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Holiday Rentals in Lakeville

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49 rentals in Lakeville.
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Lake House, holiday rental in Lakeville
Lake House, holiday rental in Lakeville
Lake House, holiday rental in Lakeville

Lake House

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Babbling Brook Retreat, holiday rental in Lakeville
Babbling Brook Retreat, holiday rental in Lakeville
Babbling Brook Retreat, holiday rental in Lakeville

Babbling Brook Retreat

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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House in the center of Lakeville., holiday rental in Lakeville
House in the center of Lakeville., holiday rental in Lakeville
House in the center of Lakeville., holiday rental in Lakeville

House in the center of Lakeville.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Captivating Artisan Built Home With Spectacular Water Views, holiday rental in Lakeville
Captivating Artisan Built Home With Spectacular Water Views, holiday rental in Lakeville
Captivating Artisan Built Home With Spectacular Water Views, holiday rental in Lakeville

Captivating Artisan Built Home With Spectacular Water Views

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Antique Farmhouse Totally Restored, holiday rental in Lakeville
Antique Farmhouse Totally Restored, holiday rental in Lakeville
Antique Farmhouse Totally Restored, holiday rental in Lakeville

Antique Farmhouse Totally Restored

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Cozy Organic Carriage House  in Woods, holiday rental in Lakeville
Cozy Organic Carriage House  in Woods, holiday rental in Lakeville
Cozy Organic Carriage House  in Woods, holiday rental in Lakeville

Cozy Organic Carriage House in Woods

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Bluebird Valley Farmhouse, holiday rental in Lakeville
Bluebird Valley Farmhouse, holiday rental in Lakeville
Bluebird Valley Farmhouse, holiday rental in Lakeville

Bluebird Valley Farmhouse

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views, holiday rental in Lakeville
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views, holiday rental in Lakeville
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views, holiday rental in Lakeville

Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Harmony House, Lakeville, Connecticut, holiday rental in Lakeville
Harmony House, Lakeville, Connecticut, holiday rental in Lakeville
Harmony House, Lakeville, Connecticut, holiday rental in Lakeville

Harmony House, Lakeville, Connecticut

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Fall Folliage  in a Charming New England Lakefront Cabin  2 Hours From NYC, holiday rental in Lakeville
Fall Folliage  in a Charming New England Lakefront Cabin  2 Hours From NYC, holiday rental in Lakeville
Fall Folliage  in a Charming New England Lakefront Cabin  2 Hours From NYC, holiday rental in Lakeville

Fall Folliage in a Charming New England Lakefront Cabin 2 Hours From NYC

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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North Canaan's Quiet & Cozy Home, holiday rental in Lakeville
North Canaan's Quiet & Cozy Home, holiday rental in Lakeville
North Canaan's Quiet & Cozy Home, holiday rental in Lakeville

North Canaan's Quiet & Cozy Home

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Country living with a Lake View, holiday rental in Lakeville
Country living with a Lake View, holiday rental in Lakeville
Country living with a Lake View, holiday rental in Lakeville

Country living with a Lake View

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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The Perfect Escape From The City, holiday rental in Lakeville
The Perfect Escape From The City, holiday rental in Lakeville
The Perfect Escape From The City, holiday rental in Lakeville

The Perfect Escape From The City

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Cottage at Great Falls, holiday rental in Lakeville
The Cottage at Great Falls, holiday rental in Lakeville
The Cottage at Great Falls, holiday rental in Lakeville

The Cottage at Great Falls

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Mountain View Getaway, holiday rental in Lakeville
Mountain View Getaway, holiday rental in Lakeville
Mountain View Getaway, holiday rental in Lakeville

Mountain View Getaway

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss, holiday rental in Lakeville
The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss, holiday rental in Lakeville
The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss, holiday rental in Lakeville

The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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150 year old cottage on 120 acres of land next to a stream, holiday rental in Lakeville
150 year old cottage on 120 acres of land next to a stream, holiday rental in Lakeville
150 year old cottage on 120 acres of land next to a stream, holiday rental in Lakeville

150 year old cottage on 120 acres of land next to a stream

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
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Private Lakeville/Salisbury Converted Barn Walk to the Lake.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Private Country Retreat in Lovely Lakeville CT, holiday rental in Lakeville
Private Country Retreat in Lovely Lakeville CT, holiday rental in Lakeville
Private Country Retreat in Lovely Lakeville CT, holiday rental in Lakeville

Private Country Retreat in Lovely Lakeville CT

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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An acclaimed photographers country estate, arts community, near private schools!, holiday rental in Lakeville
An acclaimed photographers country estate, arts community, near private schools!, holiday rental in Lakeville
An acclaimed photographers country estate, arts community, near private schools!, holiday rental in Lakeville

An acclaimed photographers country estate, arts community, near private schools!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Newly Renovated Country Retreat-Berkshires, holiday rental in Lakeville
Newly Renovated Country Retreat-Berkshires, holiday rental in Lakeville
Newly Renovated Country Retreat-Berkshires, holiday rental in Lakeville

Newly Renovated Country Retreat-Berkshires

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Modern Pool House with Sweeping Views of the Berkshires, holiday rental in Lakeville
Modern Pool House with Sweeping Views of the Berkshires, holiday rental in Lakeville
Modern Pool House with Sweeping Views of the Berkshires, holiday rental in Lakeville

Modern Pool House with Sweeping Views of the Berkshires

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room, holiday rental in Lakeville
Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room, holiday rental in Lakeville
Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room, holiday rental in Lakeville

Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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CAMP HOUSE on Twin Lakes, holiday rental in Lakeville
CAMP HOUSE on Twin Lakes, holiday rental in Lakeville
CAMP HOUSE on Twin Lakes, holiday rental in Lakeville

CAMP HOUSE on Twin Lakes

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Cozy Log Cabin Retreat with Pool on 4 Acres, holiday rental in Lakeville
Cozy Log Cabin Retreat with Pool on 4 Acres, holiday rental in Lakeville
Cozy Log Cabin Retreat with Pool on 4 Acres, holiday rental in Lakeville

Cozy Log Cabin Retreat with Pool on 4 Acres

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Adirondack-Style/Cottage-beautiful Lake & Mountain Views-Peaceful!, holiday rental in Lakeville
Adirondack-Style/Cottage-beautiful Lake & Mountain Views-Peaceful!, holiday rental in Lakeville
Adirondack-Style/Cottage-beautiful Lake & Mountain Views-Peaceful!, holiday rental in Lakeville

Adirondack-Style/Cottage-beautiful Lake & Mountain Views-Peaceful!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Secluded Cabin for the Perfect Weekend Escape, holiday rental in Lakeville
Secluded Cabin for the Perfect Weekend Escape, holiday rental in Lakeville
Secluded Cabin for the Perfect Weekend Escape, holiday rental in Lakeville

Secluded Cabin for the Perfect Weekend Escape

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Idillic summer getaway in Litchfield Hills, CT., holiday rental in Lakeville
Idillic summer getaway in Litchfield Hills, CT., holiday rental in Lakeville
Idillic summer getaway in Litchfield Hills, CT., holiday rental in Lakeville

Idillic summer getaway in Litchfield Hills, CT.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming 2+2 Lakeside Cottage on Best Lake in CT, holiday rental in Lakeville
Charming 2+2 Lakeside Cottage on Best Lake in CT, holiday rental in Lakeville
Charming 2+2 Lakeside Cottage on Best Lake in CT, holiday rental in Lakeville

Charming 2+2 Lakeside Cottage on Best Lake in CT

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Little Cottage, a comfortable place to relax.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Connecticut Farm House With Breathtaking Views, holiday rental in Lakeville
Connecticut Farm House With Breathtaking Views, holiday rental in Lakeville
Connecticut Farm House With Breathtaking Views, holiday rental in Lakeville

Connecticut Farm House With Breathtaking Views

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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The FarmHouse, holiday rental in Lakeville
The FarmHouse, holiday rental in Lakeville
The FarmHouse, holiday rental in Lakeville

The FarmHouse

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Tentrr - Driftways Farm, holiday rental in Lakeville
Tentrr - Driftways Farm, holiday rental in Lakeville
Tentrr - Driftways Farm, holiday rental in Lakeville

Tentrr - Driftways Farm

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Walt’s Place:Modern Cabin with Colorful Fall Views, holiday rental in Lakeville
Walt’s Place:Modern Cabin with Colorful Fall Views, holiday rental in Lakeville
Walt’s Place:Modern Cabin with Colorful Fall Views, holiday rental in Lakeville

Walt’s Place:Modern Cabin with Colorful Fall Views

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Litchfield Hills Summer Estate with a Pool, holiday rental in Lakeville
Litchfield Hills Summer Estate with a Pool, holiday rental in Lakeville
Litchfield Hills Summer Estate with a Pool, holiday rental in Lakeville

Litchfield Hills Summer Estate with a Pool

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Heavenly summer getaway in Litchfield Hills, CT., holiday rental in Lakeville
Heavenly summer getaway in Litchfield Hills, CT., holiday rental in Lakeville
Heavenly summer getaway in Litchfield Hills, CT., holiday rental in Lakeville

Heavenly summer getaway in Litchfield Hills, CT.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private, Stylish 3BR Litchfield County Farmhouse, holiday rental in Lakeville
Private, Stylish 3BR Litchfield County Farmhouse, holiday rental in Lakeville
Private, Stylish 3BR Litchfield County Farmhouse, holiday rental in Lakeville

Private, Stylish 3BR Litchfield County Farmhouse

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Cottage-style home, beautiful landscaping, large screened porch, fire pit,..., holiday rental in Lakeville
Cottage-style home, beautiful landscaping, large screened porch, fire pit,..., holiday rental in Lakeville
Cottage-style home, beautiful landscaping, large screened porch, fire pit,..., holiday rental in Lakeville

Cottage-style home, beautiful landscaping, large screened porch, fire pit,...

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Secluded Mid-Century Chalet with Inground Pool, holiday rental in Lakeville
Secluded Mid-Century Chalet with Inground Pool, holiday rental in Lakeville
Secluded Mid-Century Chalet with Inground Pool, holiday rental in Lakeville

Secluded Mid-Century Chalet with Inground Pool

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Charming and Comfortable 2 story townhouse in the foothills of the Berkshires, holiday rental in Lakeville
Charming and Comfortable 2 story townhouse in the foothills of the Berkshires, holiday rental in Lakeville
Charming and Comfortable 2 story townhouse in the foothills of the Berkshires, holiday rental in Lakeville

Charming and Comfortable 2 story townhouse in the foothills of the Berkshires

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Country Retreat House, holiday rental in Lakeville
The Country Retreat House, holiday rental in Lakeville
The Country Retreat House, holiday rental in Lakeville

The Country Retreat House

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Gorgeous Luxury Farmhouse in the Hudson Valley New York, holiday rental in Lakeville
Gorgeous Luxury Farmhouse in the Hudson Valley New York, holiday rental in Lakeville
Gorgeous Luxury Farmhouse in the Hudson Valley New York, holiday rental in Lakeville

Gorgeous Luxury Farmhouse in the Hudson Valley New York

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
More info
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Charming and Comfortable 2 story townhouse in the foothills of the Berkshires, holiday rental in Lakeville
Charming and Comfortable 2 story townhouse in the foothills of the Berkshires, holiday rental in Lakeville
Charming and Comfortable 2 story townhouse in the foothills of the Berkshires, holiday rental in Lakeville

Charming and Comfortable 2 story townhouse in the foothills of the Berkshires

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Salisbury Cottage Retreat, holiday rental in Lakeville
Salisbury Cottage Retreat, holiday rental in Lakeville
Salisbury Cottage Retreat, holiday rental in Lakeville

Salisbury Cottage Retreat

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Private creek side farm stay — walkable to Salisbury, holiday rental in Lakeville
Private creek side farm stay — walkable to Salisbury, holiday rental in Lakeville
Private creek side farm stay — walkable to Salisbury, holiday rental in Lakeville

Private creek side farm stay — walkable to Salisbury

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres, holiday rental in Lakeville
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres, holiday rental in Lakeville
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres, holiday rental in Lakeville

5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Tentrr State Park Site - NY Taconic State Park: Rudd Pond A - Double Camp, holiday rental in Lakeville
Tentrr State Park Site - NY Taconic State Park: Rudd Pond A - Double Camp, holiday rental in Lakeville
Tentrr State Park Site - NY Taconic State Park: Rudd Pond A - Double Camp, holiday rental in Lakeville

Tentrr State Park Site - NY Taconic State Park: Rudd Pond A - Double Camp

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
More info
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Cottage Retreat - Historic Cottage Home w/ Home Gym, holiday rental in Lakeville
Cottage Retreat - Historic Cottage Home w/ Home Gym, holiday rental in Lakeville
Cottage Retreat - Historic Cottage Home w/ Home Gym, holiday rental in Lakeville

Cottage Retreat - Historic Cottage Home w/ Home Gym

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Tentrr State Park Site - NY Taconic State Park: Rudd Pond A - Double Camp, holiday rental in Lakeville
Tentrr State Park Site - NY Taconic State Park: Rudd Pond A - Double Camp, holiday rental in Lakeville
Tentrr State Park Site - NY Taconic State Park: Rudd Pond A - Double Camp, holiday rental in Lakeville

Tentrr State Park Site - NY Taconic State Park: Rudd Pond A - Double Camp

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
More info
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Babbling Brook Retreat, holiday rental in Lakeville
Babbling Brook Retreat, holiday rental in Lakeville
Babbling Brook Retreat, holiday rental in Lakeville

Babbling Brook Retreat

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 1
More info
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