Search Holiday Rentals in Windsor Hills

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top Holiday Rentals in Windsor Hills

The West End Flats

4.5 star property
9.6 out of 10, Exceptional, (42)
"Amazing room! "
The price is £76
includes taxes & fees
31 Jul - 1 Aug
The West End Flats

Private pool and hot tub, paddleboard, ping pong

8.0 out of 10, Very good, (3)
"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

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

10.0 out of 10, Exceptional, (63)
"It was beautiful and clean and peaceful"
The price is £211
includes taxes & fees
10 Aug - 11 Aug
Reagan’s Retreat~ Farmhouse Cottage on 45 acres~Hot Tub, Fire Pit

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

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

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. "
The price is £501
includes taxes & fees
31 Jul - 1 Aug
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)
"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."
The price is £224
includes taxes & fees
3 Aug - 4 Aug
PET FRIENDLY-WEEKLY DISCOUNTS-ROANOKE RIVER AND BIKE TRAILS

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

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

8.0 out of 10, Very good, (6)
"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. "
The price is £220
includes taxes & fees
31 Jul - 1 Aug
SLEEPS 4+ HOT TUB.ROANOKE RIVER BIKE TRAILS PET FRIENDLY

Downtown Roanoke

9.0 out of 10, Wonderful, (22)
"it was comfortable well equippedwould suggest additonal seating in living room"
Downtown Roanoke

Lakefront on quiet cove, stylishly updated with modern amenities, 3 decks, Blackstone, kayak

10.0 out of 10, Exceptional, (1)
Lakefront on quiet cove, stylishly updated with modern amenities, 3 decks, Blackstone, kayak

GUEST FAVORITE! ROANOKE RIVER&BIKE TRAILS. PET FRIENDLY WEEKLY DISCOUNTS HOT TUB

2.0 star property
The price is £278
includes taxes & fees
31 Jul - 1 Aug
GUEST FAVORITE! ROANOKE RIVER&BIKE TRAILS. PET FRIENDLY WEEKLY DISCOUNTS HOT TUB

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

Family Lakefront Oasis - Dock, Cabana, Game Room

9.0 out of 10, Wonderful, (8)
"Fun for the whole family since game room was downstairs"
The price is £556
includes taxes & fees
19 Aug - 20 Aug
Family Lakefront Oasis - Dock, Cabana, Game Room

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 £74
includes taxes & fees
31 Jul - 1 Aug
Deluxe Double Room with Two Double Beds - Non-Smoking

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

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

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."
The price is £967
includes taxes & fees
27 Aug - 28 Aug
Experience lake life at our lakeside retreat near Smith Mountain Lake VA

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. "
The price is £254
includes taxes & fees
3 Aug - 4 Aug
Cottage, Axe Throwing, Fire Pit, Creek, Close to AT and TC. Fenced yard

Lake Great Escape on Smith Mountain Lake

9.6 out of 10, Exceptional, (5)
Lake Great Escape on Smith Mountain Lake

PERFECT GETAWAY IN DOWNTOWN WITH LUXURIOUS BATH

9.4 out of 10, Exceptional, (25)
"Great stay"
The price is £173
includes taxes & fees
6 Aug - 7 Aug
PERFECT GETAWAY IN DOWNTOWN WITH LUXURIOUS BATH
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hills Hotel Reviews

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?

Spacious 5-bed house in charming Roanoke with AC, WiFi: This holiday 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 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.