderful, (10)
"Missy was nice and easy to communicate with but the house seemed like people currently lived in it. There were clothes in the closest and opened food in the refrigerator. It seemed clean but there was trash/take out containers under some of the furniture."
$258 nightly
The price is $290
Sep 7 - Sep 8
Total with taxes and fees
PET FRIENDLY-WEEKLY DISCOUNTS-ROANOKE RIVER AND BIKE TRAILS
Country Cabin with Creek Frontage, High Speed Internet, and Electric Car Charger
Fridge, microwave, oven, dishwasher

Country Cabin with Creek Frontage, High Speed Internet, and Electric Car Charger

10.0 out of 10, Exceptional, (116)
"My family really enjoyed staying at your property. The creek is so beautiful and peaceful. The town is so quiet and friendly! Thank You for having us!!!"
Country Cabin with Creek Frontage, High Speed Internet, and Electric Car Charger
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, (138)
"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
Comfortable Cottage in the Blue Ridge Mountains
Property grounds

Comfortable Cottage in the Blue Ridge Mountains

9.6 out of 10, Exceptional, (20)
"Beautiful location. Clean. "
Comfortable Cottage in the Blue Ridge Mountains
Spacious 5-bed house in charming Roanoke with AC, WiFi this home can sleep 8-10
Terrace/patio

Spacious 5-bed house in charming Roanoke with AC, WiFi this home can sleep 8-10

$538 nightly
The price is $610
Sep 7 - Sep 8
Total with taxes and fees
Spacious 5-bed house in charming Roanoke with AC, WiFi this home can sleep 8-10
Downtown Roanoke
Living area

Downtown Roanoke

9.0 out of 10, Wonderful, (22)
"The host was very communicative. The home was clean and everything was exactly as advertised. We are grateful for the lovely home that allowed us to bring our dog to a family wedding. "
Downtown Roanoke
Lakefront, Private Dock, &Hot Tub
Exterior

Lakefront, Private Dock, &Hot Tub

9.8 out of 10, Exceptional, (7)
Lakefront, Private Dock, &Hot Tub
Mountain Creek Lodge located within 20 minutes of Virginia Tech
Property grounds

Mountain Creek Lodge located within 20 minutes of Virginia Tech

9.6 out of 10, Exceptional, (25)
"Wonderful will stay again"
$363 nightly
The price is $393
Sep 8 - Sep 9
Total with taxes and fees
Mountain Creek Lodge located within 20 minutes of Virginia Tech
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, (4)
"The property was great! A ton of room for our family and was very clean and easy to use."
Luxe comfort two-story home with Game Room and Firepit on private cul-desac
Studio with quiet, bucolic, country setting w/hiking trails, pond, and hot tub.
1 bedroom, WiFi, bed sheets

Studio with quiet, bucolic, country setting w/hiking trails, pond, and hot tub.

9.8 out of 10, Exceptional, (34)
"What a beautiful and welcoming stay! We loved all the amenities, especially the breathtaking views, birdsong and hot tub. Thanks for a lovely and relaxing weekend!"
$159 nightly
The price is $175
Sep 9 - Sep 10
Total with taxes and fees
Studio with quiet, bucolic, country setting w/hiking trails, pond, and hot tub.
Twin Falls Getaway
Fridge, microwave, oven, stovetop

Twin Falls Getaway

4.0 star property
10.0 out of 10, Exceptional, (9)
"The place is very nice, beds are comfortable and the shower in the master is to die for! We only stayed over night, but I’d stay there over and over again."
$211 nightly
The price is $233
Sep 8 - Sep 9
Total with taxes and fees
Twin Falls Getaway
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, (65)
"Great place "
$256 nightly
The price is $288
Sep 16 - Sep 17
Total with taxes and fees
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit
Eagles Rest~Cozy, Updated, Charming 3 BR cabin!
Dining

Eagles Rest~Cozy, Updated, Charming 3 BR cabin!

10.0 out of 10, Exceptional, (2)
"Stayed here with family while traveling and we were all very pleased. We value cleanliness in our rentals and this place didn’t disappoint. The home was clean and stocked with many essentials. The host was friendly and quick with responses. Highly recommend to anyone staying in the area or just passing through! "
Eagles Rest~Cozy, Updated, Charming 3 BR cabin!
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

The Liberty Trust

The Liberty Trust

10/10 Excellent
"Absolutely loved it!!! will be back!!!!!!"
Sarah 1-night trip
Posted 5 days ago
The Liberty Trust
Days Inn by Wyndham Roanoke/Hollins Near I-81

Days Inn by Wyndham Roanoke/Hollins Near I-81

10/10 Excellent
"Quit"
Philip 2-night trip
Posted 2 weeks ago
Days Inn by Wyndham Roanoke/Hollins Near I-81

Find out more about Windsor Hills

Find out more about Windsor Hills

Everything you need to know about Windsor Hills vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor Hills vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor Hills vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor Hills vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor Hills. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor Hills in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $131 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor Hills rentals

At Expedia, we put the best Windsor Hills vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor Hills rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor Hills vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor Hills. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Family Friendly 2-Bed Home, Pet Friendly: This vacation home rental outside of Windsor Hills offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Carvins Cove. 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.