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Montebello Holiday Rentals

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50 rentals in Montebello.
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Couples Mountain Retreat in Blue Ridge Mountains, holiday rental in Montebello

Couples Mountain Retreat in Blue Ridge Mountains

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Rustic Mountain Retreat-bear Paw-Sleeps 4, holiday rental in Montebello

Rustic Mountain Retreat-bear Paw-Sleeps 4

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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White Rock Cabin, On The Tye River ( see covid note in description), holiday rental in Montebello

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 Montebello

Mountain Getaway-Deer Run-Sleeps 4

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Waterfall Cabin Estate on the Tye River, holiday rental in Montebello

The Waterfall Cabin Estate on the Tye River

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Second Creek Farm near  Blue Ridge Parkway in Virg, holiday rental in Montebello

Second Creek Farm near Blue Ridge Parkway in Virg

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Cozy 'Nonny Cottage' Near Appalachian Trail!, holiday rental in Montebello

NEW! Cozy 'Nonny Cottage' Near Appalachian Trail!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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High Lonesome Cabin...Elevate Your Soul!  Peaceful Seclusion, holiday rental in Montebello

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Family-Friendly Mountain Home…Shenandoah Valley & golf course views., holiday rental in Montebello

Spacious Family-Friendly Mountain Home…Shenandoah Valley & golf course views.

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Family Time, Ski/tube, Hike, Swimming, Parking Pass, Great Restaurants & more!, holiday rental in Montebello

Family Time, Ski/tube, Hike, Swimming, Parking Pass, Great Restaurants & more!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Creekside historic log cabin with all modern amenities at historic Wade's Mill, holiday rental in Montebello

Creekside historic log cabin with all modern amenities at historic Wade's Mill

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Hilltop Home. Amazing Views. Curated for Couples., holiday rental in Montebello

Hilltop Home. Amazing Views. Curated for Couples.

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Virginia Blue Ridge Mountains - Wintergreen Resort/Devils Knob, holiday rental in Montebello

Virginia Blue Ridge Mountains - Wintergreen Resort/Devils Knob

5 bedrooms
6 bathrooms
Sleeps 11
Match: Sleeps
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Wintergreen VA, 4 Season Resort Vacation Rental, holiday rental in Montebello

Wintergreen VA, 4 Season Resort Vacation Rental

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Creek Front Property! Spicewood Cabin Near Wintergreen and Crabtree Falls, holiday rental in Montebello

Creek Front Property! Spicewood Cabin Near Wintergreen and Crabtree Falls

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Retreat on the Piney River.  Relaxing Blue Ridge Mountain, holiday rental in Montebello

Waterfront Retreat on the Piney River. Relaxing Blue Ridge Mountain

5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newly Renovated 5-BR Home with Unbeatable Views at the Top of Wintergreen, holiday rental in Montebello

Newly Renovated 5-BR Home with Unbeatable Views at the Top of Wintergreen

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Mountain Escape at 'Wine-tergreen' Condo, holiday rental in Montebello

Mountain Escape at 'Wine-tergreen' Condo

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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'SERENITY 4 ALL SEASONS', holiday rental in Montebello

'SERENITY 4 ALL SEASONS'

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Mountain Getaway on 151 Brew Ridge Trail., holiday rental in Montebello

Mountain Getaway on 151 Brew Ridge Trail.

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Best 2 Bd 2 Baths in Wintergreen, holiday rental in Montebello

Best 2 Bd 2 Baths in Wintergreen

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Luxury Mountain Cabin: Enjoy this view from the deck! Green Oak Cabin, holiday rental in Montebello

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Long term rentals available - Pets Free! Early December Weekly Special-$650!, holiday rental in Montebello

Long term rentals available - Pets Free! Early December Weekly Special-$650!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Natural Snow, Let's Go!, holiday rental in Montebello

Natural Snow, Let's Go!

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Walk to slopes and Market. Close and yet secluded., holiday rental in Montebello

Walk to slopes and Market. Close and yet secluded.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Tall Oaks Near the Slopes, holiday rental in Montebello

Tall Oaks Near the Slopes

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fabulous Mountain View in 4 Bedroom Retreat at Wintergreen-Winter getaway!!, holiday rental in Montebello

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Large Luxury Wintergreen Cabin, holiday rental in Montebello

Large Luxury Wintergreen Cabin

6 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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Blueberry Hill Farm in Historic Shenandoah Valley, holiday rental in Montebello

Blueberry Hill Farm in Historic Shenandoah Valley

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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House at Wintergreen! Book now for your Winter getaway!!, holiday rental in Montebello

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

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Mountain Home, Wintergreen Resort, Near Everything, Pet Friendly, Seasonal Views, holiday rental in Montebello

Mountain Home, Wintergreen Resort, Near Everything, Pet Friendly, Seasonal Views

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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*Having cabin fever at home?* Come stay at our cabin!, holiday rental in Montebello

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

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bear Necessities Cabin, holiday rental in Montebello

Bear Necessities Cabin

1 bedroom
3 bathrooms
Sleeps 8
Match: Sleeps
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Rose Cottage at Steeles Tavern, holiday rental in Montebello

Rose Cottage at Steeles Tavern

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Riverfront Retreat, holiday rental in Montebello

Romantic Riverfront Retreat

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Close to the Nature foundation. Brand new floors.  No stairs!, holiday rental in Montebello

Close to the Nature foundation. Brand new floors. No stairs!

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

Cottage at Massies Mill & the Blue Ridge Mountains

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

Escape to Campbell's Creek

2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Cozy, Clean and Convenient Mountain Condo - King Bed & Dog Friendly, holiday rental in Montebello

Cozy, Clean and Convenient Mountain Condo - King Bed & Dog Friendly

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Bearway to Heaven: Amazing Views For 2, holiday rental in Montebello

Bearway to Heaven: Amazing Views For 2

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Dogwood Haven, holiday rental in Montebello

Dogwood Haven

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Wintergreen Resort Cabin w/Deck-Small Dogs Allowed, holiday rental in Montebello

Wintergreen Resort Cabin w/Deck-Small Dogs Allowed

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Prvt Cabin w/Hot Tub, Mins to Wintergreen Rst, holiday rental in Montebello

Prvt Cabin w/Hot Tub, Mins to Wintergreen Rst

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Mountain Retreat with Radiant Floor Heat - Dog Friendly, holiday rental in Montebello

Cozy Mountain Retreat with Radiant Floor Heat - Dog Friendly

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Blue Ridge Home with Mtn Views & On-Site Skiing!, holiday rental in Montebello

Blue Ridge Home with Mtn Views & On-Site Skiing!

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Mountaintop Wintergreen Resort Home w/ Deck+Views!, holiday rental in Montebello

Mountaintop Wintergreen Resort Home w/ Deck+Views!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Mountaintop Home in Wintergreen, Walk to Ski Lift, holiday rental in Montebello

Mountaintop Home in Wintergreen, Walk to Ski Lift

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wintergreen Family Ski Retreat w/ Fireplace & View, holiday rental in Montebello

Wintergreen Family Ski Retreat w/ Fireplace & View

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Cozy Wintergreen Resort Home w/ Fire Pit!, holiday rental in Montebello

NEW! Cozy Wintergreen Resort Home w/ Fire Pit!

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

Cozy 'Hillside Hideaway' in Wintergreen Resort!

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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