Cottage Romance - Vacation Rentals in Windsor Ski Lift

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From US $285

         

10.0 (212 Reviews)

Cottage

The Ashland Cottage, walk to town

• Air Conditioner
• Parking
• TV

• Medford
• Siskiyou-Hargadine Historic District

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From US $229

         

10.0 (1 Review)

House

Serene Family Cottage-minutes to Downtown

• Air Conditioner
• Parking
• Security/Safety

• Medford
• Ashland

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From US $207

         

|

9.6 (14 Reviews)

Cottage

Paschal Winery

• Air Conditioner
• Parking
• Pet Friendly

• Medford
• Talent

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From US $213

         

10.0 (59 Reviews)

Cottage

Courtside Cottage - WalkScore 93 - Dog Friendly

• Air Conditioner
• Parking
• Pet Friendly

• Medford
• Historic Downtown District

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From US $299

         

|

9.6 (6 Reviews)

Apartment

Barclay Klum House by WanderLodges

• Parking
• Security/Safety
• Child Friendly

• Medford
• Ashland

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From US $146

         

|

8.8 (1174 Reviews)

Cabin

Callahan's Mountain Lodge

• Air Conditioner
• Parking
• Pool

• Medford
• Ashland

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From US $216

         

10.0 (18 Reviews)

Cottage

Charming well appointed Cottage in Ashland (800 + sq. ft.)

• Air Conditioner
• Parking
• TV

• Medford
• Ashland

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From US $364

         

|

9.5 (23 Reviews)

House

The Mountain House by WanderLodges

• Air Conditioner
• Parking
• Security/Safety

• Medford
• Ashland

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From US $511

         

10.0 (9 Reviews)

Cabin

Luxury condo with king bedroom, two bathrooms, full kitchen.

• Air Conditioner
• Security/Safety
• Fireplace/Heating

• Medford
• Ashland

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From US $494

         

10.0 (9 Reviews)

Cabin

Luxury condo with king bedroom, two bathrooms, full kitchen.

• Air Conditioner
• Security/Safety
• Fireplace/Heating

• Medford
• Historic Downtown District

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From US $604

         

10.0 (7 Reviews)

Cabin

Luxury condo with 2 bedrooms/2 bathrooms, sleeper sofa, full kitchen.

• Air Conditioner
• Security/Safety
• Fireplace/Heating

• Medford
• Siskiyou-Hargadine Historic District

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From US $207

         

10.0 (6 Reviews)

Cottage

Charming carriage house in Ashland near downtown

• Air Conditioner
• Parking
• Pet Friendly

• Medford
• Skidmore Academy Historic District

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From US $374

         

10.0 (5 Reviews)

Cottage

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!

• Air Conditioner
• Parking
• Pet Friendly

• Medford
• Ashland

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From US $1,243

         

10.0 (1 Review)

Cabin

2 bedrooms, office with sofa bed, sofa bed in living room, 3 bathrooms

• Air Conditioner
• Security/Safety
• Child Friendly

• Medford
• Historic Railroad District

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From US $201

         

10.0 (1 Review)

Cottage

Cozy Modern 1 Bedroom Cottage

• Air Conditioner
• Parking
• Pet Friendly

• Medford
• Historic Railroad District

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From US $180

         

10.0 (1 Review)

Cottage

Sage Ashland Cottage

• Air Conditioner
• Parking
• Pet Friendly

• Medford
• Siskiyou-Hargadine Historic District

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From US $258

         

9.8 (42 Reviews)

Cottage

Ashland's Mountain View Vacation Rental.

• Air Conditioner
• Parking
• Pool

• Medford
• Ashland

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From US $405

         

9.6 (19 Reviews)

Cottage

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

• Air Conditioner
• Parking
• Pet Friendly

• Medford
• Ashland

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From US $136

         

9.6 (4 Reviews)

Cottage

Thistlebee Cottage just outside charming Ashland, Oregon

• Air Conditioner
• Parking
• Pet Friendly

• Medford
• Ashland

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From US $1,079

         

9.4 (3 Reviews)

Villa

Luxury Ashland Mountain Escape: Pool, Hot Tub

• Air Conditioner
• Parking
• Pet Friendly

• Medford
• Ashland

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From US $1,612

         

New

Cabin

Entire 2nd floor of Plaza North with 3 separate suites each with its own kitchen and bedrooms.

• Air Conditioner
• Security/Safety
• Fireplace/Heating

• Medford
• Ashland

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From US $407

         

New

Cottage

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

• Air Conditioner
• Parking
• TV

• Medford
• Siskiyou-Hargadine Historic District

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New

From US $176

         

New

Cabin

Private Cozy Tree Top Studio

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Medford
• Jacksonville

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From US $74

         

New

Cabin

Cozy European Cottage 2 bd + 1 bath

• Air Conditioner
• Parking
• Pet Friendly

• Medford
• Ashland

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