Holiday rentals near Windy Hill Sports
We found 585 holiday rentals — enter your dates for availability
If you'd like to stay close to Windy Hill Sports, take a look at holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, including Wi-Fi and parking. At the end of the day, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Windy Hill Sports
Showing deals for:14 Nov - 21 Nov
Image gallery for Luxurious 1-bedroom riverfront Cottage with AC and WiFi in charming Midlothian.
1010 out of 10 rating
Exceptional
(5 reviews)
Luxurious 1-bedroom riverfront Cottage with AC and WiFi in charming Midlothian.
Midlothian, VA
8% off
Price is NZ$7,047
NZ$7,047
NZ$1,007 per night
includes taxes & fees
Image gallery for Castlewood Estate country retreat
1010 out of 10 rating
Exceptional
(9 reviews)
Castlewood Estate country retreat
Glen Allen, VA
5% off
Price is NZ$9,046
NZ$9,046
NZ$1,292 per night
includes taxes & fees
Image gallery for Steel Magnolias Cozy Main Home in Amelia County
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Steel Magnolias Cozy Main Home in Amelia County
Amelia Court House, VA
8% off
Price is NZ$2,011
NZ$2,011
NZ$287 per night
includes taxes & fees
Image gallery for EXPERIENCES, connection, nature & luxury await you on 50 acres!
1010 out of 10 rating
Exceptional
(6 reviews)
EXPERIENCES, connection, nature & luxury await you on 50 acres!
Powhatan, VA
8% off
Price is NZ$16,068
NZ$16,068
NZ$2,295 per night
includes taxes & fees
Image gallery for Charming Cul-de-sac Retreat | Double Master + Garage + Home Office
9.69.6 out of 10 rating
Exceptional
(27 reviews)
Charming Cul-de-sac Retreat | Double Master + Garage + Home Office
Chesterfield, VA
7% off
Price is NZ$5,583
NZ$5,583
NZ$798 per night
includes taxes & fees
Image gallery for Beautiful and Spacious home w/Outdoor Kitchen
1010 out of 10 rating
Exceptional
(32 reviews)
Beautiful and Spacious home w/Outdoor Kitchen
Midlothian, VA
7% off
Price is NZ$6,031
NZ$6,031
NZ$862 per night
includes taxes & fees
Image gallery for Grand Retreat with VMFA Views + Large Groups
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Grand Retreat with VMFA Views + Large Groups
Richmond, VA
7% off
Price is NZ$13,731
NZ$13,731
NZ$1,962 per night
includes taxes & fees
Image gallery for Upscale Country Cottage on 22 acres and a Pond
1010 out of 10 rating
Exceptional
(33 reviews)
Upscale Country Cottage on 22 acres and a Pond
Powhatan, VA
8% off
Price is NZ$5,142
NZ$5,142
NZ$735 per night
includes taxes & fees
Image gallery for Charming wooded home away from home
1010 out of 10 rating
Exceptional
(13 reviews)
Charming wooded home away from home
Crozier, VA
12% off
Price is NZ$2,821
NZ$2,821
NZ$403 per night
includes taxes & fees
Image gallery for ~THE RETREAT~
9.89.8 out of 10 rating
Exceptional
(22 reviews)
~THE RETREAT~
Glen Allen, VA
8% off
Price is NZ$31,781
NZ$31,781
NZ$4,540 per night
includes taxes & fees
Image gallery for Cozy Barndominium Guest Home
1010 out of 10 rating
Exceptional
(11 reviews)
Cozy Barndominium Guest Home
Amelia Court House, VA
20% off
Price is NZ$1,532
NZ$1,532
NZ$219 per night
includes taxes & fees
Image gallery for Stylish retreat in charming Richmond with Private Sauna and other modern touches
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Stylish retreat in charming Richmond with Private Sauna and other modern touches
Richmond, VA
7% off
Price is NZ$9,880
NZ$9,880
NZ$1,411 per night
includes taxes & fees
Image gallery for In the Village Of Powhatan- walking distance to owners restaurant
1010 out of 10 rating
Exceptional
(42 reviews)
In the Village Of Powhatan- walking distance to owners restaurant
Powhatan, VA
16% off
Price is NZ$3,360
NZ$3,360
NZ$480 per night
includes taxes & fees
Image gallery for Gorgeous Home with Office, Bonus Room & Large Deck
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Gorgeous Home with Office, Bonus Room & Large Deck
Richmond, VA
5% off
Price is NZ$4,035
NZ$4,035
NZ$576 per night
includes taxes & fees
Image gallery for Cozy modern cabin in the woods
1010 out of 10 rating
Exceptional
(7 reviews)
Cozy modern cabin in the woods
Crozier, VA
8% off
Price is NZ$1,710
NZ$1,710
NZ$244 per night
includes taxes & fees
Image gallery for Prime location! Minutes to RVA downtown, UVA, and top hospitals. Act now!
1010 out of 10 rating
Exceptional
(12 reviews)
Prime location! Minutes to RVA downtown, UVA, and top hospitals. Act now!
Richmond, VA
11% off
Price is NZ$2,697
NZ$2,697
NZ$385 per night
includes taxes & fees
Image gallery for The Fan:Short term all Sept '25 and long-term March '26-'27. Short stays 5+ days
9.89.8 out of 10 rating
Exceptional
(12 reviews)
The Fan:Short term all Sept '25 and long-term March '26-'27. Short stays 5+ days
Richmond, VA
13% off
Price is NZ$4,190
NZ$4,190
NZ$599 per night
includes taxes & fees
Image gallery for Perfect Holiday Retreat Steps from Downtown RVA
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Perfect Holiday Retreat Steps from Downtown RVA
Richmond, VA
7% off
Price is NZ$5,170
NZ$5,170
NZ$739 per night
includes taxes & fees
Image gallery for VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck
1010 out of 10 rating
Exceptional
(119 reviews)
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck
Richmond, VA
7% off
Price is NZ$3,642
NZ$3,642
NZ$520 per night
includes taxes & fees
Image gallery for Downtown, 2 Parking spaces, Historic Beauty
1010 out of 10 rating
Exceptional
(7 reviews)
Downtown, 2 Parking spaces, Historic Beauty
Richmond, VA
7% off
Price is NZ$6,264
NZ$6,264
NZ$895 per night
includes taxes & fees
Image gallery for City Life Richmond, Escape and Relax, Free Parking
9.89.8 out of 10 rating
Exceptional
(31 reviews)
City Life Richmond, Escape and Relax, Free Parking
Richmond, VA
7% off
Price is NZ$10,576
NZ$10,576
NZ$1,511 per night
includes taxes & fees
Image gallery for 3-Bed Grace Street Getaway in Museum District
1010 out of 10 rating
Exceptional
(15 reviews)
3-Bed Grace Street Getaway in Museum District
Richmond, VA
7% off
Price is NZ$6,521
NZ$6,521
NZ$932 per night
includes taxes & fees
Image gallery for Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF
Richmond, VA
8% off
Price is NZ$5,688
NZ$5,688
NZ$813 per night
includes taxes & fees
Image gallery for Westhampton Guest House
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Westhampton Guest House
Richmond, VA
7% off
Price is NZ$2,384
NZ$2,384
NZ$341 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Windy Hill Sports
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
In the Village Of Powhatan- walking distance to owners restaurant
Sleeps 9 · 5 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
“WaterView” The Manor house, waterfront property with stunning views
Sleeps 12 · 6 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
2 Water Front homes w/Pool-Enjoy Resort style!
Sleeps 20 · 8 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Luxurious riverfront Manor with 6 bedrooms and WiFi, AC in fabulous Midlothian
Sleeps 12 · 6 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
4-bedroom house in charming Midlothian 20 min to Richmond and Petersburg.
Sleeps 10 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value