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Ashland Vacation Rentals

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5 km
182 rentals 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!, vacation rental in Ashland

Charming home, w/hot tub, close to downtown Pet-Friendly!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland, vacation rental in Ashland
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland, vacation rental in Ashland
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland, vacation rental in Ashland

Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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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Mt Ashland Log Cabin, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific CTr, vacation rental in Ashland
Mt Ashland Log Cabin, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific CTr, vacation rental in Ashland
Mt Ashland Log Cabin, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific CTr, vacation rental in Ashland

Mt Ashland Log Cabin, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific CTr

Holiday Rental House
2 bedrooms
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
5 bedrooms
2 bathrooms
Sleeps 10
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 4
Match: Sleeps
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Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall, vacation rental in Ashland
Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall, vacation rental in Ashland
Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall, vacation rental in Ashland

Beautiful Guest Suite with Private Deck Overlooking Forest and Waterfall

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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1907 Charmer, Perfect Downtown Location, So Clean!, vacation rental in Ashland
1907 Charmer, Perfect Downtown Location, So Clean!, vacation rental in Ashland
1907 Charmer, Perfect Downtown Location, So Clean!, vacation rental in Ashland

1907 Charmer, Perfect Downtown Location, So Clean!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ashland Escape: Downtown & Pet Friendly, vacation rental in Ashland
Ashland Escape: Downtown & Pet Friendly, vacation rental in Ashland
Ashland Escape: Downtown & Pet Friendly, vacation rental in Ashland

Ashland Escape: Downtown & Pet Friendly

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Madrone House, Country Getaway with Mountain Views and Fresh Air., vacation rental in Ashland
The Madrone House, Country Getaway with Mountain Views and Fresh Air., vacation rental in Ashland
The Madrone House, Country Getaway with Mountain Views and Fresh Air., vacation rental in Ashland

The Madrone House, Country Getaway with Mountain Views and Fresh Air.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
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 7
Match: Sleeps
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Courtside Cottage - WalkScore 93 - Dog Friendly, vacation rental in Ashland
Courtside Cottage - WalkScore 93 - Dog Friendly, vacation rental in Ashland
Courtside Cottage - WalkScore 93 - Dog Friendly, vacation rental in Ashland

Courtside Cottage - WalkScore 93 - Dog Friendly

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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 Home, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific C.Trail, vacation rental in Ashland
Mt. Ashland Home, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific C.Trail, vacation rental in Ashland
Mt. Ashland Home, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific C.Trail, vacation rental in Ashland

Mt. Ashland Home, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific C.Trail

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 8
Match: Sleeps
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Downtown Ashland private cottage with garden patio, vacation rental in Ashland
Downtown Ashland private cottage with garden patio, vacation rental in Ashland
Downtown Ashland private cottage with garden patio, vacation rental in Ashland

Downtown Ashland private cottage with garden patio

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Come stay at our farmhouse! A place to integrate all the beauty surrounding you!, vacation rental in Ashland
Come stay at our farmhouse! A place to integrate all the beauty surrounding you!, vacation rental in Ashland
Come stay at our farmhouse! A place to integrate all the beauty surrounding you!, vacation rental in Ashland

Come stay at our farmhouse! A place to integrate all the beauty surrounding you!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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 5
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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Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland, vacation rental in Ashland
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland, vacation rental in Ashland
Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland, vacation rental in Ashland

Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
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 4
Match: Sleeps
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East Main Downtown Bungalow, vacation rental in Ashland
East Main Downtown Bungalow, vacation rental in Ashland
East Main Downtown Bungalow, vacation rental in Ashland

East Main Downtown Bungalow

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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 12
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
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ashland Retreat: Cozy Chic Studio Haven, vacation rental in Ashland
Ashland Retreat: Cozy Chic Studio Haven, vacation rental in Ashland
Ashland Retreat: Cozy Chic Studio Haven, vacation rental in Ashland

Ashland Retreat: Cozy Chic Studio Haven

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Ashland Cottage, walk to town, vacation rental in Ashland
The Ashland Cottage, walk to town, vacation rental in Ashland
The Ashland Cottage, walk to town, vacation rental in Ashland

The Ashland Cottage, walk to town

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Peaceful, spacious home on 8 acres. Pet-friendly, close town, and a creek!, vacation rental in Ashland
Peaceful, spacious home on 8 acres. Pet-friendly, close town, and a creek!, vacation rental in Ashland
Peaceful, spacious home on 8 acres. Pet-friendly, close town, and a creek!, vacation rental in Ashland

Peaceful, spacious home on 8 acres. Pet-friendly, close town, and a creek!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Stone's Throw Bungalow ~ Walk to Plays, Licensed/Legal, Private Entrance, vacation rental in Ashland
Stone's Throw Bungalow ~ Walk to Plays, Licensed/Legal, Private Entrance, vacation rental in Ashland
Stone's Throw Bungalow ~ Walk to Plays, Licensed/Legal, Private Entrance, vacation rental in Ashland

Stone's Throw Bungalow ~ Walk to Plays, Licensed/Legal, Private Entrance

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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The Dogwood Suite at Tudor House Vacation Rentals, vacation rental in Ashland
The Dogwood Suite at Tudor House Vacation Rentals, vacation rental in Ashland
The Dogwood Suite at Tudor House Vacation Rentals, vacation rental in Ashland

The Dogwood Suite at Tudor House Vacation Rentals

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 5
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
1 bedroom
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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Country's Edge Rooms in just outside of Ashland, convenient for travel, vacation rental in Ashland
Country's Edge Rooms in just outside of Ashland, convenient for travel, vacation rental in Ashland
Country's Edge Rooms in just outside of Ashland, convenient for travel, vacation rental in Ashland

Country's Edge Rooms in just outside of Ashland, convenient for travel

Holiday Rental House
1 bedroom
0 bathrooms
Sleeps 2
Match: Sleeps
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Lodge Room 2 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 2 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 2 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland

Lodge Room 2 with Jacuzzi Tub at Green Springs Inn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lodge Room 7 at Green Springs Inn, vacation rental in Ashland
Lodge Room 7 at Green Springs Inn, vacation rental in Ashland
Lodge Room 7 at Green Springs Inn, vacation rental in Ashland

Lodge Room 7 at Green Springs Inn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lodge Room 6 at Green Springs Inn, vacation rental in Ashland
Lodge Room 6 at Green Springs Inn, vacation rental in Ashland
Lodge Room 6 at Green Springs Inn, vacation rental in Ashland

Lodge Room 6 at Green Springs Inn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lodge Room 1 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 1 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 1 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland

Lodge Room 1 with Jacuzzi Tub at Green Springs Inn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lodge Room 4 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 4 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 4 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland

Lodge Room 4 with Jacuzzi Tub at Green Springs Inn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Indigo Cottage 5 Min walk to Downtown Ashland, vacation rental in Ashland
The Indigo Cottage 5 Min walk to Downtown Ashland, vacation rental in Ashland
The Indigo Cottage 5 Min walk to Downtown Ashland, vacation rental in Ashland

The Indigo Cottage 5 Min walk to Downtown Ashland

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lodge Room 3 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 3 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 3 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland

Lodge Room 3 with Jacuzzi Tub at Green Springs Inn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 bedroom cabin, huge deck, lodge-style furnishings., vacation rental in Ashland
2 bedroom cabin, huge deck, lodge-style furnishings., vacation rental in Ashland
2 bedroom cabin, huge deck, lodge-style furnishings., vacation rental in Ashland

2 bedroom cabin, huge deck, lodge-style furnishings.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Lodge Room 8 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 8 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 8 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland

Lodge Room 8 with Jacuzzi Tub at Green Springs Inn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Warm & Inviting Ashland Cottage, vacation rental in Ashland
Warm & Inviting Ashland Cottage, vacation rental in Ashland
Warm & Inviting Ashland Cottage, vacation rental in Ashland

Warm & Inviting Ashland Cottage

Holiday Rental House
1 bedroom
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
More info
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Lodge Room 5 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 5 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland
Lodge Room 5 with Jacuzzi Tub at Green Springs Inn, vacation rental in Ashland

Lodge Room 5 with Jacuzzi Tub at Green Springs Inn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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