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Lovingston Holiday Rentals

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50 rentals in Lovingston.
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Beautiful views of mountains on 100 acres, holiday rental in Lovingston

Beautiful views of mountains on 100 acres

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lovingston Get-Away, holiday rental in Lovingston

Lovingston Get-Away

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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High Lonesome Cabin...Elevate Your Soul!  Peaceful Seclusion, holiday rental in Lovingston

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Peace like a river, love like a mountain, holiday rental in Lovingston

Peace like a river, love like a mountain

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 Bdrm Condo - Mountain Views, Great for Skiing & Pet Friendly, holiday rental in Lovingston

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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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SPECIAL CRAZY WEATHER SPECIAL $175 for FRI and Sat $125 Mon-Thur, holiday rental in Lovingston

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 Lovingston

Beautiful Farmhouse On 11 Heavenly Acres

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful newly renovated 3 bedroom/2 bath retreat for all seasons., holiday rental in Lovingston

Beautiful newly renovated 3 bedroom/2 bath retreat for all seasons.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy it all at Berry Hill Lake! Perfect for everyone!, holiday rental in Lovingston

Enjoy it all at Berry Hill Lake! Perfect for everyone!

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Creek Front Property! Spicewood Cabin Near Wintergreen and Crabtree Falls, holiday rental in Lovingston

Creek Front Property! Spicewood Cabin Near Wintergreen and Crabtree Falls

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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FANTASTIC Mountain and Valley Views from house and deck!!, holiday rental in Lovingston

FANTASTIC Mountain and Valley Views from house and deck!!

5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Best views on Mountain!  BOOK NOW! Guest Passes!, holiday rental in Lovingston

Best views on Mountain! BOOK NOW! Guest Passes!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historical Dogtrot Chestnut  Log House, holiday rental in Lovingston

Historical Dogtrot Chestnut Log House

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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surrounded by mountains, rivers breweries , cideries, wineries, the AT and BRP, holiday rental in Lovingston

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Custom Builder just completely  remodeled this Mountain Chalet! ...with Hot Tub!, holiday rental in Lovingston

Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Mountain Cabin: Enjoy this view from the deck! Green Oak Cabin, holiday rental in Lovingston

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

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

Mountain Getaway on 151 Brew Ridge Trail.

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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RNF Virginia's hottest destination getaway!!! Robbin's Nest Farm!!!, holiday rental in Lovingston

RNF Virginia's hottest destination getaway!!! Robbin's Nest Farm!!!

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Newly Remodeled 3BR/2BA Ski Chalet off Tyro Slope, holiday rental in Lovingston

Newly Remodeled 3BR/2BA Ski Chalet off Tyro Slope

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

Your Secluded, Private Retreat Complete with Hot Tub!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cool Mountain, Exclusive Amenities, Private, Safety Fogging/disinfectant extras, holiday rental in Lovingston

Cool Mountain, Exclusive Amenities, Private, Safety Fogging/disinfectant extras

6 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Robbins Nest Farm a Private Retreat Offering Secluded Luxury on the James River, holiday rental in Lovingston

Robbins Nest Farm a Private Retreat Offering Secluded Luxury on the James River

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Three Ridges Haven- Devils Backbone Brewing Company, holiday rental in Lovingston

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 Lovingston

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious valley home in a beautiful setting! Ideal for your family gatherings!, holiday rental in Lovingston

Luxurious valley home in a beautiful setting! Ideal for your family gatherings!

5 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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100 yards to Tyro slope Nestled in the woods, holiday rental in Lovingston

100 yards to Tyro slope Nestled in the woods

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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New! Charming Renovated 1930’s Soapstone Quarry Bungalow, holiday rental in Lovingston

New! Charming Renovated 1930’s Soapstone Quarry Bungalow

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Mountain Oasis- Private Pool!, holiday rental in Lovingston

Mountain Oasis- Private Pool!

7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Wintergreen Apartment for 2-3 couples or a family, holiday rental in Lovingston

Wintergreen Apartment for 2-3 couples or a family

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Fleetwood (c. 1809) - A renovated landmark, holiday rental in Lovingston

Fleetwood (c. 1809) - A renovated landmark

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Nelson County Farmhouse, holiday rental in Lovingston

Nelson County Farmhouse

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cottage at Massies Mill & the Blue Ridge Mountains, holiday rental in Lovingston

Cottage at Massies Mill & the Blue Ridge Mountains

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC, holiday rental in Lovingston

Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Escape to Campbell's Creek, holiday rental in Lovingston

Escape to Campbell's Creek

2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Amazing log cabin on 200 acres overlooking private, holiday rental in Lovingston

Amazing log cabin on 200 acres overlooking private

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Dogwood Haven, holiday rental in Lovingston

Dogwood Haven

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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'5 Peaks' Luxury Wintergreen Resort Home w/Hot Tub, holiday rental in Lovingston

'5 Peaks' Luxury Wintergreen Resort Home w/Hot Tub

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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New Log Home, Private, Beautiful location, River Access, Walk/Hike/Bike/Kayak, holiday rental in Lovingston

New Log Home, Private, Beautiful location, River Access, Walk/Hike/Bike/Kayak

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Wintergreen Cabin Near Mountain Inn & Slopes!, holiday rental in Lovingston

Cozy Wintergreen Cabin Near Mountain Inn & Slopes!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wintergreen Resort Cabin ~ 1/2 Mi to Ski Mountain!, holiday rental in Lovingston

Wintergreen Resort Cabin ~ 1/2 Mi to Ski Mountain!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Large Hillside Home w/ Spacious Deck & Game Room!, holiday rental in Lovingston

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 Lovingston

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wintergreen Resort Home w/ 2 Decks & New Hot Tub, holiday rental in Lovingston

Wintergreen Resort Home w/ 2 Decks & New Hot Tub

3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Spacious Wintergreen Home - Half Mile to Slopes!, holiday rental in Lovingston

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 Lovingston

Mountain Escape: < 1 Mi Walk to Wintergreen Resort

6 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Peaceful Getaway w/ Fire Pit & Views: Ski & Hike!, holiday rental in Lovingston

Peaceful Getaway w/ Fire Pit & Views: Ski & Hike!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Cozy cabin, perfect for couples or the single traveler!, holiday rental in Lovingston

Cozy cabin, perfect for couples or the single traveler!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! Spacious Faber Home w/ Yard, Steps to Winery!, holiday rental in Lovingston

NEW! Spacious Faber Home w/ Yard, Steps to Winery!

4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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NEW! Romantic Log Cabin Escape on Delfosse Winery!, holiday rental in Lovingston

NEW! Romantic Log Cabin Escape on Delfosse Winery!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW! Serene Hideaway w/ Views, 1 Mi to Hike & Ski!, holiday rental in Lovingston

NEW! Serene Hideaway w/ Views, 1 Mi to Hike & Ski!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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