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Berryville Vacation Rentals

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50 rentals in Berryville.
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Riverfront Getaway w/ Breathtaking Views!, vacation rental in Berryville
Riverfront Getaway w/ Breathtaking Views!, vacation rental in Berryville
Riverfront Getaway w/ Breathtaking Views!, vacation rental in Berryville

Riverfront Getaway w/ Breathtaking Views!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Outpost: a rustic respite in the Shenandoah Valley - 4 Tesla Bikes For Use, vacation rental in Berryville
The Outpost: a rustic respite in the Shenandoah Valley - 4 Tesla Bikes For Use, vacation rental in Berryville
The Outpost: a rustic respite in the Shenandoah Valley - 4 Tesla Bikes For Use, vacation rental in Berryville

The Outpost: a rustic respite in the Shenandoah Valley - 4 Tesla Bikes For Use

Rental Home
3 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Historic Manor House on Shenandoah River in Virginia's Wine Country

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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A Restored Wagon Barn On A 1790's Farm, vacation rental in Berryville
A Restored Wagon Barn On A 1790's Farm, vacation rental in Berryville
A Restored Wagon Barn On A 1790's Farm, vacation rental in Berryville

A Restored Wagon Barn On A 1790's Farm

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Charming, Cozy, Secluded Mountain Cabin, vacation rental in Berryville
Charming, Cozy, Secluded Mountain Cabin, vacation rental in Berryville
Charming, Cozy, Secluded Mountain Cabin, vacation rental in Berryville

Charming, Cozy, Secluded Mountain Cabin

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Mill House in Upperville - Cozy  fireplace, outside bonfire - fall is here!, vacation rental in Berryville
The Mill House in Upperville - Cozy  fireplace, outside bonfire - fall is here!, vacation rental in Berryville
The Mill House in Upperville - Cozy  fireplace, outside bonfire - fall is here!, vacation rental in Berryville

The Mill House in Upperville - Cozy fireplace, outside bonfire - fall is here!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Charming Farmhouse on 36 acres in Shenandoah Wine Country, sleeps 14, vacation rental in Berryville
Charming Farmhouse on 36 acres in Shenandoah Wine Country, sleeps 14, vacation rental in Berryville
Charming Farmhouse on 36 acres in Shenandoah Wine Country, sleeps 14, vacation rental in Berryville

Charming Farmhouse on 36 acres in Shenandoah Wine Country, sleeps 14

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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The Countryside Home, vacation rental in Berryville
The Countryside Home, vacation rental in Berryville
The Countryside Home, vacation rental in Berryville

The Countryside Home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxurious Chalet, Incredible Views, Stunning Sunsets, Plus Scrapbooking Center, vacation rental in Berryville
Luxurious Chalet, Incredible Views, Stunning Sunsets, Plus Scrapbooking Center, vacation rental in Berryville
Luxurious Chalet, Incredible Views, Stunning Sunsets, Plus Scrapbooking Center, vacation rental in Berryville

Luxurious Chalet, Incredible Views, Stunning Sunsets, Plus Scrapbooking Center

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains, vacation rental in Berryville
Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains, vacation rental in Berryville
Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains, vacation rental in Berryville

Beautiful Historic Home Overlooking Shenandoah River and Blue Ridge Mountains

Rental Home
4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
More info
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Gorgeous English Hunt Country Cottage, vacation rental in Berryville
Gorgeous English Hunt Country Cottage, vacation rental in Berryville
Gorgeous English Hunt Country Cottage, vacation rental in Berryville

Gorgeous English Hunt Country Cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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City Charmer near Historic OldTown Winchester., vacation rental in Berryville
City Charmer near Historic OldTown Winchester., vacation rental in Berryville
City Charmer near Historic OldTown Winchester., vacation rental in Berryville

City Charmer near Historic OldTown Winchester.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries, vacation rental in Berryville
Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries, vacation rental in Berryville
Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries, vacation rental in Berryville

Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Perfect Hunt Box in Clarke Co.  Minutes to Upperville and Middleburg., vacation rental in Berryville
Perfect Hunt Box in Clarke Co.  Minutes to Upperville and Middleburg., vacation rental in Berryville
Perfect Hunt Box in Clarke Co.  Minutes to Upperville and Middleburg., vacation rental in Berryville

Perfect Hunt Box in Clarke Co. Minutes to Upperville and Middleburg.

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Stunning 3 BR/ 2 BA Mountainside Chalet, vacation rental in Berryville
Stunning 3 BR/ 2 BA Mountainside Chalet, vacation rental in Berryville
Stunning 3 BR/ 2 BA Mountainside Chalet, vacation rental in Berryville

Stunning 3 BR/ 2 BA Mountainside Chalet

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Breathtaking views  with an  indoor private pool, come escape with us, vacation rental in Berryville
Breathtaking views  with an  indoor private pool, come escape with us, vacation rental in Berryville
Breathtaking views  with an  indoor private pool, come escape with us, vacation rental in Berryville

Breathtaking views with an indoor private pool, come escape with us

Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
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2nd Floor, Efficiency, Private Entrance, vacation rental in Berryville
2nd Floor, Efficiency, Private Entrance, vacation rental in Berryville
2nd Floor, Efficiency, Private Entrance, vacation rental in Berryville

2nd Floor, Efficiency, Private Entrance

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Colonial Getaway Near Old Town Historic Winchester, vacation rental in Berryville
Colonial Getaway Near Old Town Historic Winchester, vacation rental in Berryville
Colonial Getaway Near Old Town Historic Winchester, vacation rental in Berryville

Colonial Getaway Near Old Town Historic Winchester

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Romantic Shabby Chic Cottage on 5 Acre Property Near Wineries and Blue Ridge Mts, vacation rental in Berryville
Romantic Shabby Chic Cottage on 5 Acre Property Near Wineries and Blue Ridge Mts, vacation rental in Berryville
Romantic Shabby Chic Cottage on 5 Acre Property Near Wineries and Blue Ridge Mts, vacation rental in Berryville

Romantic Shabby Chic Cottage on 5 Acre Property Near Wineries and Blue Ridge Mts

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Quiet Mountain Getaway Minutes from Hiking and Wineries!, vacation rental in Berryville
Quiet Mountain Getaway Minutes from Hiking and Wineries!, vacation rental in Berryville
Quiet Mountain Getaway Minutes from Hiking and Wineries!, vacation rental in Berryville

Quiet Mountain Getaway Minutes from Hiking and Wineries!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Romantic, Secluded, Rustic Mtn. Cabin in the Woods, vacation rental in Berryville
Romantic, Secluded, Rustic Mtn. Cabin in the Woods, vacation rental in Berryville
Romantic, Secluded, Rustic Mtn. Cabin in the Woods, vacation rental in Berryville

Romantic, Secluded, Rustic Mtn. Cabin in the Woods

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Stunning Mountain, Vista, and Sunset Views; Theatre, Banquet Hall, vacation rental in Berryville
Stunning Mountain, Vista, and Sunset Views; Theatre, Banquet Hall, vacation rental in Berryville
Stunning Mountain, Vista, and Sunset Views; Theatre, Banquet Hall, vacation rental in Berryville

Stunning Mountain, Vista, and Sunset Views; Theatre, Banquet Hall

Rental Home
7 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
More info
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Cozy Cabin Hidden Away on a Lake!, vacation rental in Berryville
Cozy Cabin Hidden Away on a Lake!, vacation rental in Berryville
Cozy Cabin Hidden Away on a Lake!, vacation rental in Berryville

Cozy Cabin Hidden Away on a Lake!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Historic Mountain Cottage at Blue Ridge Overlook, vacation rental in Berryville
Historic Mountain Cottage at Blue Ridge Overlook, vacation rental in Berryville
Historic Mountain Cottage at Blue Ridge Overlook, vacation rental in Berryville

Historic Mountain Cottage at Blue Ridge Overlook

Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301, vacation rental in Berryville
Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301, vacation rental in Berryville
Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301, vacation rental in Berryville

Quiet Renovated Historic Condo Above Abolitionist Ale Works w/ Washer Dryer #301

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Ruby Summit Point - Your Home at the Track, vacation rental in Berryville
Ruby Summit Point - Your Home at the Track, vacation rental in Berryville
Ruby Summit Point - Your Home at the Track, vacation rental in Berryville

Ruby Summit Point - Your Home at the Track

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Shannondale Lake House, vacation rental in Berryville
Shannondale Lake House, vacation rental in Berryville
Shannondale Lake House, vacation rental in Berryville

Shannondale Lake House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Dome Of Your Dreams!, vacation rental in Berryville
Dome Of Your Dreams!, vacation rental in Berryville
Dome Of Your Dreams!, vacation rental in Berryville

Dome Of Your Dreams!

Rental Home
2 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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2 Bed Historic Condo w Laundry * Abolitionist Ale Works Charles Town #300, vacation rental in Berryville
2 Bed Historic Condo w Laundry * Abolitionist Ale Works Charles Town #300, vacation rental in Berryville
2 Bed Historic Condo w Laundry * Abolitionist Ale Works Charles Town #300, vacation rental in Berryville

2 Bed Historic Condo w Laundry * Abolitionist Ale Works Charles Town #300

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Cozy Apt in Harpers Ferry by the lake!, vacation rental in Berryville
Cozy Apt in Harpers Ferry by the lake!, vacation rental in Berryville
Cozy Apt in Harpers Ferry by the lake!, vacation rental in Berryville

Cozy Apt in Harpers Ferry by the lake!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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1200 SqFt Condo Above Abolitionist Ale Works Charles Town w/ Laundry & Deck #201, vacation rental in Berryville
1200 SqFt Condo Above Abolitionist Ale Works Charles Town w/ Laundry & Deck #201, vacation rental in Berryville
1200 SqFt Condo Above Abolitionist Ale Works Charles Town w/ Laundry & Deck #201, vacation rental in Berryville

1200 SqFt Condo Above Abolitionist Ale Works Charles Town w/ Laundry & Deck #201

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202, vacation rental in Berryville
Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202, vacation rental in Berryville
Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202, vacation rental in Berryville

Private Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #202

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Love Cottage in Harpers Ferry by the lake!, vacation rental in Berryville
The Love Cottage in Harpers Ferry by the lake!, vacation rental in Berryville
The Love Cottage in Harpers Ferry by the lake!, vacation rental in Berryville

The Love Cottage in Harpers Ferry by the lake!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Blueridge Cabin!, vacation rental in Berryville
The Blueridge Cabin!, vacation rental in Berryville
The Blueridge Cabin!, vacation rental in Berryville

The Blueridge Cabin!

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Large Modern House in Virginia Wine Country, vacation rental in Berryville
Large Modern House in Virginia Wine Country, vacation rental in Berryville
Large Modern House in Virginia Wine Country, vacation rental in Berryville

Large Modern House in Virginia Wine Country

Rental Home
7 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Charming home in Charles Town, vacation rental in Berryville
Charming home in Charles Town, vacation rental in Berryville
Charming home in Charles Town, vacation rental in Berryville

Charming home in Charles Town

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Lake View Retreat - Contemporary Cottage Near a Peaceful Lake!, vacation rental in Berryville
Lake View Retreat - Contemporary Cottage Near a Peaceful Lake!, vacation rental in Berryville
Lake View Retreat - Contemporary Cottage Near a Peaceful Lake!, vacation rental in Berryville

Lake View Retreat - Contemporary Cottage Near a Peaceful Lake!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Private One Bedroom Condo in Historic Downtown Charles Town Above Microbrewery, vacation rental in Berryville
Private One Bedroom Condo in Historic Downtown Charles Town Above Microbrewery, vacation rental in Berryville
Private One Bedroom Condo in Historic Downtown Charles Town Above Microbrewery, vacation rental in Berryville

Private One Bedroom Condo in Historic Downtown Charles Town Above Microbrewery

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Private Historic 2 Bedroom Condo in Heart of Downtown Charles Town #200, vacation rental in Berryville
Private Historic 2 Bedroom Condo in Heart of Downtown Charles Town #200, vacation rental in Berryville
Private Historic 2 Bedroom Condo in Heart of Downtown Charles Town #200, vacation rental in Berryville

Private Historic 2 Bedroom Condo in Heart of Downtown Charles Town #200

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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2 Bed Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #200, vacation rental in Berryville
2 Bed Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #200, vacation rental in Berryville
2 Bed Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #200, vacation rental in Berryville

2 Bed Downtown Charles Town Condo w/ Laundry Above Abolitionist Ale Works #200

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Clean, neat, peace and quiet, vacation rental in Berryville
Clean, neat, peace and quiet, vacation rental in Berryville
Clean, neat, peace and quiet, vacation rental in Berryville

Clean, neat, peace and quiet

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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ANS Inn has clean, spacious rooms located on 5 acres with little traffic., vacation rental in Berryville
ANS Inn has clean, spacious rooms located on 5 acres with little traffic., vacation rental in Berryville
ANS Inn has clean, spacious rooms located on 5 acres with little traffic., vacation rental in Berryville

ANS Inn has clean, spacious rooms located on 5 acres with little traffic.

Rental Home
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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ANS Inn and Suites, vacation rental in Berryville
ANS Inn and Suites, vacation rental in Berryville
ANS Inn and Suites, vacation rental in Berryville

ANS Inn and Suites

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Travelers Rest in Harpers Ferry by the lake, vacation rental in Berryville
The Travelers Rest in Harpers Ferry by the lake, vacation rental in Berryville
The Travelers Rest in Harpers Ferry by the lake, vacation rental in Berryville

The Travelers Rest in Harpers Ferry by the lake

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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2 Bed Condo w Laundry Above Abolitionist Ale Works in Historic Charles Town #301, vacation rental in Berryville
2 Bed Condo w Laundry Above Abolitionist Ale Works in Historic Charles Town #301, vacation rental in Berryville
2 Bed Condo w Laundry Above Abolitionist Ale Works in Historic Charles Town #301, vacation rental in Berryville

2 Bed Condo w Laundry Above Abolitionist Ale Works in Historic Charles Town #301

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Large 2 Bedroom Condo Above Abolitionist Ale Works w/ Laundry & Balcony #201, vacation rental in Berryville
Large 2 Bedroom Condo Above Abolitionist Ale Works w/ Laundry & Balcony #201, vacation rental in Berryville
Large 2 Bedroom Condo Above Abolitionist Ale Works w/ Laundry & Balcony #201, vacation rental in Berryville

Large 2 Bedroom Condo Above Abolitionist Ale Works w/ Laundry & Balcony #201

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Historic 2 Bed Condo at Abolitionist Ale Works w/ Laundry & Balcony #300 , vacation rental in Berryville
Historic 2 Bed Condo at Abolitionist Ale Works w/ Laundry & Balcony #300 , vacation rental in Berryville
Historic 2 Bed Condo at Abolitionist Ale Works w/ Laundry & Balcony #300 , vacation rental in Berryville

Historic 2 Bed Condo at Abolitionist Ale Works w/ Laundry & Balcony #300

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Cabin w Hot Tub, Deck/Grill, Game Room,WiFi!, vacation rental in Berryville
Cabin w Hot Tub, Deck/Grill, Game Room,WiFi!, vacation rental in Berryville
Cabin w Hot Tub, Deck/Grill, Game Room,WiFi!, vacation rental in Berryville

Cabin w Hot Tub, Deck/Grill, Game Room,WiFi!

Cabin
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Brookfield Corporate Apartments, vacation rental in Berryville
Brookfield Corporate Apartments, vacation rental in Berryville
Brookfield Corporate Apartments, vacation rental in Berryville

Brookfield Corporate Apartments

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Executive Suites and Lofts, vacation rental in Berryville
Executive Suites and Lofts, vacation rental in Berryville
Executive Suites and Lofts, vacation rental in Berryville

Executive Suites and Lofts

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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