Winter Park Villas - Vacation Rentals in Shadows of the Past Hiking/Biking Trail
Cabin
10.0
(
375 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Hot Tub -
Parking -
Balcony/Terrace -
Kitchen
US $193
/Night
7 Nights - $1,348
House
7.5
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
667.36 ft²
-
Balcony/Terrace
-
Air Conditioner -
Child Friendly
US $100
/Night
7 Nights - $700
Cabin
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Hot Tub
-
Kitchen
-
Internet -
Pet Friendly
US $969
/Night
7 Nights - $6,781
Cabin
10.0
(
191 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
750 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $193
/Night
7 Nights - $1,352
Cabin
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Hot Tub
-
Kitchen
-
Internet
-
Pet Friendly
US $683
/Night
7 Nights - $4,780
New
Cabin
9.8
(
318 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
1250 ft²
-
Hot Tub
-
Parking
-
Pool -
Balcony/Terrace
US $235
/Night
7 Nights - $1,648
House
10.0
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
2314.24 ft²
-
Hot Tub
-
Air Conditioner
-
Internet
-
Pet Friendly
US $490
/Night
7 Nights - $3,430
Cabin
9.6
(
202 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
572 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $257
/Night
7 Nights - $1,802
Cabin
9.8
(
359 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $262
/Night
7 Nights - $1,834
Cabin
10.0
(
65 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Hot Tub
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $273
/Night
7 Nights - $1,908
Cabin
9.2
(
50 Reviews
)
5 Bedrooms
5 Bathrooms
22 Guests
-
Hot Tub
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $543
/Night
7 Nights - $3,801
Cabin
9.6
(
62 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
Kitchen
US $229
/Night
7 Nights - $1,602
House
9.2
(
50 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2500 ft²
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $613
/Night
7 Nights - $4,288
Cabin
8.8
(
30 Reviews
)
4 Bedrooms
3 Bathrooms
15 Guests
2500 ft²
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $767
/Night
7 Nights - $5,367
Bed & Breakfast
9.8
(
141 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $205
/Night
7 Nights - $1,436
Condo
9.8
(
83 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1030 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $301
/Night
7 Nights - $2,106
Cabin
9.8
(
54 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
Kitchen
US $231
/Night
7 Nights - $1,619
Cabin
10.0
(
492 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
650 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $182
/Night
7 Nights - $1,274
Cabin
10.0
(
489 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $243
/Night
7 Nights - $1,701
House
10.0
(
249 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1620 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $380
/Night
7 Nights - $2,657
Condo
10.0
(
237 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $267
/Night
7 Nights - $1,871
Cabin
10.0
(
184 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $281
/Night
7 Nights - $1,966
Cabin
10.0
(
181 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $180
/Night
7 Nights - $1,257
★ 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 Shadows of the Past Hiking/Biking Trail.
Weather in Shadows of the Past Hiking/Biking Trail
View the weather forecast for Shadows of the Past Hiking/Biking Trail before booking your Shadows of the Past Hiking/Biking Trail 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
Shadows of the Past Hiking/Biking Trail Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Shadows of the Past Hiking/Biking Trail?
There are a lot of options in Shadows of the Past Hiking/Biking Trail. If you plan on staying in the Shadows of the Past Hiking/Biking Trail area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Shadows of the Past Hiking/Biking Trail:
- Modern Cabin Retreat in Smoky Mountains
- Mountain-Modern Cabin w/BIG Jet Tub
- Peaceful, extremely clean Treehouse cottage 10 min. from National Park entrance
- Cozy Rustic Cabin with Wonderful Views of the Smoky Mountains
- Riverside Condo - minutes from GSMNP
- Cozy Cottage near National Park w/Awesome Mountain Views! Extremely clean!
- McDaniel's Misty Blue ~ Cozy & Quaint Cabin w/Exceptional Smoky Mountain Views
- Log Cabin, walk to National park trails and minutes from Gatlinburg with a view!
- Sky Haven: Luxury Sunrise Views & Peaceful Seclusion near Cades Cove
- Black Bear Retreat 2Bed 2Bath Cabin Peaceful Retreat
How many vacation rentals are available in Shadows of the Past Hiking/Biking Trail?
Currently, the total number of properties listed in 2026 is over 622 in the Shadows of the Past Hiking/Biking Trail area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Shadows of the Past Hiking/Biking Trail.
