Cunningham Vacation Rentals & Ski-in/Ski-out Homes
New
Apartment
- Virginia
- ·
- Charlottesville
- 4.12 mi to center
10.0Exceptional
(23 Reviews)
1 Bedroom
1 Bath
2 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $278/Night
7 Nights - US $1,947
House
- Virginia
- ·
- Zion Crossroads
- 1.49 mi to center
7 Bedrooms
4 Baths
19 Guests
2400.35 ft²
- Parking
Spa
Internet
Pet Friendly
US $743/Night
7 Nights - US $5,203
Bed & Breakfast
10.0Exceptional
(57 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
Pool- Balcony/Terrace
US $239/Night
7 Nights - US $1,672
House
10.0Exceptional
(18 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $401/Night
7 Nights - US $2,809
House
- Charlottesville
- ·
- Lake Monticello
- 1.26 mi to center
1 Bedroom
2 Baths
5 Guests
968.75 ft²
- Parking
View- Internet
- Pet Friendly
US $183/Night
7 Nights - US $1,278
Apartment
- Virginia
- ·
- Boyd Tavern
- 3.98 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
425 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $323/Night
7 Nights - US $2,260
House
- Virginia
- ·
- Charlottesville
- 3.90 mi to center
9.8Exceptional
(67 Reviews)
1 Bedroom
1 Bath
2 Guests
544 ft²
Private Pool
Hot Tub- Parking
- Pool
US $309/Night
7 Nights - US $2,160
Cottage
- Virginia
- ·
- Charlottesville
- 3.88 mi to center
9.6Exceptional
(37 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $309/Night
7 Nights - US $2,160
Cottage
- Virginia
- ·
- Boyd Tavern
- 4.07 mi to center
8.8Fabulous
(15 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $293/Night
7 Nights - US $2,048
Luxury Places to Stay in Cunningham
Over 102+ Luxury Places to Stay in or Near Cunningham
House
- Charlottesville
- ·
- Scottsville
- 6.02 mi to center
6 Bedrooms
5 Baths
12 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $3,228/Night
7 Nights - US $22,599
House
- Charlottesville
- ·
- Royal Acres
- 0.21 mi to center
10.0Exceptional
(8 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,632/Night
7 Nights - US $11,421
Cabin
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $1,558/Night
7 Nights - US $10,907
House
- Virginia
- ·
- Charlottesville
- 3.56 mi to center
9.6Exceptional
(16 Reviews)
5 Bedrooms
5 Baths
10 Guests
5500 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $1,512/Night
7 Nights - US $10,583
House
- Virginia
- ·
- Zion Crossroads
- 3.92 mi to center
10.0Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
10 Guests
3860 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,355/Night
7 Nights - US $9,487
House
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $889/Night
7 Nights - US $6,220
House
- Virginia
- ·
- Boyd Tavern
- 0.42 mi to center
4 Bedrooms
3 Baths
6 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $856/Night
7 Nights - US $5,992
House
- Virginia
- ·
- Boyd Tavern
- 0.42 mi to center
4 Bedrooms
3 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $844/Night
7 Nights - US $5,911
House
- Virginia
- ·
- Boyd Tavern
- 0.42 mi to center
1 Bedroom
1 Bath
- Parking
- Internet
- Child Friendly
Security/Safety
US $742/Night
7 Nights - US $5,193
Top-Rated Vacation Rentals with a Pool in Cunningham
Over 10+ Top-Rated Vacation Rentals with a Pool in or Near Cunningham
House
- Virginia
- ·
- Boyd Tavern
- 3.20 mi to center
10.0Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $651/Night
7 Nights - US $4,557
Cottage
- Virginia
- ·
- Charlottesville
- 4.09 mi to center
9.4Exceptional
(118 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $309/Night
7 Nights - US $2,160
New
Other
- Charlottesville
- ·
- Scottsville
- 0.80 mi to center
3 Bedrooms
3 Baths
10 Guests
2000 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $501/Night
7 Nights - US $3,508
Other
- Charlottesville
- ·
- Scottsville
- 0.71 mi to center
1 Bedroom
2 Baths
4 Guests
900 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $248/Night
7 Nights - US $1,739
Apartment
- Virginia
- ·
- Boyd Tavern
- 4.01 mi to center
10.0Exceptional
(79 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $297/Night
7 Nights - US $2,080
House
10.0Exceptional
(3 Reviews)
5 Bedrooms
4 Baths
12 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Air Conditioner
US $2,835/Night
7 Nights - US $19,845
House
- Virginia
- ·
- Charlottesville
- 4.09 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $686/Night
7 Nights - US $4,801
Hotel
- Virginia
- ·
- Boyd Tavern
- 3.45 mi to center
9.0Exceptional
(125 Reviews)
1 Bath
- Hot Tub
- Pool
- Spa
- Balcony/Terrace
US $305/Night
7 Nights - US $2,132
House
- Virginia
- ·
- Zion Crossroads
- 3.93 mi to center
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Internet
- Child Friendly
US $1,533/Night
7 Nights - US $10,733
Pet-Friendly Vacation Rentals in Cunningham
Over 40+ Pet-Friendly Vacation Rentals in or Near Cunningham
Apartment
- Charlottesville
- ·
- Palmyra
- 2.95 mi to center
10.0Exceptional
(54 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $211/Night
7 Nights - US $1,479
Bed & Breakfast
- Virginia
- ·
- Charlottesville
- 5.09 mi to center
3 Bedrooms
3 Baths
6 Guests
129.17 ft²
- Breakfast
- Parking
- Balcony/Terrace
- View
US $352/Night
7 Nights - US $2,464
Cottage
- Charlottesville
- ·
- Lake Monticello
- 1.21 mi to center
10.0Exceptional
(42 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $269/Night
7 Nights - US $1,881
Cottage
- Charlottesville
- ·
- Lake Monticello
- 1.21 mi to center
10.0Exceptional
(49 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $213/Night
7 Nights - US $1,490
Cottage
10.0Exceptional
(48 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $190/Night
7 Nights - US $1,333
House
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $245/Night
7 Nights - US $1,716
Cabin
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $407/Night
7 Nights - US $2,847
House
- Charlottesville
- ·
- Lake Monticello
- 1.26 mi to center
9.8Exceptional
(15 Reviews)
1 Bedroom
1 Bath
5 Guests
965 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $235/Night
7 Nights - US $1,642
Apartment
- Virginia
- ·
- Zion Crossroads
- 1.86 mi to center
9.4Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $245/Night
7 Nights - US $1,714
Large Vacation Homes & Villas in Cunningham
Over 8+ Large Vacation Homes & Villas in or Near Cunningham
House
- Virginia
- ·
- Zion Crossroads
- 1.49 mi to center
9.6Exceptional
(12 Reviews)
7 Bedrooms
3 Baths
19 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $719/Night
7 Nights - US $5,034
House
- Virginia
- ·
- Zion Crossroads
- 1.86 mi to center
9.4Exceptional
(25 Reviews)
4 Bedrooms
3 Baths
13 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $728/Night
7 Nights - US $5,096
House
- Charlottesville
- ·
- Palmyra
- 2.26 mi to center
5 Bedrooms
4 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $551/Night
7 Nights - US $3,860
House
- Charlottesville
- ·
- Scottsville
- 4.21 mi to center
10.0Exceptional
(23 Reviews)
5 Bedrooms
3 Baths
10 Guests
5600 ft²
- Parking
- Spa
- Balcony/Terrace
- Kitchen
US $864/Night
7 Nights - US $6,048
House
- Charlottesville
- ·
- Keswick
- 1.75 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
5 Baths
15 Guests
4600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,329/Night
7 Nights - US $9,302
House
- Charlottesville
- ·
- Scottsville
- 1.96 mi to center
4.6Average
(9 Reviews)
12 Bedrooms
14 Baths
36 Guests
7500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $1,503/Night
7 Nights - US $10,521
House
9 Bedrooms
7 Baths
18 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Internet
US $3,240/Night
7 Nights - US $22,683
House
- Charlottesville
- ·
- Keswick
- 1.11 mi to center
4 Bedrooms
3 Baths
14 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $213/Night
7 Nights - US $1,488
Wheelchair Accessible Vacation Homes in Cunningham
Over 2+ Wheelchair Accessible Vacation Homes in or Near Cunningham
Cottage
- Charlottesville
- ·
- Scottsville
- 0.63 mi to center
9.8Exceptional
(39 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $200/Night
7 Nights - US $1,400
House
- Virginia
- ·
- Boyd Tavern
- 1.49 mi to center
1.8Average
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
1350 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $171/Night
7 Nights - US $1,197
Cunningham Resorts and Airbnb Homes Under $200
Over 23+ Cunningham Resorts and Airbnb Homes Under $200
Cottage
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $197/Night
7 Nights - US $1,381
Bed & Breakfast
1 Bedroom
2 Baths
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $177/Night
7 Nights - US $1,236
House
- Charlottesville
- ·
- Palmyra
- 2.51 mi to center
2 Bedrooms
2 Baths
4 Guests
1142 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $127/Night
7 Nights - US $888
Cottage
- Charlottesville
- ·
- Scottsville
- 1.67 mi to center
9.6Exceptional
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $152/Night
7 Nights - US $1,063
House
- Virginia
- ·
- Boyd Tavern
- 6.97 mi to center
3 Bedrooms
1 Bath
5 Guests
2450 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $124/Night
7 Nights - US $870
Cottage
10.0Exceptional
(30 Reviews)
1 Bedroom
1 Bath
2 Guests
1015 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $198/Night
7 Nights - US $1,388
Cottage
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
1400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $175/Night
7 Nights - US $1,228
House
- Virginia
- ·
- Boyd Tavern
- 4.76 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $76/Night
7 Nights - US $531
House
- Virginia
- ·
- Charlottesville
- 2.90 mi to center
1 Bedroom
1 Bath
2 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $75/Night
7 Nights - US $528
Instantly Bookable Vacation Homes in Cunningham
Over 31+ Instantly Bookable Vacation Homes in or Near Cunningham
Cottage
- Charlottesville
- ·
- Lake Monticello
- 1.21 mi to center
10.0Exceptional
(63 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $253/Night
7 Nights - US $1,768
House
- Charlottesville
- ·
- Scottsville
- 0.71 mi to center
10.0Exceptional
(59 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $269/Night
7 Nights - US $1,885
Cottage
- Virginia
- ·
- Zion Crossroads
- 1.85 mi to center
9.2Exceptional
(150 Reviews)
2 Bedrooms
1 Bath
7 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $214/Night
7 Nights - US $1,498
Cabin
- Charlottesville
- ·
- Palmyra
- 2.54 mi to center
8.4Excellent
(5 Reviews)
1 Bedroom
1 Bath
3 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $363/Night
7 Nights - US $2,540
House
- Virginia
- ·
- Zion Crossroads
- 1.86 mi to center
9.4Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $561/Night
7 Nights - US $3,930
House
- Charlottesville
- ·
- Scottsville
- 5.80 mi to center
9.4Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1329 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $346/Night
7 Nights - US $2,421
House
- Virginia
- ·
- Boyd Tavern
- 4.36 mi to center
10.0Exceptional
(55 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $467/Night
7 Nights - US $3,269
New
House
- Virginia
- ·
- Charlottesville
- 3.47 mi to center
9.0Exceptional
(24 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $452/Night
7 Nights - US $3,163
House
10.0Exceptional
(19 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $394/Night
7 Nights - US $2,755
Book a Last Minute Place to Stay in Cunningham
About Cunningham Vacation Rentals
Explore over 111 vacation rentals in Cunningham with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Cunningham for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Cunningham. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Cunningham tailored to your preferences. On average, these rentals offer 738.95 ft² of space, and are priced at an average of US $496 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Cunningham at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Cunningham
| Type | Count |
|---|---|
| Vacation Homes | 59 |
| Cottages | 20 |
| Holiday Apartments | 12 |
| Cabin Rentals | 7 |
| Others | 6 |
| B&B | 4 |
| Unique Vacation Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Cunningham
★ Pro Tip: Discover Your Ideal Vacation Rental in Cunningham with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Cunningham, VA
View the weather forecast for Cunningham before booking your Cunningham 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
Top Attractions Around Cunningham, VA
Sunski offers a large selection of top attractions around Cunningham . Research things to do on your vacation before you visit Cunningham.
Frequently Asked Questions About Cunningham?
What are the top vacation rentals in Cunningham?
When organizing your trip to Cunningham, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Cunningham. Peruse our collection of highly-rated properties and secure your reservation today.
- Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
- Bluebird Cottage B: Quiet, Firepit, Patio, Games
- 106 acre Farm with Animals, River & Private Pond, near Wineries and Breweries
- Woodville Bed and Breakfast
- Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
- Private Guest Suite by Wineries/Orchards/Cville
- Stay on Working Farm in Central VA Wine Region, 35 Minutes from UVA.
- Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok
- One Bedroom One Bath Cottage On 250 Acre Cattle Farm.
- Barn Stay on Working Farm in VA Wine Country, 30 min from UVA
Which vacation homes or resorts in Cunningham are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Cunningham. Enjoy great views, locations and save money with SunSki Resorts.™
- Barn Stay on Working Farm in VA Wine Country, 30 min from UVA
- Charlottesville Farmhouse Dream Oasis w Pool
- Charming bed & breakfast with 2 bedrooms and AC in lovely Arvonia
How many SunSkiResorts vacation rentals or resorts are available in Cunningham?
Discover the ideal vacation rental in Cunningham with SunSki Resorts™. We provide an extensive selection of over 111 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Cunningham.
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