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68 Houses

(12) Excellent 

22

Blueberry Hill Farm in Historic Shenandoah Valley

Virginia / Staunton

Staunton apartment

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Car not necessary
  • Air conditioning
“Excellent "headquarter" for exploring Shenandoah” We stayed for a week and was very satisfied with both location and the room and its facilities. Their was always a nice place to sit outside and enjoy the landscape or read regardless of the weather -
…see more

Price per night from

$103

Price per night from

$103

(4) Very Good 

23

Pet-Friendly Secluded Mountain Cabin by Pool - Rockwood

Virginia / Staunton

Staunton log cabin

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“Great place to stay close to Blue Ridge Parkway” This is a nice quiet place to stay that is just a couple minutes down the hill from the Blue Ridge Parkway.
…see more

Price per night from

$148

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$148

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

$142

Price per night from

$142

Great rentals within 20 miles that match your search

Distance approx 17.83 km from Staunton Show on Map

(5) Excellent 

26

Romantic, Pet-Friendly Cabin in Blue Ridge Mountains - Barnwood

Virginia / Tyro

Tyro log cabin

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“Peaceful and Beautiful” My husband, 8 month old son, and I took our best friend for a weekend of relaxation before she left to go into some difficult and strenuous work for the summer. It was the perfect place for us all to go. The house was adorable
…see more

Price per night from

$147

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$147

Distance approx 18 km from Staunton Show on Map

(1) Excellent 

39

Central Wintergreen Home - 70 Steps to Ski Slopes!

Virginia / Wintergreen

Wintergreen house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$397

Responds fast!
avg. 39 minutes

Price per night from

$397

Distance approx 19.25 km from Staunton Show on Map

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 18.01 km from Staunton Show on Map

27

Updated Wintergreen Resort Home w/ Mountain Views!

Virginia / Wintergreen

Wintergreen house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$241

Responds fast!
avg. 28 minutes

Price per night from

$241

Distance approx 11.32 km from Staunton

(4) Very Good 

8

Spacious house located in Shenandoah Valley

Virginia / Waynesboro

Waynesboro house

4 6 2 nights min

  • 4 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 338 mi
  • Child Friendly
  • Car not necessary

Price per night from

$103

Price per night from

$103

Distance approx 9.37 km from Staunton Show on Map

(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

$287

Price per night from

$287

Distance approx 17.06 km from Staunton Show on Map

(1) Excellent 

10

Cozy and Clean Resort Condo - New Ownership and listed for the first time!

Virginia / Wintergreen

Wintergreen condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 265 mi
  • Ski
  • Child Friendly

Price per night from

$102

Price per night from

$102

Distance approx 17.92 km from Staunton Show on Map

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

$218

Responds fast!
avg. 39 minutes

Price per night from

$218

Distance approx 19.71 km from Staunton

(5) Excellent 

37

The Warren | Country Home - 1 Mile from King Family Vineyards in Lovely Crozet

Virginia / Charlottesville

Charlottesville house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“Amazing views, country comfort, updated amenities” Stayed at The Warren with 5 other girls for a bachelorette weekend, and we can't wait for our next trip back! The house has a definitely country charm, but the plumbing, heat, appliances, and bathroom
…see more

Price per night from

$557

Price per night from

$557

Distance approx 16.61 km from Staunton Show on Map

(9) Excellent 

22

Pet Friendly 2BR Cabin in Blue Ridge Mtns of VA

Virginia / Waynesboro

Waynesboro log cabin

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“The best vacation ever!” I hesitate to rave about Cabin Mountainwood for fear that it won't be available for our next visit. But I must be truthful... My husband, our dog Jenny and I had the most wonderful, carefree 5 days of our lives. We fished.
…see more

Price per night from

$148

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$148

Distance approx 17.05 km from Staunton Show on Map

(3) Very Good 

16

Down On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities

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

$115

Price per night from

$115

Distance approx 16.58 km from Staunton Show on Map

(4) Excellent 

19

Pet Friendly Virginia Blue Ridge Mountain Cabin Rental-Foxwood

Virginia / Wintergreen

Wintergreen house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“Great mountain getaway!” Conveneintly located near Wintergreen Resort, this is an awesome way to enjoy snowboarding and sking. The cabins are quaint and cozy and the owners are very nice. Especially their Jack Russell Toby! He visits every cabin eve
…see more

Price per night from

$171

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$171

Distance approx 17.68 km from Staunton Show on Map

17

Mountain Escape in the Spring

Virginia / Wintergreen

Wintergreen apartment

2 5 2 nights min

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

Price per night from

$126

Responds fast!
avg. 2 hours 16 minutes

Price per night from

$126

Distance approx 17.01 km from Staunton Show on Map

(2) Excellent 

22

3BR Wintergreen House w/Private Decks!

Virginia / Wintergreen

Wintergreen house

3 8 min stay varies

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

Price per night from

$212

Responds fast!
avg. 39 minutes

Price per night from

$212

Distance approx 16.61 km from Staunton Show on Map

(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

$172

Responds fast!
avg. 1 hour 36 minutes

Price per night from

$172

Distance approx 17.48 km from Staunton Show on Map

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

$172

Price per night from

$172

Distance approx 14.64 km from Staunton Show on Map

(1) Excellent 

25

Lyndhurst Log Cabin on Farm w/Pond+Stocked Stream!

Virginia / Lyndhurst

Lyndhurst log cabin

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$172

Responds fast!
avg. 39 minutes

Price per night from

$172

Distance approx 18.02 km from Staunton Show on Map

22

Dogwood Haven

Virginia / Wintergreen

Wintergreen apartment

2 4 2 nights min

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

Price per night from

$172

Price per night from

$172

Distance approx 19.62 km from Staunton

(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
…see more

Price per night from

$252

Price per night from

$252

Distance approx 18.98 km from Staunton

13

The Lodge in Sugar Hollow

Virginia / Crozet

Crozet house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$458

Price per night from

$458

Distance approx 18.89 km from Staunton Show on Map

(3) Excellent 

17

Rose Cottage at Steeles Tavern

Virginia / Lexington

Lexington house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$184

Responds fast!
avg. 2 hours 57 minutes

Price per night from

$184

Distance approx 17.05 km from Staunton Show on Map

(4) Very Good 

15

Up-On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities

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

$115

Price per night from

$115

Distance approx 16.48 km from Staunton Show on Map

(1) Average 

24

Peaceful Roseland House w/ Loft, Deck & Mtn Views!

Virginia / Wintergreen

Wintergreen house

4 10 min stay varies

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

Price per night from

$327

Responds fast!
avg. 39 minutes

Price per night from

$327

Distance approx 16.68 km from Staunton Show on Map

(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

$453

Price per night from

$453

Distance approx 16.77 km from Staunton Show on Map

(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 17.41 km from Staunton Show on Map

(10) Excellent 

41

CRAZY AMAZING get-a-way! (Crazy, in a GOOD way)

Virginia / Wintergreen

Wintergreen house

5 13 min stay varies

  • 5 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$676

Responds fast!
avg. 12 minutes

Price per night from

$676

Distance approx 14.21 km from Staunton Show on Map

25

FABULOUS FARM GETAWAY

Virginia / Middlebrook

Middlebrook cottage

4 15 1 night min

  • 4 bedrooms
  • sleeps 15
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$172

Price per night from

$172

Distance approx 17.17 km from Staunton

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

Distance approx 16.27 km from Staunton

(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

$1,947

Price per night from

$1,947

Distance approx 16.97 km from Staunton Show on Map

24

NEW! Wintergreen Condo w/Views & Shuttle to Resort

Virginia / Wintergreen

Wintergreen condo

3 8 min stay varies

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

Price per night from

$161

Responds fast!
avg. 9 minutes

Price per night from

$161

Distance approx 16.74 km from Staunton Show on Map

(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

$561

Responds fast!
avg. 12 minutes

Price per night from

$561

Distance approx 16.51 km from Staunton

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

$801

Price per night from

$801

Distance approx 16.86 km from Staunton Show on Map

9

Mountain Retreat

Virginia / Wintergreen

Wintergreen house

5 8 min stay varies

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

Price per night from

$401

Price per night from

$401

Distance approx 17.18 km from Staunton Show on Map

(10) Very Good 

24

Top of the Resort (Discounted Rates Available)

Virginia / Wintergreen

Wintergreen house

6 14 2 nights min

  • 6 bedrooms
  • sleeps 14
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$329

Price per night from

$329

Distance approx 17.19 km from Staunton Show on Map

(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

$430

Price per night from

$430