
Holiday rentals near Play On! Theater
We found 508 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near Play On! Theater that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Play On! Theater
Showing deals for:8 Aug - 15 Aug
Image gallery for Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries

1010 out of 10 rating
Exceptional
(23 reviews)
Fairwood Cottage-Exceptional 1BR Cottage Minutes From Charlottesville & Wineries
Charlottesville, VA
19% off
Price is NZ$2,571
NZ$2,571
NZ$367 per night
includes taxes & fees
Image gallery for Total Privacy - H’Owl at the Moon Farm & Cabin

1010 out of 10 rating
Exceptional
(167 reviews)
Total Privacy - H’Owl at the Moon Farm & Cabin
Schuyler, VA
8% off
Price is NZ$4,531
NZ$4,531
NZ$647 per night
includes taxes & fees
Image gallery for 5 min to Downtown C'ville, 3b/2b Comfortable!

1010 out of 10 rating
Exceptional
(16 reviews)
5 min to Downtown C'ville, 3b/2b Comfortable!
Charlottesville, VA
8% off
Price is NZ$4,426
NZ$4,426
NZ$632 per night
includes taxes & fees
Image gallery for Visit Monticello, Wineries, UVA & More

8.88.8 out of 10 rating
Excellent
(5 reviews)
Visit Monticello, Wineries, UVA & More
Zion Crossroads, VA
22% off
Price is NZ$4,618
NZ$4,618
NZ$660 per night
includes taxes & fees
Image gallery for Penthouse Apartment Overlooking Downtown Mall

1010 out of 10 rating
Exceptional
(33 reviews)
Penthouse Apartment Overlooking Downtown Mall
Charlottesville, VA
11% off
Price is NZ$6,429
NZ$6,429
NZ$918 per night
includes taxes & fees
Image gallery for The Recycled House - Walk Downtown

1010 out of 10 rating
Exceptional
(160 reviews)
The Recycled House - Walk Downtown
Charlottesville, VA
24% off
Price is NZ$3,292
NZ$3,292
NZ$470 per night
includes taxes & fees
Image gallery for Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!

1010 out of 10 rating
Exceptional
(21 reviews)
Newly-renovated 5BR home near UVA, Downtown, i64. Weddings/bachelorette parties!
Charlottesville, VA
18% off
Price is NZ$6,811
NZ$6,811
NZ$973 per night
includes taxes & fees
Image gallery for Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall

8.68.6 out of 10 rating
Excellent
(24 reviews)
Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall
Charlottesville, VA
12% off
Price is NZ$1,848
NZ$1,848
NZ$264 per night
includes taxes & fees
Image gallery for Mountain Mama- Amazing Views! + Hot Tub!

1010 out of 10 rating
Exceptional
(22 reviews)
Mountain Mama- Amazing Views! + Hot Tub!
Afton, VA
8% off
Price is NZ$7,612
NZ$7,612
NZ$1,087 per night
includes taxes & fees
Image gallery for Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds

1010 out of 10 rating
Exceptional
(53 reviews)
Bright, Spacious Home Perfect for Groups and Families: 4BR, 5 Beds
Charlottesville, VA
21% off
Price is NZ$5,906
NZ$5,906
NZ$844 per night
includes taxes & fees
Image gallery for Luxury Stay on Flower Farm by Wineries Near Charlottesville-Pet-Friendly

1010 out of 10 rating
Exceptional
(19 reviews)
Luxury Stay on Flower Farm by Wineries Near Charlottesville-Pet-Friendly
Somerset, VA
13% off
Price is NZ$4,580
NZ$4,580
NZ$654 per night
includes taxes & fees
Image gallery for Beautiful, Relaxing Getaway for Family and Friends

1010 out of 10 rating
Exceptional
(57 reviews)
Beautiful, Relaxing Getaway for Family and Friends
Charlottesville, VA
8% off
Price is NZ$10,505
NZ$10,505
NZ$1,501 per night
includes taxes & fees
Image gallery for The Cottage at Still Pond Farm - Horse Farm Stay near the Blue Ridge Mountains

1010 out of 10 rating
Exceptional
(87 reviews)
The Cottage at Still Pond Farm - Horse Farm Stay near the Blue Ridge Mountains
Stanardsville, VA
8% off
Price is NZ$4,618
NZ$4,618
NZ$660 per night
includes taxes & fees
Image gallery for “The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

1010 out of 10 rating
Exceptional
(31 reviews)
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Gordonsville, VA
8% off
Price is NZ$3,231
NZ$3,231
NZ$462 per night
includes taxes & fees
Image gallery for Piedmont Place 301| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

9.89.8 out of 10 rating
Exceptional
(22 reviews)
Piedmont Place 301| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly
Crozet, Virginia
7% off
Price is NZ$3,377
NZ$3,377
NZ$482 per night
includes taxes & fees
Image gallery for Cozy 2 bedroom on Main St in Gordonsville

1010 out of 10 rating
Exceptional
(14 reviews)
Cozy 2 bedroom on Main St in Gordonsville
Gordonsville, VA
8% off
Price is NZ$2,798
NZ$2,798
NZ$400 per night
includes taxes & fees
Image gallery for Charlottesville Retreat for Family & Friends

1010 out of 10 rating
Exceptional
(94 reviews)
Charlottesville Retreat for Family & Friends
Charlottesville, VA
16% off
Price is NZ$8,638
NZ$8,638
NZ$1,234 per night
includes taxes & fees
Image gallery for Historic, Quaint Bungalow #157 Pool & Spa

9.69.6 out of 10 rating
Exceptional
(41 reviews)
Historic, Quaint Bungalow #157 Pool & Spa
Gordonsville, VA
8% off
Price is NZ$1,855
NZ$1,855
NZ$265 per night
includes taxes & fees
Image gallery for Azalea Cottage - adorable cottage within one mile of the University of Virginia

1010 out of 10 rating
Exceptional
(130 reviews)
Azalea Cottage - adorable cottage within one mile of the University of Virginia
Charlottesville, VA
11% off
Price is NZ$3,308
NZ$3,308
NZ$473 per night
includes taxes & fees
Image gallery for 18th Century Charming Bungalow #127 Pool & Spa.

9.89.8 out of 10 rating
Exceptional
(43 reviews)
18th Century Charming Bungalow #127 Pool & Spa.
Gordonsville, VA
8% off
Price is NZ$1,855
NZ$1,855
NZ$265 per night
includes taxes & fees
Image gallery for Belmont Carriage House

9.29.2 out of 10 rating
Wonderful
(17 reviews)
Belmont Carriage House
Charlottesville, VA
19% off
Price is NZ$4,451
NZ$4,451
NZ$636 per night
includes taxes & fees
Image gallery for 106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries

1010 out of 10 rating
Exceptional
(41 reviews)
106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
Scottsville, VA
10% off
Price is NZ$2,648
NZ$2,648
NZ$378 per night
includes taxes & fees
Image gallery for Visit Monticello, Wineries, UVA: Room for a Crowd

8.88.8 out of 10 rating
Excellent
(13 reviews)
Visit Monticello, Wineries, UVA: Room for a Crowd
Zion Crossroads, VA
22% off
Price is NZ$5,953
NZ$5,953
NZ$850 per night
includes taxes & fees
Image gallery for Loveshack, a charming tiny house on a 5 acre farm

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Loveshack, a charming tiny house on a 5 acre farm
Charlottesville, VA
8% off
Price is NZ$2,854
NZ$2,854
NZ$408 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Play On! Theater
Charming 2-bedroom Downtown Retreat in Charlottesville with parking & wifi
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The Recycled House - Walk Downtown
Sleeps 6 · 1 bedroom · 1+ bathroom
1010 out of 10
Exceptionalexceptional
160 reviews(160 reviews)
Ivy Rose Cottage nestled b/t Cville & Vineyards
Sleeps 5 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Ivy Retreat | Heated Saltwater Pool & Hot Tub
Sleeps 18 · 5 bedrooms · 6+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
93 reviews(93 reviews)
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Sleeps 11 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
239 reviews(239 reviews)
The White Elephant Inn Getaway w/ Pool & Hot Tub!
Sleeps 12 · 5 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
- 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