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Ashland Vacation Rentals

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5 km
134 rentals in Ashland.
Hargadine House: The Carriage House, vacation rental in Ashland
Hargadine House: The Carriage House, vacation rental in Ashland
Hargadine House: The Carriage House, vacation rental in Ashland

Hargadine House: The Carriage House

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Countryman-Fox Carriage House, vacation rental in Ashland
Countryman-Fox Carriage House, vacation rental in Ashland
Countryman-Fox Carriage House, vacation rental in Ashland

Countryman-Fox Carriage House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming home, w/hot tub, close to downtown (pet-friendly!), vacation rental in Ashland
Charming home, w/hot tub, close to downtown (pet-friendly!), vacation rental in Ashland
Charming home, w/hot tub, close to downtown (pet-friendly!), vacation rental in Ashland

Charming home, w/hot tub, close to downtown (pet-friendly!)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Premier Downstairs Flat in Perfect Down Town Location, vacation rental in Ashland
Premier Downstairs Flat in Perfect Down Town Location, vacation rental in Ashland
Premier Downstairs Flat in Perfect Down Town Location, vacation rental in Ashland

Premier Downstairs Flat in Perfect Down Town Location

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Perfect Vacation Cottage, vacation rental in Ashland
The Perfect Vacation Cottage, vacation rental in Ashland
The Perfect Vacation Cottage, vacation rental in Ashland

The Perfect Vacation Cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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232-Duplex-Private Bathroom-Mountain View, vacation rental in Ashland
232-Duplex-Private Bathroom-Mountain View, vacation rental in Ashland
232-Duplex-Private Bathroom-Mountain View, vacation rental in Ashland

232-Duplex-Private Bathroom-Mountain View

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded Forest Log House 15 minutes to Ashland, vacation rental in Ashland
Secluded Forest Log House 15 minutes to Ashland, vacation rental in Ashland
Secluded Forest Log House 15 minutes to Ashland, vacation rental in Ashland

Secluded Forest Log House 15 minutes to Ashland

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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In the historic railroad district, walking distance to all the best of Ashland!, vacation rental in Ashland
In the historic railroad district, walking distance to all the best of Ashland!, vacation rental in Ashland
In the historic railroad district, walking distance to all the best of Ashland!, vacation rental in Ashland

In the historic railroad district, walking distance to all the best of Ashland!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den  Near Theaters, Downtown, vacation rental in Ashland
BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den  Near Theaters, Downtown, vacation rental in Ashland
BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den  Near Theaters, Downtown, vacation rental in Ashland

BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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The Red Dragon House, vacation rental in Ashland
The Red Dragon House, vacation rental in Ashland
The Red Dragon House, vacation rental in Ashland

The Red Dragon House

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Walk to Downtown/Theaters from this Charming Home , vacation rental in Ashland
Walk to Downtown/Theaters from this Charming Home , vacation rental in Ashland
Walk to Downtown/Theaters from this Charming Home , vacation rental in Ashland

Walk to Downtown/Theaters from this Charming Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Stone's Throw Bungalow - Licensed, Private Garden, vacation rental in Ashland
Stone's Throw Bungalow - Licensed, Private Garden, vacation rental in Ashland
Stone's Throw Bungalow - Licensed, Private Garden, vacation rental in Ashland

Stone's Throw Bungalow - Licensed, Private Garden

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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In the Heart of Town, Charming Historic Home, Quintessential Ashland!, vacation rental in Ashland
In the Heart of Town, Charming Historic Home, Quintessential Ashland!, vacation rental in Ashland
In the Heart of Town, Charming Historic Home, Quintessential Ashland!, vacation rental in Ashland

In the Heart of Town, Charming Historic Home, Quintessential Ashland!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Helman House, vacation rental in Ashland
Helman House, vacation rental in Ashland
Helman House, vacation rental in Ashland

Helman House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Madrone House, Country Getaway with Panoramic Views, vacation rental in Ashland
The Madrone House, Country Getaway with Panoramic Views, vacation rental in Ashland
The Madrone House, Country Getaway with Panoramic Views, vacation rental in Ashland

The Madrone House, Country Getaway with Panoramic Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
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Hyatt Lake Mountain Retreat, vacation rental in Ashland
Hyatt Lake Mountain Retreat, vacation rental in Ashland
Hyatt Lake Mountain Retreat, vacation rental in Ashland

Hyatt Lake Mountain Retreat

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Craftsman Style Home in Country Setting, vacation rental in Ashland
Craftsman Style Home in Country Setting, vacation rental in Ashland
Craftsman Style Home in Country Setting, vacation rental in Ashland

Craftsman Style Home in Country Setting

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Mt. Ashland Homestead's  Secluded Forest House, 15 minutes from Ashland, vacation rental in Ashland
Mt. Ashland Homestead's  Secluded Forest House, 15 minutes from Ashland, vacation rental in Ashland
Mt. Ashland Homestead's  Secluded Forest House, 15 minutes from Ashland, vacation rental in Ashland

Mt. Ashland Homestead's Secluded Forest House, 15 minutes from Ashland

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hyatt Prairie Mountain Cabin, vacation rental in Ashland
Hyatt Prairie Mountain Cabin, vacation rental in Ashland
Hyatt Prairie Mountain Cabin, vacation rental in Ashland

Hyatt Prairie Mountain Cabin

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Ashland lavender estate. Come stay at our farmhouse!, vacation rental in Ashland
Ashland lavender estate. Come stay at our farmhouse!, vacation rental in Ashland
Ashland lavender estate. Come stay at our farmhouse!, vacation rental in Ashland

Ashland lavender estate. Come stay at our farmhouse!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Railroad District, steps to downtown, everything you need to enjoy Ashland!, vacation rental in Ashland
Railroad District, steps to downtown, everything you need to enjoy Ashland!, vacation rental in Ashland
Railroad District, steps to downtown, everything you need to enjoy Ashland!, vacation rental in Ashland

Railroad District, steps to downtown, everything you need to enjoy Ashland!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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230-Downstairs-Duplex-Private Bathroom-Mountain View, vacation rental in Ashland
230-Downstairs-Duplex-Private Bathroom-Mountain View, vacation rental in Ashland
230-Downstairs-Duplex-Private Bathroom-Mountain View, vacation rental in Ashland

230-Downstairs-Duplex-Private Bathroom-Mountain View

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Custom Ashland Home with Fantastic Mountain Views, vacation rental in Ashland
Custom Ashland Home with Fantastic Mountain Views, vacation rental in Ashland
Custom Ashland Home with Fantastic Mountain Views, vacation rental in Ashland

Custom Ashland Home with Fantastic Mountain Views

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Sunset Chalet - 2600 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !, vacation rental in Ashland
Sunset Chalet - 2600 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !, vacation rental in Ashland
Sunset Chalet - 2600 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !, vacation rental in Ashland

Sunset Chalet - 2600 sq.ft. Multi-Seasonal retreat only15 minutes from Ashland !

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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BLOSSOM VIEW COTTAGES  -  Charming Home near OSF Plaza and Downtown, vacation rental in Ashland
BLOSSOM VIEW COTTAGES  -  Charming Home near OSF Plaza and Downtown, vacation rental in Ashland
BLOSSOM VIEW COTTAGES  -  Charming Home near OSF Plaza and Downtown, vacation rental in Ashland

BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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QuaintStudio Retreat near OSF and DowntownAshland, vacation rental in Ashland
QuaintStudio Retreat near OSF and DowntownAshland, vacation rental in Ashland
QuaintStudio Retreat near OSF and DowntownAshland, vacation rental in Ashland

QuaintStudio Retreat near OSF and DowntownAshland

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Country experience close to downtown Ashland, vacation rental in Ashland
Country experience close to downtown Ashland, vacation rental in Ashland
Country experience close to downtown Ashland, vacation rental in Ashland

Country experience close to downtown Ashland

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hyatt Praire Mountain Cabin, vacation rental in Ashland
Hyatt Praire Mountain Cabin, vacation rental in Ashland
Hyatt Praire Mountain Cabin, vacation rental in Ashland

Hyatt Praire Mountain Cabin

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Emigrant Creek Guest Lodge on the East Side of Emigrant Lake, 8 miles to Ashland, vacation rental in Ashland
Emigrant Creek Guest Lodge on the East Side of Emigrant Lake, 8 miles to Ashland, vacation rental in Ashland
Emigrant Creek Guest Lodge on the East Side of Emigrant Lake, 8 miles to Ashland, vacation rental in Ashland

Emigrant Creek Guest Lodge on the East Side of Emigrant Lake, 8 miles to Ashland

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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2nd Street Cottages, GARDEN SUITE, vacation rental in Ashland
2nd Street Cottages, GARDEN SUITE, vacation rental in Ashland
2nd Street Cottages, GARDEN SUITE, vacation rental in Ashland

2nd Street Cottages, GARDEN SUITE

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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New Downtown 3 Bedroom Upstairs Flat with views, vacation rental in Ashland
New Downtown 3 Bedroom Upstairs Flat with views, vacation rental in Ashland
New Downtown 3 Bedroom Upstairs Flat with views, vacation rental in Ashland

New Downtown 3 Bedroom Upstairs Flat with views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Country Setting, five minute drive to Ashland close to Emigrant Lake, vacation rental in Ashland
Country Setting, five minute drive to Ashland close to Emigrant Lake, vacation rental in Ashland
Country Setting, five minute drive to Ashland close to Emigrant Lake, vacation rental in Ashland

Country Setting, five minute drive to Ashland close to Emigrant Lake

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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ORCHARD SUITE - Private, Safe & Comfortable Getaway! Hot tub, Pet friendly, vacation rental in Ashland
ORCHARD SUITE - Private, Safe & Comfortable Getaway! Hot tub, Pet friendly, vacation rental in Ashland
ORCHARD SUITE - Private, Safe & Comfortable Getaway! Hot tub, Pet friendly, vacation rental in Ashland

ORCHARD SUITE - Private, Safe & Comfortable Getaway! Hot tub, Pet friendly

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Downtown Ashland Earth spa unit with private patio, vacation rental in Ashland
Downtown Ashland Earth spa unit with private patio, vacation rental in Ashland
Downtown Ashland Earth spa unit with private patio, vacation rental in Ashland

Downtown Ashland Earth spa unit with private patio

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Sweet Country Home, vacation rental in Ashland
Sweet Country Home, vacation rental in Ashland
Sweet Country Home, vacation rental in Ashland

Sweet Country Home

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Plaza North Trinity Suites Downtown Ashland, vacation rental in Ashland
Plaza North Trinity Suites Downtown Ashland, vacation rental in Ashland
Plaza North Trinity Suites Downtown Ashland, vacation rental in Ashland

Plaza North Trinity Suites Downtown Ashland

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Charming, Comfortable Garden Studio Above The University., vacation rental in Ashland
Charming, Comfortable Garden Studio Above The University., vacation rental in Ashland
Charming, Comfortable Garden Studio Above The University., vacation rental in Ashland

Charming, Comfortable Garden Studio Above The University.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Comfortable Garden Studio 3 blocks from downtown, vacation rental in Ashland
Comfortable Garden Studio 3 blocks from downtown, vacation rental in Ashland
Comfortable Garden Studio 3 blocks from downtown, vacation rental in Ashland

Comfortable Garden Studio 3 blocks from downtown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Warm & Inviting Ashland Cottage < Half-Mile to SOU, vacation rental in Ashland
Warm & Inviting Ashland Cottage < Half-Mile to SOU, vacation rental in Ashland
Warm & Inviting Ashland Cottage < Half-Mile to SOU, vacation rental in Ashland

Warm & Inviting Ashland Cottage < Half-Mile to SOU

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet Garden Courtyard Studio only 3 blocks from downtown, vacation rental in Ashland
Quiet Garden Courtyard Studio only 3 blocks from downtown, vacation rental in Ashland
Quiet Garden Courtyard Studio only 3 blocks from downtown, vacation rental in Ashland

Quiet Garden Courtyard Studio only 3 blocks from downtown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful Garden View studio only 3 blocks from downtown, vacation rental in Ashland
Beautiful Garden View studio only 3 blocks from downtown, vacation rental in Ashland
Beautiful Garden View studio only 3 blocks from downtown, vacation rental in Ashland

Beautiful Garden View studio only 3 blocks from downtown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The High Street Cottage An Artists' Garden Cottage, vacation rental in Ashland
The High Street Cottage An Artists' Garden Cottage, vacation rental in Ashland
The High Street Cottage An Artists' Garden Cottage, vacation rental in Ashland

The High Street Cottage An Artists' Garden Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Terra Cottage Inn a beautiful Luxury Apartment, vacation rental in Ashland
The Terra Cottage Inn a beautiful Luxury Apartment, vacation rental in Ashland
The Terra Cottage Inn a beautiful Luxury Apartment, vacation rental in Ashland

The Terra Cottage Inn a beautiful Luxury Apartment

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Chinquapin Mountain * GSI&C, vacation rental in Ashland
Chinquapin Mountain * GSI&C, vacation rental in Ashland
Chinquapin Mountain * GSI&C, vacation rental in Ashland

Chinquapin Mountain * GSI&C

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Helman House: Studio B, vacation rental in Ashland
Helman House: Studio B, vacation rental in Ashland
Helman House: Studio B, vacation rental in Ashland

Helman House: Studio B

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Luxurious Home near Downtown Ashland and Theaters, vacation rental in Ashland
Luxurious Home near Downtown Ashland and Theaters, vacation rental in Ashland
Luxurious Home near Downtown Ashland and Theaters, vacation rental in Ashland

Luxurious Home near Downtown Ashland and Theaters

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Queen Suite | Hot Tub | Downtown Ashland | Tesla Station, vacation rental in Ashland
Queen Suite | Hot Tub | Downtown Ashland | Tesla Station, vacation rental in Ashland
Queen Suite | Hot Tub | Downtown Ashland | Tesla Station, vacation rental in Ashland

Queen Suite | Hot Tub | Downtown Ashland | Tesla Station

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Unique stay minutes from downtown, vacation rental in Ashland
Unique stay minutes from downtown, vacation rental in Ashland
Unique stay minutes from downtown, vacation rental in Ashland

Unique stay minutes from downtown

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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ArtYcottage  UNBELIEVEABLE..., vacation rental in Ashland
ArtYcottage  UNBELIEVEABLE..., vacation rental in Ashland
ArtYcottage  UNBELIEVEABLE..., vacation rental in Ashland

ArtYcottage UNBELIEVEABLE...

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Helman House: Studio A, vacation rental in Ashland
Helman House: Studio A, vacation rental in Ashland
Helman House: Studio A, vacation rental in Ashland

Helman House: Studio A

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Showing results 1-50 of 134
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