Holiday rentals near Bowlero Charlottesville

We found 636 holiday rentals — enter your dates for availability

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October 2025

November 2025

Find the perfect holiday home within close proximity to Bowlero Charlottesville. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as air conditioning and cable TV. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Bowlero Charlottesville

Showing deals for:30 Jan - 6 Feb

Exceptional

(34 reviews)

Family-friendly single home/Walking distance to shopping center and restaurants

Charlottesville, VA

26% off

for 7 nights, 1 home

AU$532 per night

includes taxes & fees

Exceptional

(16 reviews)

Bloomingdale Honeymoon Cabin Vintage Retreat with Mountain Views

Somerset, VA

8% off

for 7 nights, 1 cabin

AU$294 per night

includes taxes & fees

Exceptional

(43 reviews)

Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland

Charlottesville, VA

16% off

for 7 nights, 1 room

AU$524 per night

includes taxes & fees

Ruckersville Vacation Rental | 2BR | 1BA | 4 Steps Required | 1,200 Sq Ft

Exceptional

(12 reviews)

VA Wine & Horse Country Cottage, Near UVA

Ruckersville, VA

12% off

for 7 nights, 1 cottage

AU$239 per night

includes taxes & fees

Horses and an adjoining secluded cottage overlooking pastures. Private entrance

Exceptional

(9 reviews)

Wine Country! Unique 2-bedroom horse farm, close by 5 star dining, 5 wineries

Keswick, VA

7% off

for 7 nights, 1 room

AU$332 per night

includes taxes & fees

Exceptional

(10 reviews)

Loveshack, a charming tiny house on a 5 acre farm

Charlottesville, VA

7% off

for 7 nights, 1 cottage

AU$375 per night

includes taxes & fees

Exceptional

(93 reviews)

1802 cottage once part of Monticello and owned by Thomas Jefferson

Charlottesville, VA

15% off

for 7 nights, 1 cottage

AU$352 per night

includes taxes & fees

Exceptional

(37 reviews)

Piedmont Place 304| Lux Vineyard & Brewery Getaway in the Heart of Crozet | Pet Friendly

Crozet, VA

7% off

for 7 nights, 1 apartment

AU$385 per night

includes taxes & fees

Exceptional

(37 reviews)

Rugby Road Residential -RRR- near UVa and downtown

Charlottesville, VA

11% off

for 7 nights, 1 home

AU$274 per night

includes taxes & fees

Exceptional

(26 reviews)

Cowboy hide-a-way cottage with hot tub on historic farm close to everything

Charlottesville, VA

8% off

for 7 nights, 1 cottage

AU$413 per night

includes taxes & fees

Exceptional

(30 reviews)

Park Street Cottage - 5 bdrm/4 bath - North Downtown

Charlottesville, VA

12% off

for 7 nights, 1 home

AU$1,337 per night

includes taxes & fees

Exceptional

(9 reviews)

Perfect vacation home! 100+ Reviews with 5 star rating

Earlysville, VA

11% off

for 7 nights, 1 room

AU$398 per night

includes taxes & fees

Exceptional

(36 reviews)

Enderly - c1859 - English Basement Apartment

Charlottesville, VA

8% off

for 7 nights, 1 apartment

AU$529 per night

includes taxes & fees

Your space is Unit B on the left. Note the covered front porch.

Exceptional

(49 reviews)

Bluebird Cottage B: Firepit, Patio, Games; Near Charlottesville, Wineries

Palmyra, VA

5% off

for 7 nights, 1 cottage

AU$229 per night

includes taxes & fees

This listing is for this entire house, minus the Downstairs Apartment.

Wonderful

(8 reviews)

Visit Monticello, Wineries, UVA & More

Zion Crossroads, VA

22% off

for 7 nights, 1 home

AU$623 per night

includes taxes & fees

Historic, Quaint Bungalow # 157. Spa & Pool

Exceptional

(50 reviews)

Historic, Quaint Bungalow #157 Pool & Spa

Gordonsville, VA

8% off

for 7 nights, 1 cottage

AU$243 per night

includes taxes & fees

Safe and peaceful environment close to town, UVA, Monticello and many wineries.

Exceptional

(54 reviews)

Honey B—Honey House 2. Beautiful vacation home near UVA, Monticello and downtown

Charlottesville, VA

14% off

for 7 nights, 1 room

AU$260 per night

includes taxes & fees

Oh the view! It’s peaceful, calming and just beautiful.

Exceptional

(72 reviews)

HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool

Charlottesville, VA

8% off

for 7 nights, 1 apartment

AU$450 per night

includes taxes & fees

Exceptional

(84 reviews)

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Gordonsville, VA

17% off

for 7 nights, 1 cottage

AU$373 per night

includes taxes & fees

Exceptional

(29 reviews)

Hawks Nest · Mountain Top Cabin w/ Amazing Views, Coffee, Games

Free Union, VA

13% off

for 7 nights, 1 cabin

AU$505 per night

includes taxes & fees

Exceptional

(100 reviews)

Ivy Retreat | Heated Saltwater Pool & Hot Tub

Charlottesville, VA

11% off

for 7 nights, 1 home

AU$1,409 per night

includes taxes & fees

Stanardsville Vacation Rental Cabin | 2BR | 1BA | Stairs Required to Enter

Exceptional

(106 reviews)

Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub

Stanardsville, VA

13% off

for 7 nights, 1 cabin

AU$403 per night

includes taxes & fees

Large, flat front lawn, great for pick-up games of football, softball, soccer.

Wonderful

(17 reviews)

Visit Monticello, Wineries, UVA: Room for a Crowd

Zion Crossroads, VA

21% off

for 7 nights, 1 home

AU$804 per night

includes taxes & fees

Find spaces that suit your style

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Find the best place to stay - Bowlero Charlottesville

Premier Host

Ivy Retreat | Heated Saltwater Pool & Hot Tub

Sleeps 18 · 5 bedrooms · 6+ bathrooms

Fire pit with 8 comfortable Adirondack chairs, firewood provided!

Premier Host

Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!

Sleeps 8 · 3 bedrooms · 3+ bathrooms

Comfy 2-bedroom plus loft historic building renovated, convenient to everything

Sleeps 4 · 2 bedrooms · 1+ bathroom

Top rated rentals - Bowlero Charlottesville

Nestled in the mountainside, this view welcomes you each time you return.

Beautiful cabin in amazing setting!! Super clean and comfortable - great getaway!

Great communication with host, VERY clean and comfortable space! The king bed was comfortable, the hot tub was awesome and the kitchen had everything we needed to prepare meals - highly recommend!!

Lori K.

Stayed Dec 2020

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