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Holiday Rentals in Massies Mill

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50 rentals in Massies Mill.
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Waterfront Retreat on the Piney River.  Relaxing Blue Ridge Mountain, holiday rental in Massies Mill

Waterfront Retreat on the Piney River. Relaxing Blue Ridge Mountain

5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cottage at Massies Mill & the Blue Ridge Mountains, holiday rental in Massies Mill

Cottage at Massies Mill & the Blue Ridge Mountains

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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High Lonesome Cabin...Elevate Your Soul!  Peaceful Seclusion, holiday rental in Massies Mill

High Lonesome Cabin...Elevate Your Soul! Peaceful Seclusion

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Walk to slopes/Mountain Inn, holiday rental in Massies Mill

Walk to slopes/Mountain Inn

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Couples Mountain Retreat in Blue Ridge Mountains, holiday rental in Massies Mill

Couples Mountain Retreat in Blue Ridge Mountains

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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White Rock Cabin, On The Tye River ( see covid note in description), holiday rental in Massies Mill

White Rock Cabin, On The Tye River ( see covid note in description)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Mountain Getaway-Deer Run-Sleeps 4, holiday rental in Massies Mill

Mountain Getaway-Deer Run-Sleeps 4

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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SPECIAL CRAZY WEATHER SPECIAL $175 for FRI and Sat $125 Mon-Thur, holiday rental in Massies Mill

SPECIAL CRAZY WEATHER SPECIAL $175 for FRI and Sat $125 Mon-Thur

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Farmhouse On 11 Heavenly Acres, holiday rental in Massies Mill

Beautiful Farmhouse On 11 Heavenly Acres

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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2 Bdrm Condo - Mountain Views, Great for Skiing & Pet Friendly, holiday rental in Massies Mill

2 Bdrm Condo - Mountain Views, Great for Skiing & Pet Friendly

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Virginia Blue Ridge Mountains - Wintergreen Resort/Devils Knob, holiday rental in Massies Mill

Virginia Blue Ridge Mountains - Wintergreen Resort/Devils Knob

5 bedrooms
6 bathrooms
Sleeps 11
Match: Sleeps
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Creek Front Property! Spicewood Cabin Near Wintergreen and Crabtree Falls, holiday rental in Massies Mill

Creek Front Property! Spicewood Cabin Near Wintergreen and Crabtree Falls

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rustic Mountain Retreat-bear Paw-Sleeps 4, holiday rental in Massies Mill

Rustic Mountain Retreat-bear Paw-Sleeps 4

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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FANTASTIC Mountain and Valley Views from house and deck!!, holiday rental in Massies Mill

FANTASTIC Mountain and Valley Views from house and deck!!

5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Historical Dogtrot Chestnut  Log House, holiday rental in Massies Mill

Historical Dogtrot Chestnut Log House

2 bedrooms
1 bathroom
Sleeps 4
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Beautiful views of mountains on 100 acres, holiday rental in Massies Mill

Beautiful views of mountains on 100 acres

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Mountain Cabin: Enjoy this view from the deck! Green Oak Cabin, holiday rental in Massies Mill

Luxury Mountain Cabin: Enjoy this view from the deck! Green Oak Cabin

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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surrounded by mountains, rivers breweries , cideries, wineries, the AT and BRP, holiday rental in Massies Mill

surrounded by mountains, rivers breweries , cideries, wineries, the AT and BRP

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mountain Getaway on 151 Brew Ridge Trail., holiday rental in Massies Mill

Mountain Getaway on 151 Brew Ridge Trail.

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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'Swiss Chalet' Updated, Modern & Ready! Join us for your winter retreat., holiday rental in Massies Mill

'Swiss Chalet' Updated, Modern & Ready! Join us for your winter retreat.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Your Secluded, Private Retreat Complete with Hot Tub!, holiday rental in Massies Mill

Your Secluded, Private Retreat Complete with Hot Tub!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Best views on Mountain!  BOOK NOW! Guest Passes!, holiday rental in Massies Mill

Best views on Mountain! BOOK NOW! Guest Passes!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Walk to slopes and Market. Close and yet secluded., holiday rental in Massies Mill

Walk to slopes and Market. Close and yet secluded.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Three Ridges Haven- Devils Backbone Brewing Company, holiday rental in Massies Mill

Three Ridges Haven- Devils Backbone Brewing Company

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Fabulous Mountain View in 4 Bedroom Retreat at Wintergreen-Winter getaway!!, holiday rental in Massies Mill

Fabulous Mountain View in 4 Bedroom Retreat at Wintergreen-Winter getaway!!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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House at Wintergreen! Book now for your Winter getaway!!, holiday rental in Massies Mill

House at Wintergreen! Book now for your Winter getaway!!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Large Luxury Wintergreen Cabin, holiday rental in Massies Mill

Large Luxury Wintergreen Cabin

6 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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A Cozy Mountain Home with Designer Decor, holiday rental in Massies Mill

A Cozy Mountain Home with Designer Decor

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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100 yards to Tyro slope Nestled in the woods, holiday rental in Massies Mill

100 yards to Tyro slope Nestled in the woods

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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The Waterfall Cabin Estate on the Tye River, holiday rental in Massies Mill

The Waterfall Cabin Estate on the Tye River

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Walk to Inn, Hot Tub, Wifi, holiday rental in Massies Mill

Walk to Inn, Hot Tub, Wifi

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Tall Oaks Near the Slopes, holiday rental in Massies Mill

Tall Oaks Near the Slopes

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fleetwood (c. 1809) - A renovated landmark, holiday rental in Massies Mill

Fleetwood (c. 1809) - A renovated landmark

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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*Having cabin fever at home?* Come stay at our cabin!, holiday rental in Massies Mill

*Having cabin fever at home?* Come stay at our cabin!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Nelson County Farmhouse, holiday rental in Massies Mill

Nelson County Farmhouse

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Romantic Riverfront Retreat, holiday rental in Massies Mill

Romantic Riverfront Retreat

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Second Creek Farm near  Blue Ridge Parkway in Virg, holiday rental in Massies Mill

Second Creek Farm near Blue Ridge Parkway in Virg

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Escape to Campbell's Creek, holiday rental in Massies Mill

Escape to Campbell's Creek

2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Dogwood Haven, holiday rental in Massies Mill

Dogwood Haven

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lovingston Get-Away, holiday rental in Massies Mill

Lovingston Get-Away

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Wintergreen Cabin Near Mountain Inn & Slopes!, holiday rental in Massies Mill

Cozy Wintergreen Cabin Near Mountain Inn & Slopes!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful decor/ Wintergreen home/ Walk to slopes, holiday rental in Massies Mill

Beautiful decor/ Wintergreen home/ Walk to slopes

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy 'Hillside Hideaway' in Wintergreen Resort!, holiday rental in Massies Mill

Cozy 'Hillside Hideaway' in Wintergreen Resort!

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Large Hillside Home w/ Spacious Deck & Game Room!, holiday rental in Massies Mill

Large Hillside Home w/ Spacious Deck & Game Room!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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A-Frame Cabin w/Grill, Steps to Wintergreen Slopes, holiday rental in Massies Mill

A-Frame Cabin w/Grill, Steps to Wintergreen Slopes

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Wintergreen Resort Home w/ 2 Decks & Grill!, holiday rental in Massies Mill

NEW! Wintergreen Resort Home w/ 2 Decks & Grill!

3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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New! Mountaintop Home in Wintergreen, Walk to Lift, holiday rental in Massies Mill

New! Mountaintop Home in Wintergreen, Walk to Lift

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Wintergreen Home - Half Mile to Slopes!, holiday rental in Massies Mill

Spacious Wintergreen Home - Half Mile to Slopes!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Mountain Escape: < 1 Mi Walk to Wintergreen Resort, holiday rental in Massies Mill

Mountain Escape: < 1 Mi Walk to Wintergreen Resort

6 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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NEW! Cozy Home: Resort Access & Fire Pit!, holiday rental in Massies Mill

NEW! Cozy Home: Resort Access & Fire Pit!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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