Winter Park Villas - Vacation Rentals in The Expo
House
10.0
(
31 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
754 ft²
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $208
/Night
7 Nights - $1,454
House
10.0
(
1 Review
)
1 Bedroom
2 Bathrooms
6 Guests
1097.92 ft²
-
Parking
-
Balcony/Terrace
-
View -
Air Conditioner
US $351
/Night
7 Nights - $2,457
House
9.4
(
3 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Internet -
Pet Friendly
US $315
/Night
7 Nights - $2,206
Cottage
10.0
(
14 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $213
/Night
7 Nights - $1,493
House
9.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1323.96 ft²
-
Parking
-
Internet
-
Sports/Activities -
Security/Safety
US $300
/Night
7 Nights - $2,098
Hotel
9.6
(
1001 Reviews
)
-
Breakfast -
Parking
-
Pool -
Kitchen
US $114
/Night
7 Nights - $797
House
10.0
(
8 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
538 ft²
-
Hot Tub -
Parking
-
Balcony/Terrace
-
Kitchen
US $204
/Night
7 Nights - $1,428
Hotel
9.3
(
323 Reviews
)
364.78 ft²
-
Private Pool -
Parking
-
Pool
-
Balcony/Terrace
US $115
/Night
7 Nights - $807
Apartment
10.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $181
/Night
7 Nights - $1,264
House
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Laundry
US $322
/Night
7 Nights - $2,252
House
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $174
/Night
7 Nights - $1,216
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
10 Guests
1728 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $546
/Night
7 Nights - $3,823
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
8 Guests
1728 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $283
/Night
7 Nights - $1,979
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $264
/Night
7 Nights - $1,847
House
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
4 Guests
1000 ft²
-
Parking
-
Ocean View -
Balcony/Terrace
-
View
US $107
/Night
7 Nights - $750
House
9.8
(
19 Reviews
)
4 Bedrooms
2 Bathrooms
15 Guests
-
Hot Tub
-
Kitchen
-
Air Conditioner
-
Internet
US $639
/Night
7 Nights - $4,470
House
9.8
(
17 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1324 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $332
/Night
7 Nights - $2,323
House
9.8
(
16 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2400 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $623
/Night
7 Nights - $4,359
Apartment
9.8
(
16 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $181
/Night
7 Nights - $1,264
House
9.8
(
8 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1750 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $259
/Night
7 Nights - $1,814
House
9.6
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $359
/Night
7 Nights - $2,512
New
House
9.0
(
51 Reviews
)
3 Bedrooms
3 Bathrooms
14 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $341
/Night
7 Nights - $2,389
House
8.8
(
25 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
4000 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $459
/Night
7 Nights - $3,213
House
8.6
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $376
/Night
7 Nights - $2,630
★ Pro Tip: Winterparkvillas makes it easy to compare the best listings on Winterparkvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winterparkvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in The Expo.
Weather in The Expo
View the weather forecast for The Expo before booking your The Expo 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
The Expo Vacation Rental Frequently Asked Questions
What are the top vacation rentals in The Expo?
There are a lot of options in The Expo. If you plan on staying in the The Expo area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in The Expo:
- Renovated Home in Central Point
- Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
- Spacious Cottage -Hot Tub, Patio, Fire Table, WIFI
- Chic & Cozy 1 bedroom guest-house in the heart of Medford
- Immaculate and private 2-bedroom house, close to everything, pet friendly
- Modern 1 BR Guest House in Central Point, OR. Your ideal Southern Oregon stopover! Features AC, full kitchen, W/D, and dedicated workspace. Quick and convenient access to I-5 and local attractions.
- This is a 3 bedroom 2 bath home with large backyard. In the back of the property features a 1 bedroom fully equipped guest house with a gate from the backyard for easy access.
- Starwood Sanctuary
- Whether you're here to explore the Rogue River, Crater Lake, or the Britt Festival, this location is the perfect home base for your Southern Oregon experience!
- Spacious Family Friendly 4-bedroom house in Southern Oregon
How many vacation rentals are available in The Expo?
Currently, the total number of properties listed in 2026 is over 91 in the The Expo area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in The Expo.
