360 Vacation Rentals - Vacation Rentals in Skyland

Comfy Asheville Vacation Rental with Hot Tub! From US $273
         

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10.0 (7 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Accessibility
Mountain Retreat Hot Tub Asheville From US $479
         

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9.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Family-Run Cottage with Fireplace and Private Hot Tub From US $291
         

20-Acre Cabin w/Pond: 5 Mi to Biltmore Estate! From US $338
         

9.8 (90 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Skyland

Over 377+ Luxury Places to Stay in or Near Skyland
The Huntly Estate · Events, Pool, Fire Pits, Large Groups From US $3,034
         

The Lodge · Game Room, Hot Tub, Fire Pit, Gym From US $1,942
         

10.0 (43 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Skyland

Over 37+ Top-Rated Vacation Rentals with a Pool in or Near Skyland
ARTSY MOUNTAIN VIEW LOFT From US $141
         

10.0 (396 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Whimsical Mountain retreat with gorgeous views and privacy. From US $116
         

10.0 (292 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
The Farmhouse at Wolfehaven From US $203
         

10.0 (22 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Asheville Airport From US $110
         

9.4 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Asheville Biltmore Park From US $173
         

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9.2 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Skyland

Over 138+ Pet-Friendly Vacation Rentals in or Near Skyland
Rustic Cabin, Appalachian Elegance, Rural But Close From US $102
         

10.0 (459 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
20-Acre Cabin with Pond 5 Mi to Biltmore Estate! From US $381
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
Pinners Compound- 4 BR hot tub fire pit From US $745
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Fletcher Cabin: Wraparound Deck & Pond Access From US $243
         

10.0 (230 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
3 Bedrooms, 2½ baths, mountain cabin dog-friendly From US $191
         

10.0 (88 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Skyland on PetFriendly.io

Large Vacation Homes & Villas in Skyland

Over 75+ Large Vacation Homes & Villas in or Near Skyland
Biltmore Forest Retreat Sauna Hot tub Game Rm From US $1,371
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • View
Biltmore Forest Retreat! Sauna Hot tub Game Rm From US $1,168
         

Family Asheville Mountain Retreat w/Hot Tub From US $469
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 6-bedroom lodge in lovely Hendersonville From US $718
         

Sweeping Mountain Views! Hot Tub, Sauna, Game Room, Theatre, Golf, Reunions! From US $685
         

Group Getaway Hot Tub Firepit From US $1,028
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
10 min to DT, 15 min to Biltmore, Fire pit, View From US $1,026
         

Wheelchair Accessible Vacation Homes in Skyland

Over 17+ Wheelchair Accessible Vacation Homes in or Near Skyland
Buried in the Woods / Full of Art & Style / 10 mins drive to downtown Asheville From US $215
         

10.0 (70 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Barkwells From US $278
         

10.0 (2 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Mountain Views/ Gazebo/ Pond / 5 min downtown From US $382
         

4.7 (48 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Hampton Inn and Suites Asheville Airport From US $180
         

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9.0 (91 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfort Suites Outlet Center From US $96
         

8.8 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
10min to downtown Asheville with long range views From US $135
         

5.0 (2 Reviews)
House
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace

Skyland Vacation Rentals and Airbnb Places to Stay Under $200

Over 97+ Skyland Vacation Rentals and Airbnb Places to Stay Under $200
Best deal around! 99/night! From US $120
         

9.8 (130 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Cozy Chalet From US $180
         

10.0 (3 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Wingate by Wyndham Fletcher at Asheville Airport From US $86
         

8.6 (1180 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Amazing Deal, Charming Townhouse! 99/night! From US $127
         

10.0 (111 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
7 Mi to Dtwn Asheville: Apartment w/Patio From US $137
         

10.0 (19 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Skyland

Over 211+ Instantly Bookable Vacation Homes in or Near Skyland
6 min to Biltmore Estate, 10 min to downtown. From US $216
         

Honeymoon cabin for 2 w/hottub 6mi to DT Asheville From US $315
         

10.0 (13 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Balcony/Terrace

About Skyland Vacation Rentals

With more than 386 Skyland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, 360vacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Skyland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With 360vacationrentals Skyland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Skyland. Places to stay near Skyland are 1508.12 ft² on average, with prices averaging $401 a night.

360vacationrentals makes it easy and safe to find and compare vacation rentals in Skyland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Skyland

Type Count
Vacation Homes 222
Cabin Rentals 66
Holiday Apartments 36
Cottages 29
Hotels with Suites 20
B&B 2
Others 2
Resorts 2
Ski Chalet Rentals 2
Villas 2

Use these Quick Filters to Find a Vacation Rental in Skyland

Pro Tip: 360vacationrentals makes it easy to compare the best listings on 360vacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between 360vacationrentals 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 Skyland.

Weather in Skyland

View the weather forecast for Skyland before booking your Skyland 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

Skyland Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Skyland?
How many vacation rentals are available in Skyland?

Currently, the total number of properties listed in 2026 is over 386 in the Skyland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Skyland.