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124 Houses

29

Afton Home w/ Huge Deck - Near Wineries/Breweries!

Virginia / Afton

Afton house

9 24 min stay varies

  • 9 bedrooms
  • sleeps 24
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$574

Responds fast!
avg. 10 minutes

Price per night from

$574

8

Luxury Yurt in the Blue Ridge Mountains of Virginia Near Wintergreen

Virginia / Afton

Afton yurt

1 5 2 nights min

  • 1 bedroom
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation

Price per night from

$173

Price per night from

$173

17

Country escape in the heart of the Blue Ridge Mountains

Virginia / Afton

Afton house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$155

Price per night from

$155

(1) Excellent 

24

Maren Estate (Mountain Estate 20 min to UVA)

Virginia / Afton

Afton house

6 14 3 nights min

  • 6 bedrooms
  • sleeps 14
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,953

Price per night from

$1,953

64

The Inn at Blue Mountain Brewery

Virginia / Afton

Afton house

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly

Price per night from

$803

Price per night from

$803

Great rentals within 20 miles that match your search

Distance approx 7.19 km from Afton

(1) Excellent 

32

Shenandoah Valley Farmhouse

Virginia / Waynesboro

Waynesboro house

4 9 3 nights min

  • 4 bedrooms
  • sleeps 9
  • 3 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$288

Price per night from

$288

Distance approx 15.16 km from Afton

(2) Excellent 

22

Escape to Campbell's Creek

Virginia / Tyro

Tyro log cabin

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly

Price per night from

$288

Price per night from

$288

Distance approx 11.13 km from Afton

(7) Very Good 

30

Pet Friendly 2BR House in Blue Ridge Mtns, Close to Blue Ridge Parkway

Virginia / Lyndhurst

Lyndhurst house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 21 mi
  • Swimming pool
  • Child Friendly
“Cute and relaxing getaway” The cabin had such character and was extremely comfortable to stay in with a small kitchen, sufficient to meet the needs of a long weekend or week, two grill areas, and very relaxing. It is a ture log cabin in that there re
…see more

Price per night from

$172

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$172

Distance approx 13.88 km from Afton

(10) Very Good 

28

Peaceful Seclusion in The Blue Ridge,Pet friendly

Virginia / Lovingston

Lovingston log cabin

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 322 mi
  • Child Friendly
  • Air conditioning
“Absolutely perfect!” This cabin is adorable! The setting is completely secluded and was the perfect spot for my family to stay as I graduated from Liberty University this past weekend. My boys were able to run and be loud and loved cooking their own
…see more

Price per night from

$172

Price per night from

$172

Distance approx 19.19 km from Afton

13

Rock-n-Creek Cabin mile post 27 off BR Pkwy

Virginia / Montebello

Montebello log cabin

3 11 2 nights min

  • 3 bedrooms
  • sleeps 11
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$224

Price per night from

$224

Distance approx 10.03 km from Afton

23

Ski-in/Ski-out Wintergreen House w/ Hot Tub!

Virginia / Wintergreen

Wintergreen house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$219

Responds fast!
avg. 7 minutes

Price per night from

$219

Distance approx 9.02 km from Afton

(7) Excellent 

13

Christmas Available: Luxury Mountain House w/ Resort Membership

Virginia / Wintergreen

Wintergreen house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Mountain Resort in Va” Cozy ski getaway or family retreat. Soaring wood ceilings and stone fireplace; huge windows. Lovely views of lush green lawn and several tall trees. Peaceful and quiet. Huge kitchen and dining area, full amenites, and very clean
…see more

Price per night from

$305

Responds fast!
avg. 2 hours 59 minutes

Price per night from

$305

Distance approx 9.15 km from Afton

(21) Excellent 

46

Simple Pleasures -N Ridge - Holidays Upon Us

Virginia / Wintergreen

Wintergreen apartment

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski
“Wonderful” The accommodations beautiful, Simple Pleasures North Ridge Holidays Upon Us, great location, good food, great skiing for grandkids [first time], son and wife. I would definitely recommend this rental to anyone; it was absolutely stocked w
…see more

Price per night from

$173

Responds fast!
avg. 1 hour 36 minutes

Price per night from

$173

Distance approx 10.12 km from Afton

24

NEW! Cozy Wintergreen Resort Home - Walk to Lifts!

Virginia / Wintergreen

Wintergreen townhouse

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$161

Responds fast!
avg. 7 minutes

Price per night from

$161

Distance approx 12.79 km from Afton

(7) Excellent 

28

Civil War Cabin Built by Confederate Soldier in Blue Ridge Mountains

Virginia / Charlottesville

Charlottesville log cabin

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“Serene cabin near running creek” Dear Stan, We had a wonderful stay last month in the logwood cabin, that dates back to the Civil War. It was a very unique cabin with a homely, quaint feel. There was a lovely little fireplace and the cabin felt ver
…see more

Price per night from

$183

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$183

Distance approx 4.59 km from Afton Show on Map

(24) Excellent 

21

Afton Cottage: UVA, Monticello, Hiking, Wineries, Breweries.

Virginia / Charlottesville

Charlottesville cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“Great at-home feel” This is a great place in the quiet of the country, birds (and squirrels) in the birdfeeders on the porch, hawks (and buzzards) overhead, and sometimes deer grazing in the back yard. A lovely retreat in the woods but close to Charlo
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Price per night from

$253

Price per night from

$253

Distance approx 15.31 km from Afton

(1) Excellent 

15

Minutes from UVA; Feel Like You're in the Country

Virginia / Charlottesville

Charlottesville house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly

Price per night from

$718

Price per night from

$718

Distance approx 11.08 km from Afton

(1) Excellent 

20

Secluded 2BR Pet-Friendly Cabin on Mountain Stream-Screen Porch

Virginia / Wintergreen

Wintergreen log cabin

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“Great get away for us and our dog!” Wonderful cabin, great location! Cabin was spotless, and well appointed. Loved the gas fireplace and screened porch. Can't wait to return to Cabin Creekwood!
…see more

Price per night from

$172

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$172

Distance approx 9.49 km from Afton

(17) Excellent 

Certificate of Excellence

20

The Bear Dance Cabin at Wintergreen

Virginia / Wintergreen

Wintergreen log cabin

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Very nice accomidations, close to resort & slopes” The cabin is adorable & cozy. Even though it has a cabin feel, the bathrooms and kitchen are very nice and you don't feel like you're "roughing it" at all. The place a newer build, so it feels very cl
…see more

Certificate of Excellence

Price per night from

$201

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$201

Distance approx 10.04 km from Afton

(5) Excellent 

Certificate of Excellence

15

TREELOFT- in the snow drift!

Virginia / Wintergreen

Wintergreen house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Certificate of Excellence

Price per night from

$448

Responds fast!
avg. 12 minutes

Price per night from

$448

Distance approx 18.15 km from Afton

(1) Excellent 

11

Charlottesville Lake and Mtn B and B

Virginia / Charlottesville

Charlottesville house

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$345

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$345

Distance approx 12.8 km from Afton

(4) Very Good 

36

On A Mountain Stream, Pet Friendly 3BR - Oakwood

Virginia / Tyro

Tyro house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“vacation” It was a perfect place to come back from long bike ride.
…see more

Price per night from

$206

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$206

Distance approx 9.08 km from Afton

(1) Excellent 

21

The Retreat at Wintergreen

Virginia / Wintergreen

Wintergreen house

4 12 3 nights min

  • 4 bedrooms
  • sleeps 12
  • 3 nights min
  • Ski
  • Child Friendly
  • Private garden

Price per night from

$454

Price per night from

$454

Distance approx 9.1 km from Afton

(2) Excellent 

24

Chestnut Place Mountain Lodge

Virginia / Wintergreen

Wintergreen house

5 15 min stay varies

  • 5 bedrooms
  • sleeps 15
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$632

Responds fast!
avg. 12 minutes

Price per night from

$632

Distance approx 10.78 km from Afton

(10) Excellent 

68

Fit for a KING ( king size beds!)

Virginia / Wintergreen

Wintergreen house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
“Great!” The process of reserving, paying, getting in the house and out of the house was easy and fool-proof!! The house was amazing and the location was perfect. Dawn (the contact for the house) was the most helpful and thoughtful person you could
…see more

Price per night from

$563

Responds fast!
avg. 12 minutes

Price per night from

$563

Distance approx 18.17 km from Afton

16

Cville Overnight

Virginia / Charlottesville

Charlottesville b and b

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$345

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$345

Distance approx 9.03 km from Afton

29

Luxury Custom Home in Wintergreen Resort Area!

Virginia / Wintergreen

Wintergreen house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$305

Responds fast!
avg. 7 minutes

Price per night from

$305

Distance approx 18.86 km from Afton

10

Modern, Convenient, and Comfortable Condo in Charlottesville

Virginia / Charlottesville

Charlottesville apartment

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$172

Price per night from

$172

Distance approx 8.79 km from Afton

(1) Excellent 

32

A Cajun Chalet

Virginia / Wintergreen

Wintergreen house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$563

Responds fast!
avg. 12 minutes

Price per night from

$563

Distance approx 9.59 km from Afton

(1) Excellent 

34

Mountaintop Lodge, Wintergreen Resort

Virginia / Wintergreen

Wintergreen house

9 24 2 nights min

  • 9 bedrooms
  • sleeps 24
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$1,465

Price per night from

$1,465

Distance approx 19.65 km from Afton

21

Avon House in Historic Downtown near the mall, UVA, restaurants & free trolley

Virginia / Charlottesville

Charlottesville house

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$1,260

Price per night from

$1,260

Distance approx 10.12 km from Afton

(1) Excellent 

23

NEW! Cozy Wintergreen Resort Condo w/ Pool Access!

Virginia / Wintergreen

Wintergreen condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$127

Responds fast!
avg. 7 minutes

Price per night from

$127

Distance approx 9.81 km from Afton

24

NEW! Modern Wintergreen Farmhouse - 1 Mi to Resort

Virginia / Wintergreen

Wintergreen condo

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$288

Responds fast!
avg. 7 minutes

Price per night from

$288

Distance approx 14.64 km from Afton

34

NEW! Spacious Staunton Home - 8 Miles to Downtown!

Virginia / Mint Spring

Mint Spring house

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$190

Responds fast!
avg. 7 minutes

Price per night from

$190

Distance approx 15.21 km from Afton

26

❤The Blue HummingBird❤9acre Nature's Hideaway❤Farm Country Getaway❤

Virginia / Staunton

Staunton house

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$143

Price per night from

$143

Distance approx 8.73 km from Afton

26

NEW! Wintergreen Home w/Deck & Community Amenities

Virginia / Wintergreen

Wintergreen house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$282

Responds fast!
avg. 7 minutes

Price per night from

$282

Distance approx 9.82 km from Afton

(3) Very Good 

7

Beautiful Home and Best Value at Wintergreen

Virginia / Roseland

Roseland townhouse

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$431

Price per night from

$431

Distance approx 19.25 km from Afton

24

Twin Locust Getaway

Virginia / Free Union

Free Union house

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$339

Responds fast!
avg. 2 hours 53 minutes

Price per night from

$339