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Ashland Holiday Apartments

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208 rentals in Ashland.
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#32 & #33 Hyatt Prairie Compound - Sleeps 12

Cabin Holiday Rental
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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The Ashland Cottage, walk to town

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Craftsman Style Home In Country Setting

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Brand New Custom Ashland Home with Fantastic Mountain Views

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Steps to theatres, restaurants, shops, nightlife in historic railroad district

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stacy's 2nd St Cottages .. Steps to theaters, Lithia Park and downtown Ashland

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Hanna's House- Your Home Away from Home

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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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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The Madrone House, New Country Getaway with Panoramic Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Charming historic cottage just 4 blocks from downtown (Licensed PA 17-248)

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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High Street Cottage Artists' Garden Cottage Clean & Beautiful

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Maple Apartment at Tudor House Vacation Rentals

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hyatt Lake Mountain Retreat

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Hyatt Praire Mountain Cabin

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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ArtYcottage UNBELIEVEABLE...

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Asian Inspired Escape with View - Just 3 Miles from Downtown

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The Perfect Vacation Cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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#33 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Aloha House ~ Hot Tub & Seasonal Pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Titania - 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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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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Brand New Guesthouse - 15-Minute Easy Walk to Theaters, Plaza; Historic Ashland

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Vineyard Home w/ 360 Views, private walking, pet-friendly, 2 miles from town!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Terra Cottage Inn a beautiful Luxury Apartment

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Big Discounts 2020! Walk to town from this Charming Cottage.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Helman House-Three Blocks from the Oregon Shakespeare Festival

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Winter on PINE STREET! ASHLAND! COZY cottage near Lithia Park and Town!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Pioneer - Craftsman House - Closest to OSF!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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'Orchard Suite' Stay...Relax...Enjoy

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Space Next to Everything, Walk Anywhere!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Welcome to clean air, space and relaxation in SE Ashland!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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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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Quiet and peaceful cottage close to downtown

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Private Suite Near Shakespeare

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Dogwood Suite at Tudor House Vacation Rentals

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Abigail's Two Bedroom Vacation Cottage, easy 10-min. walk to plaza/theaters/shop

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Zen Atmosphere Studio Cottage. Private Entrance & Healing Garden. Walk to Plays

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Whispering Pines Cabin Retreat ~ Dog Friendly

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming, Comfortable Garden Studio Above The University.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Ashland Cabin - 170 Acres w/Mountain Views & Sauna

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Hyatt Prairie Mountain Cabin

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The High Street Cottage An Artists' Garden Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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ArtYCottage - custom furniture and art through out. Secluded and fabulous!

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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#44 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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2 bedroom, Modern, Up Scale House, Walk to Town

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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#46 The Cabins at Hyatt Lake-Sleeps 5-Dog Friendly

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Pioneer House -North Suite (Upstairs) - Closest to OSF!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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