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Holiday Rentals in Lexington

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56 rentals in Lexington.
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Twinleaf Honeymoon Cottage, holiday rental in Lexington
Twinleaf Honeymoon Cottage, holiday rental in Lexington
Twinleaf Honeymoon Cottage, holiday rental in Lexington

Twinleaf Honeymoon Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Inviting Mountain Retreat, holiday rental in Lexington
Inviting Mountain Retreat, holiday rental in Lexington
Inviting Mountain Retreat, holiday rental in Lexington

Inviting Mountain Retreat

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Meadow View Cabin, a deluxe log home near Lexington VA., holiday rental in Lexington
Meadow View Cabin, a deluxe log home near Lexington VA., holiday rental in Lexington
Meadow View Cabin, a deluxe log home near Lexington VA., holiday rental in Lexington

Meadow View Cabin, a deluxe log home near Lexington VA.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Relax at the River House, holiday rental in Lexington
Relax at the River House, holiday rental in Lexington
Relax at the River House, holiday rental in Lexington

Relax at the River House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Guest House overlooking the Valley, holiday rental in Lexington
Guest House overlooking the Valley, holiday rental in Lexington
Guest House overlooking the Valley, holiday rental in Lexington

Guest House overlooking the Valley

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Whitewood Hall in Historic Downtown Lexington, Virginia, holiday rental in Lexington
Whitewood Hall in Historic Downtown Lexington, Virginia, holiday rental in Lexington
Whitewood Hall in Historic Downtown Lexington, Virginia, holiday rental in Lexington

Whitewood Hall in Historic Downtown Lexington, Virginia

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Fun for all ages, holiday rental in Lexington
Fun for all ages, holiday rental in Lexington
Fun for all ages, holiday rental in Lexington

Fun for all ages

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Carol's Cottage- 2 miles from W&L and VMI! Walking distance to Va Horse Center!, holiday rental in Lexington
Carol's Cottage- 2 miles from W&L and VMI! Walking distance to Va Horse Center!, holiday rental in Lexington
Carol's Cottage- 2 miles from W&L and VMI! Walking distance to Va Horse Center!, holiday rental in Lexington

Carol's Cottage- 2 miles from W&L and VMI! Walking distance to Va Horse Center!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L, holiday rental in Lexington
Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L, holiday rental in Lexington
Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L, holiday rental in Lexington

Yurt at Stillhouse Farm *Wifi *Creek *Private *Less than 5 miles from VMI + W&L

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 9
Match: Sleeps
More info
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'Dr. Seuss': Charming Home in Downtown Historic Lexington, holiday rental in Lexington
'Dr. Seuss': Charming Home in Downtown Historic Lexington, holiday rental in Lexington
'Dr. Seuss': Charming Home in Downtown Historic Lexington, holiday rental in Lexington

'Dr. Seuss': Charming Home in Downtown Historic Lexington

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Alone Mill Schoolhouse - Outdoor Lover's Paradise, holiday rental in Lexington
Alone Mill Schoolhouse - Outdoor Lover's Paradise, holiday rental in Lexington
Alone Mill Schoolhouse - Outdoor Lover's Paradise, holiday rental in Lexington

Alone Mill Schoolhouse - Outdoor Lover's Paradise

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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❄️�HOT TUB, Pet friendly, seclusion, WiFi, firepit, relax & unwind now ️��, holiday rental in Lexington
❄️�HOT TUB, Pet friendly, seclusion, WiFi, firepit, relax & unwind now ️��, holiday rental in Lexington
❄️�HOT TUB, Pet friendly, seclusion, WiFi, firepit, relax & unwind now ️��, holiday rental in Lexington

❄️�HOT TUB, Pet friendly, seclusion, WiFi, firepit, relax & unwind now ️��

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Restored 1840 House with Gardens in Historic Downtown, holiday rental in Lexington
Restored 1840 House with Gardens in Historic Downtown, holiday rental in Lexington
Restored 1840 House with Gardens in Historic Downtown, holiday rental in Lexington

Restored 1840 House with Gardens in Historic Downtown

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Walking Distance To Downtown Lexington, Adjacent To W&L, Lenfest Center., holiday rental in Lexington
Walking Distance To Downtown Lexington, Adjacent To W&L, Lenfest Center., holiday rental in Lexington
Walking Distance To Downtown Lexington, Adjacent To W&L, Lenfest Center., holiday rental in Lexington

Walking Distance To Downtown Lexington, Adjacent To W&L, Lenfest Center.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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The Granary at Owl Moon Farm, holiday rental in Lexington
The Granary at Owl Moon Farm, holiday rental in Lexington
The Granary at Owl Moon Farm, holiday rental in Lexington

The Granary at Owl Moon Farm

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Lovely C.1890 Flat with Garden in Historic Downtown, holiday rental in Lexington
Lovely C.1890 Flat with Garden in Historic Downtown, holiday rental in Lexington
Lovely C.1890 Flat with Garden in Historic Downtown, holiday rental in Lexington

Lovely C.1890 Flat with Garden in Historic Downtown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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It's a place that attracts happiness., holiday rental in Lexington
It's a place that attracts happiness., holiday rental in Lexington
It's a place that attracts happiness., holiday rental in Lexington

It's a place that attracts happiness.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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The Castle - c. 1780, holiday rental in Lexington
The Castle - c. 1780, holiday rental in Lexington
The Castle - c. 1780, holiday rental in Lexington

The Castle - c. 1780

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Secluded Log cabin overlooking the Maury River Outside of Lexington , Va, holiday rental in Lexington
Secluded Log cabin overlooking the Maury River Outside of Lexington , Va, holiday rental in Lexington
Secluded Log cabin overlooking the Maury River Outside of Lexington , Va, holiday rental in Lexington

Secluded Log cabin overlooking the Maury River Outside of Lexington , Va

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Southern Comfort And Charm!, holiday rental in Lexington
Southern Comfort And Charm!, holiday rental in Lexington
Southern Comfort And Charm!, holiday rental in Lexington

Southern Comfort And Charm!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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1926 Guest House. Walk to VHC. 2 miles to VMI, W&L, Lex!, holiday rental in Lexington
1926 Guest House. Walk to VHC. 2 miles to VMI, W&L, Lex!, holiday rental in Lexington
1926 Guest House. Walk to VHC. 2 miles to VMI, W&L, Lex!, holiday rental in Lexington

1926 Guest House. Walk to VHC. 2 miles to VMI, W&L, Lex!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
More info
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Gorgeous Lodge-Style Farmhouse with Mountain Views, holiday rental in Lexington
Gorgeous Lodge-Style Farmhouse with Mountain Views, holiday rental in Lexington
Gorgeous Lodge-Style Farmhouse with Mountain Views, holiday rental in Lexington

Gorgeous Lodge-Style Farmhouse with Mountain Views

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Highlands Cabin, 1775 a step Back to Early America, holiday rental in Lexington
Highlands Cabin, 1775 a step Back to Early America, holiday rental in Lexington
Highlands Cabin, 1775 a step Back to Early America, holiday rental in Lexington

Highlands Cabin, 1775 a step Back to Early America

Cabin Holiday Rental
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Deerfield Honeymoon Cottage at Autumn Ridge, holiday rental in Lexington
Deerfield Honeymoon Cottage at Autumn Ridge, holiday rental in Lexington
Deerfield Honeymoon Cottage at Autumn Ridge, holiday rental in Lexington

Deerfield Honeymoon Cottage at Autumn Ridge

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Homestead Cabin, original homestead for the farm, holiday rental in Lexington
Homestead Cabin, original homestead for the farm, holiday rental in Lexington
Homestead Cabin, original homestead for the farm, holiday rental in Lexington

Homestead Cabin, original homestead for the farm

Cabin Holiday Rental
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Guest House, holiday rental in Lexington
The Guest House, holiday rental in Lexington
The Guest House, holiday rental in Lexington

The Guest House

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Old Farm Road.  Spacious house on 10 acres only 1 mile from downtown Lexington, holiday rental in Lexington
Old Farm Road.  Spacious house on 10 acres only 1 mile from downtown Lexington, holiday rental in Lexington
Old Farm Road.  Spacious house on 10 acres only 1 mile from downtown Lexington, holiday rental in Lexington

Old Farm Road. Spacious house on 10 acres only 1 mile from downtown Lexington

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Country retreat near Lexington VA, holiday rental in Lexington
Country retreat near Lexington VA, holiday rental in Lexington
Country retreat near Lexington VA, holiday rental in Lexington

Country retreat near Lexington VA

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Alone Mill Schoolhouse - Outdoor Lovers Paradise, holiday rental in Lexington
Alone Mill Schoolhouse - Outdoor Lovers Paradise, holiday rental in Lexington
Alone Mill Schoolhouse - Outdoor Lovers Paradise, holiday rental in Lexington

Alone Mill Schoolhouse - Outdoor Lovers Paradise

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Writer's Retreat, holiday rental in Lexington
Writer's Retreat, holiday rental in Lexington
Writer's Retreat, holiday rental in Lexington

Writer's Retreat

Cabin Holiday Rental
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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New loft apartment in a working horse barn.  Minutes from Lexington and the VHC., holiday rental in Lexington
New loft apartment in a working horse barn.  Minutes from Lexington and the VHC., holiday rental in Lexington
New loft apartment in a working horse barn.  Minutes from Lexington and the VHC., holiday rental in Lexington

New loft apartment in a working horse barn. Minutes from Lexington and the VHC.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Twin Maple Carriage House, holiday rental in Lexington
Twin Maple Carriage House, holiday rental in Lexington
Twin Maple Carriage House, holiday rental in Lexington

Twin Maple Carriage House

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Michie Shire Farmhouse in Lexington, VA, holiday rental in Lexington
Michie Shire Farmhouse in Lexington, VA, holiday rental in Lexington
Michie Shire Farmhouse in Lexington, VA, holiday rental in Lexington

Michie Shire Farmhouse in Lexington, VA

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cozy, quiet loft on a scenic working horse farm, five minutes from Lexington, holiday rental in Lexington
Cozy, quiet loft on a scenic working horse farm, five minutes from Lexington, holiday rental in Lexington
Cozy, quiet loft on a scenic working horse farm, five minutes from Lexington, holiday rental in Lexington

Cozy, quiet loft on a scenic working horse farm, five minutes from Lexington

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Rose Cottage at Steeles Tavern, holiday rental in Lexington
Rose Cottage at Steeles Tavern, holiday rental in Lexington
Rose Cottage at Steeles Tavern, holiday rental in Lexington

Rose Cottage at Steeles Tavern

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Grand Manor Church Hill at Timber Ridge, holiday rental in Lexington
Grand Manor Church Hill at Timber Ridge, holiday rental in Lexington
Grand Manor Church Hill at Timber Ridge, holiday rental in Lexington

Grand Manor Church Hill at Timber Ridge

Private Room
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
More info
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Stair-Free Lexington Home w/ Blue Ridge Mtn Views!, holiday rental in Lexington
Stair-Free Lexington Home w/ Blue Ridge Mtn Views!, holiday rental in Lexington
Stair-Free Lexington Home w/ Blue Ridge Mtn Views!, holiday rental in Lexington

Stair-Free Lexington Home w/ Blue Ridge Mtn Views!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful and historic Beechenbrook Chapel, adjoining VMI and W&L campuses., holiday rental in Lexington
Beautiful and historic Beechenbrook Chapel, adjoining VMI and W&L campuses., holiday rental in Lexington
Beautiful and historic Beechenbrook Chapel, adjoining VMI and W&L campuses., holiday rental in Lexington

Beautiful and historic Beechenbrook Chapel, adjoining VMI and W&L campuses.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Romantic Secluded Bayberry Cottage for 2, holiday rental in Lexington
Romantic Secluded Bayberry Cottage for 2, holiday rental in Lexington
Romantic Secluded Bayberry Cottage for 2, holiday rental in Lexington

Romantic Secluded Bayberry Cottage for 2

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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NEW! Spacious Lexington Home w/ Breathtaking Views, holiday rental in Lexington
NEW! Spacious Lexington Home w/ Breathtaking Views, holiday rental in Lexington
NEW! Spacious Lexington Home w/ Breathtaking Views, holiday rental in Lexington

NEW! Spacious Lexington Home w/ Breathtaking Views

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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1860 an Authentic Log Cabin Experience, holiday rental in Lexington
1860 an Authentic Log Cabin Experience, holiday rental in Lexington
1860 an Authentic Log Cabin Experience, holiday rental in Lexington

1860 an Authentic Log Cabin Experience

Cabin Holiday Rental
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Private QUIET 8 acres in Mountains w/ WiFi, pet friendly, CA king beds, firepit, holiday rental in Lexington
Private QUIET 8 acres in Mountains w/ WiFi, pet friendly, CA king beds, firepit, holiday rental in Lexington
Private QUIET 8 acres in Mountains w/ WiFi, pet friendly, CA king beds, firepit, holiday rental in Lexington

Private QUIET 8 acres in Mountains w/ WiFi, pet friendly, CA king beds, firepit

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Updated Apt <6 miles to VA Military Institute, holiday rental in Lexington
Updated Apt <6 miles to VA Military Institute, holiday rental in Lexington
Updated Apt <6 miles to VA Military Institute, holiday rental in Lexington

Updated Apt <6 miles to VA Military Institute

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Blueberry Hill Cottage - Lexington, Virginia, holiday rental in Lexington
Blueberry Hill Cottage - Lexington, Virginia, holiday rental in Lexington
Blueberry Hill Cottage - Lexington, Virginia, holiday rental in Lexington

Blueberry Hill Cottage - Lexington, Virginia

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Deerfield Honeymoon Cottage, holiday rental in Lexington
Deerfield Honeymoon Cottage, holiday rental in Lexington
Deerfield Honeymoon Cottage, holiday rental in Lexington

Deerfield Honeymoon Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Shenandoah Manor Bed & Breakfast, holiday rental in Lexington
Shenandoah Manor Bed & Breakfast, holiday rental in Lexington
Shenandoah Manor Bed & Breakfast, holiday rental in Lexington

Shenandoah Manor Bed & Breakfast

Private Room
8 bedrooms
8 bathrooms
Sleeps 17
Match: Sleeps
More info
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Charming Bayberry Cottage for 2, holiday rental in Lexington
Charming Bayberry Cottage for 2, holiday rental in Lexington
Charming Bayberry Cottage for 2, holiday rental in Lexington

Charming Bayberry Cottage for 2

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cottage with Canoe!, holiday rental in Lexington
Cottage with Canoe!, holiday rental in Lexington
Cottage with Canoe!, holiday rental in Lexington

Cottage with Canoe!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Rockbridge County Comfort, holiday rental in Lexington
Rockbridge County Comfort, holiday rental in Lexington
Rockbridge County Comfort, holiday rental in Lexington

Rockbridge County Comfort

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Authentic Waterfront Cabin, holiday rental in Lexington
Authentic Waterfront Cabin, holiday rental in Lexington
Authentic Waterfront Cabin, holiday rental in Lexington

Authentic Waterfront Cabin

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
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Frequently Asked Questions about Lexington