Oakpark Holiday Rentals
10.0
Exceptional
(12 Reviews)
- Charlottesville
- Madison
- 2.57 mi to center
800 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
CA $378/Night
For 7 Nights CA $2,648
10.0
Exceptional
(53 Reviews)
161.46 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Group Friendly
Bed & Breakfast
- Balcony/Terrace
- Parking
- Air Conditioner
CA $219/Night
For 7 Nights CA $1,534
9.2
Exceptional
(155 Reviews)
- Charlottesville
- Locust Dale
- 0.81 mi to center
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
CA $216/Night
For 7 Nights CA $1,515
10.0
Exceptional
(4 Reviews)
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $561/Night
For 7 Nights CA $3,923
10.0
Exceptional
(8 Reviews)
- Charlottesville
- Pratts
- 0.47 mi to center
1496.18 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
CA $378/Night
For 7 Nights CA $2,646
10.0
Exceptional
(3 Reviews)
800 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
CA $197/Night
For 7 Nights CA $1,381
10.0
Exceptional
(2 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
CA $127/Night
For 7 Nights CA $890
10.0
Exceptional
(1 Review)
- Culpeper
- Cedar Mountain
- 4.66 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
CA $271/Night
For 7 Nights CA $1,897
9.6
Exceptional
(17 Reviews)
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $285/Night
For 7 Nights CA $1,997
Luxury Holiday Rentals in Oakpark
Over 41+ Luxury Holiday Rentals in or Near Oakpark
New
- Culpeper
- Cedar Mountain
- 4.85 mi to center
6200.01 ft²
16 Guests
1 Bedroom
6 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Air Conditioner
CA $1,530/Night
For 7 Nights CA $10,707
New
- Culpeper
- Cedar Mountain
- 4.85 mi to center
6200 ft²
16 Guests
8 Bedrooms
5 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $1,494/Night
For 7 Nights CA $10,459
10.0
Exceptional
(1 Review)
16 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $1,307/Night
For 7 Nights CA $9,146
9.8
Exceptional
(8 Reviews)
12 Guests
3 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $1,244/Night
For 7 Nights CA $8,708
New
- Charlottesville
- Orange
- 2.8 mi to center
3000 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $963/Night
For 7 Nights CA $6,739
9.0
Exceptional
(4 Reviews)
3000 ft²
13 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
CA $918/Night
For 7 Nights CA $6,427
10.0
Exceptional
(29 Reviews)
3500 ft²
14 Guests
7 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $833/Night
For 7 Nights CA $5,834
New
3003.13 ft²
13 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- View
CA $799/Night
For 7 Nights CA $5,593
10.0
Exceptional
(5 Reviews)
3300 ft²
16 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $680/Night
For 7 Nights CA $4,759
Top-Rated Holiday Rentals with a Pool in Oakpark
Over 5+ The Best Private Villas and Holiday Rentals in Oakpark with a Pool
8.6
Fabulous
(18 Reviews)
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $269/Night
For 7 Nights CA $1,886
6.8
Good
(5 Reviews)
398.26 ft²
2 Guests
1 Bedroom
1 Bathroom
Ski Chalet
- Oceanfront
- Fireplace/Heating
- Pool
CA $197/Night
For 7 Nights CA $1,381
3.0
Average
(2 Reviews)
796.53 ft²
3 Guests
1 Bedroom
1 Bathroom
House
- Oceanfront
- Fireplace/Heating
- Pool
CA $238/Night
For 7 Nights CA $1,666
10.0
Exceptional
(183 Reviews)
- Virginia
- Brightwood
- 0.71 mi to center
4000 ft²
18 Guests
6 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Spa
CA $995/Night
For 7 Nights CA $6,962
5.0
Average
(2 Reviews)
- Virginia
- Brightwood
- 0.76 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Pool
- Balcony/Terrace
- Kitchen
CA $190/Night
For 7 Nights CA $1,333
Pet-Friendly Holiday Rentals in Oakpark
Over 8+ Pet-Friendly Holiday Rentals in or Near Oakpark
10.0
Exceptional
(8 Reviews)
2000 ft²
11 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
CA $439/Night
For 7 Nights CA $3,075
8.3
Excellent
(47 Reviews)
- Charlottesville
- Locust Dale
- 0.77 mi to center
412.94 ft²
11 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- View
CA $455/Night
For 7 Nights CA $3,186
10.0
Exceptional
(1 Review)
- Charlottesville
- Madison
- 3.67 mi to center
9 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $520/Night
For 7 Nights CA $3,638
10.0
Exceptional
(1 Review)
- Charlottesville
- Madison
- 2.58 mi to center
3172 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
CA $460/Night
For 7 Nights CA $3,219
New
- Charlottesville
- Pratts
- 0.47 mi to center
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $478/Night
For 7 Nights CA $3,348
New
- Virginia
- Brightwood
- 2.39 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $224/Night
For 7 Nights CA $1,571
10.0
Exceptional
(1 Review)
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $642/Night
For 7 Nights CA $4,496
New
- Culpeper
- Cedar Mountain
- 1.14 mi to center
2865 ft²
6 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $136/Night
For 7 Nights CA $951
Large Holiday Rentals and Private Villas in Oakpark
Over 3+ Large Holiday Rentals and Private Villas in or Near Oakpark
New
- Culpeper
- Cedar Mountain
- 4.85 mi to center
3200 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $601/Night
For 7 Nights CA $4,211
New
- Culpeper
- Cedar Mountain
- 4.85 mi to center
3196.88 ft²
10 Guests
1 Bedroom
4 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Air Conditioner
CA $525/Night
For 7 Nights CA $3,675
5.0
Average
(85 Reviews)
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Kitchen
- Air Conditioner
- Child Friendly
CA $281/Night
For 7 Nights CA $1,966
Oakpark Private Villas and Holiday Homes Under $200
Over 6+ Oakpark Private Villas and Holiday Homes Under $200
9.4
Exceptional
(8 Reviews)
- Charlottesville
- Madison
- 3.36 mi to center
5 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $273/Night
For 7 Nights CA $1,914
9.3
Exceptional
(38 Reviews)
- Charlottesville
- Madison
- 3.14 mi to center
925.7 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
CA $197/Night
For 7 Nights CA $1,381
5.0
Average
(2 Reviews)
2000 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Kitchen
- Air Conditioner
- Internet
CA $260/Night
For 7 Nights CA $1,822
5.0
Average
(1 Review)
- Virginia
- Brightwood
- 0.76 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Child Friendly
CA $166/Night
For 7 Nights CA $1,160
New
- Culpeper
- Cedar Mountain
- 5.53 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $162/Night
For 7 Nights CA $1,136
New
- Charlottesville
- Orange
- 4.41 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $116/Night
For 7 Nights CA $815
Instantly Bookable Holiday Homes in Oakpark
Over 6+ Instantly Bookable Holiday Homes in or Near Oakpark
10.0
Exceptional
(31 Reviews)
- Virginia
- Brightwood
- 0.86 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Ski Chalet
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $302/Night
For 7 Nights CA $2,115
10.0
Exceptional
(4 Reviews)
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $498/Night
For 7 Nights CA $3,489
10.0
Exceptional
(14 Reviews)
- Charlottesville
- Pratts
- 0.47 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $405/Night
For 7 Nights CA $2,834
New
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
CA $548/Night
For 7 Nights CA $3,834
10.0
Exceptional
(11 Reviews)
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Air Conditioner
CA $302/Night
For 7 Nights CA $2,115
10.0
Exceptional
(10 Reviews)
3520 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $509/Night
For 7 Nights CA $3,564
Book a Last Minute Place to Stay in Oakpark
About Casai's Private Villas and Holiday Rentals in Oakpark
Discover more than 50 vacation rentals available in Oakpark. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Oakpark.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Oakpark, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Oakpark. On average, places to stay near Oakpark offer 1158.96 ft², with nightly prices averaging CA $491.
With Casai, finding and comparing holiday rentals in Oakpark is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Oakpark
| Type | Count |
|---|---|
| Vacation Homes | 30 |
| Holiday Apartments | 8 |
| Cottages | 3 |
Use these Quick Filters to Find a Holiday Rental in Oakpark
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Oakpark.
Weather in Oakpark, VA
View the weather forecast for Oakpark before booking your Oakpark Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Oakpark?
What are the top holiday rentals in Oakpark?
With numerous options available in Oakpark, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Oakpark:
- Hill of Content B&B
- New pickel ball court! basketball and putt putt too!
- Beautiful home with mountain and river views.
- Farmhouse close to Wedding venues, Wineries, breweries, shops. Dogs welcome!
- Historic Madison Eagle Inn
- Iconic Virginia Farmhouse with Furnished Silo and Scottish Highland Cows
- Farm living at it's best!
- Breathe deep, stay cozy — spacious log cabin living on 30 acres in Aroda, VA
- Mid-Century Modern Woodland Retreat with Hot Tub, Cold Water Plunge, & Fire Pit!
- Country Retreat Near Shenandoah & Old Rag - Family Friendly Getaway
How many Casai.ca holiday rentals are available in Oakpark?
As of 2026, Casai boasts over 50 properties listed in the Oakpark area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Oakpark.
People Also Ask
Finding the best prices in Oakpark
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