Holiday Rentals in Windsor Hills

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Holiday Rentals in Windsor Hills

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."
The price is €102
includes taxes & fees
1 Sept - 2 Sept
The West End Flats

Family Friendly 2-Bed Home, Pet Friendly

10.0 out of 10, Exceptional, (1)
"The accommodations were excellent. They did not miss a beat. Toilettes, laundry, fully stocked kitchen. The neighborhood was great. A short walk to downtown. Plenty of parking. We enjoyed evenings on the balcony and playing games in the living room. Would absolutely come back."
Family Friendly 2-Bed Home, Pet Friendly

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

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

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!

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

The price is €539
includes taxes & fees
12 Sept - 13 Sept
Spacious 5-bed house in charming Roanoke with AC, WiFi this home can sleep 8-10

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

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."
The price is €257
includes taxes & fees
2 Sept - 3 Sept
PET FRIENDLY-WEEKLY DISCOUNTS-ROANOKE RIVER AND BIKE TRAILS

Private pool and hot tub, paddleboard, ping pong

8.0 out of 10, Very good, (6)
Private pool and hot tub, paddleboard, ping pong

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

9.8 out of 10, Exceptional, (32)
"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!"
The price is €154
includes taxes & fees
8 Sept - 9 Sept
Studio with quiet, bucolic, country setting w/hiking trails, pond, and hot tub.

Serene Country Cabin On A 150 Acre Farm/Vineyard

10.0 out of 10, Exceptional, (137)
"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

Downtown Roanoke

9.0 out of 10, Wonderful, (22)
"Thank you for hosting our family!"
Downtown Roanoke

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!"
The price is €269
includes taxes & fees
31 Aug - 1 Sept
SLEEPS 4+ HOT TUB.ROANOKE RIVER BIKE TRAILS PET FRIENDLY

Family Lakefront Oasis - Dock, Cabana, Game Room

9.0 out of 10, Wonderful, (8)
"Fun for the whole family since game room was downstairs"
Family Lakefront Oasis - Dock, Cabana, Game Room

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

10.0 out of 10, Exceptional, (65)
"We thoroughly enjoyed our time spent at this lovely property."
The price is €253
includes taxes & fees
4 Sept - 5 Sept
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

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

10.0 out of 10, Exceptional, (115)
"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

The River House Close to Everything

9.8 out of 10, Exceptional, (87)
"Visiting Roanoke ahead of a future move"
The River House Close to Everything

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

2.0 star property
9.8 out of 10, Exceptional, (18)
"It was a great base camp for some mountain biking and hiking in the area. Loved the coffee bar. "
The price is €292
includes taxes & fees
3 Sept - 4 Sept
Cottage, Axe Throwing, Fire Pit, Creek, Close to AT and TC. Fenced yard

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!! "
The price is €86
includes taxes & fees
12 Sept - 13 Sept
Deluxe Double Room with Two Double Beds - Non-Smoking

Lakefront, Private Dock, &Hot Tub

9.8 out of 10, Exceptional, (7)
Lakefront, Private Dock, &Hot Tub
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

Find out more about Windsor Hills

Find out more about Windsor Hills

Everything you need to know about Windsor Hills holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor Hills holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windsor Hills holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor Hills holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor Hills holiday rentals we have selected for you start as low as €86 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor Hills rentals

At Expedia, we put the best Windsor Hills holiday 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 holiday.

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. 

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?

Splendid dog friendly home with shared pool, kayaks & free WIFI: This holiday home rental outside of Windsor Hills is located on a lake, and has a balcony, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 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.