We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Ashland Vacation Rentals

List your property
Owner log in
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Any
Bathrooms
Any
Amenities
Show more
Suitability
Show more
Property type
Show more
Distinctive Features
Show more
Distance from
1 mi
207 rentals in Ashland.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
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

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Steps to theatres, restaurants, shops, nightlife in historic railroad district, vacation rental in Ashland
Steps to theatres, restaurants, shops, nightlife in historic railroad district, vacation rental in Ashland
Steps to theatres, restaurants, shops, nightlife in historic railroad district, vacation rental in Ashland

Steps to theatres, restaurants, shops, nightlife in historic railroad district

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Stacy's 2nd St Cottages .. Steps to theaters, Lithia Park and downtown Ashland, vacation rental in Ashland
Stacy's 2nd St Cottages .. Steps to theaters, Lithia Park and downtown Ashland, vacation rental in Ashland
Stacy's 2nd St Cottages .. Steps to theaters, Lithia Park and downtown Ashland, vacation rental in Ashland

Stacy's 2nd St Cottages .. Steps to theaters, Lithia Park and downtown Ashland

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Brand New Custom Ashland Home with Fantastic Mountain Views, vacation rental in Ashland
Brand New Custom Ashland Home with Fantastic Mountain Views, vacation rental in Ashland
Brand New Custom Ashland Home with Fantastic Mountain Views, vacation rental in Ashland

Brand New Custom Ashland Home with Fantastic Mountain Views

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Hanna's House- Your Home Away from Home, vacation rental in Ashland
Hanna's House- Your Home Away from Home, vacation rental in Ashland
Hanna's House- Your Home Away from Home, vacation rental in Ashland

Hanna's House- Your Home Away from Home

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
High Street Cottage Artists' Garden Cottage Clean & Beautiful, vacation rental in Ashland
High Street Cottage Artists' Garden Cottage Clean & Beautiful, vacation rental in Ashland
High Street Cottage Artists' Garden Cottage Clean & Beautiful, vacation rental in Ashland

High Street Cottage Artists' Garden Cottage Clean & Beautiful

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Asian Inspired Escape with View - Just 3 Miles from Downtown, vacation rental in Ashland
Asian Inspired Escape with View - Just 3 Miles from Downtown, vacation rental in Ashland
Asian Inspired Escape with View - Just 3 Miles from Downtown, vacation rental in Ashland

Asian Inspired Escape with View - Just 3 Miles from Downtown

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Save time - get the best Ashland rentals sent straight to your email!
Charming historic cottage just 4 blocks from downtown (Licensed PA 17-248), vacation rental in Ashland
Charming historic cottage just 4 blocks from downtown (Licensed PA 17-248), vacation rental in Ashland
Charming historic cottage just 4 blocks from downtown (Licensed PA 17-248), vacation rental in Ashland

Charming historic cottage just 4 blocks from downtown (Licensed PA 17-248)

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Brand New Guesthouse - 15-Minute Easy Walk to Theaters, Plaza; Historic Ashland, vacation rental in Ashland
Brand New Guesthouse - 15-Minute Easy Walk to Theaters, Plaza; Historic Ashland, vacation rental in Ashland
Brand New Guesthouse - 15-Minute Easy Walk to Theaters, Plaza; Historic Ashland, vacation rental in Ashland

Brand New Guesthouse - 15-Minute Easy Walk to Theaters, Plaza; Historic Ashland

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
#33 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub, vacation rental in Ashland
#33 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub, vacation rental in Ashland
#33 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub, vacation rental in Ashland

#33 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Aloha House ~ Hot Tub & Seasonal Pool, vacation rental in Ashland
The Aloha House ~ Hot Tub & Seasonal Pool, vacation rental in Ashland
The Aloha House ~ Hot Tub & Seasonal Pool, vacation rental in Ashland

The Aloha House ~ Hot Tub & Seasonal Pool

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Madrone House, New Country Getaway with Panoramic Views, vacation rental in Ashland
The Madrone House, New Country Getaway with Panoramic Views, vacation rental in Ashland
The Madrone House, New Country Getaway with Panoramic Views, vacation rental in Ashland

The Madrone House, New Country Getaway with Panoramic Views

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
ArtYcottage  UNBELIEVEABLE..., vacation rental in Ashland
ArtYcottage  UNBELIEVEABLE..., vacation rental in Ashland
ArtYcottage  UNBELIEVEABLE..., vacation rental in Ashland

ArtYcottage UNBELIEVEABLE...

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
'Orchard Suite'  Stay...Relax...Enjoy, vacation rental in Ashland
'Orchard Suite'  Stay...Relax...Enjoy, vacation rental in Ashland
'Orchard Suite'  Stay...Relax...Enjoy, vacation rental in Ashland

'Orchard Suite' Stay...Relax...Enjoy

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Big Discounts 2020! Walk to town from this Charming Cottage., vacation rental in Ashland
Big Discounts 2020! Walk to town from this Charming Cottage., vacation rental in Ashland
Big Discounts 2020! Walk to town from this Charming Cottage., vacation rental in Ashland

Big Discounts 2020! Walk to town from this Charming Cottage.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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
More info
Vrbo.com logo
Check in
Check out
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

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean, vacation rental in Ashland
The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean, vacation rental in Ashland
The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean, vacation rental in Ashland

The Best In Ashland: Magnificent View, Privacy, Quality, Convenience, Very Clean

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Maple Apartment at Tudor House Vacation Rentals, vacation rental in Ashland
The Maple Apartment at Tudor House Vacation Rentals, vacation rental in Ashland
The Maple Apartment at Tudor House Vacation Rentals, vacation rental in Ashland

The Maple Apartment at Tudor House Vacation Rentals

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Vineyard Home w/ 360 Views, private walking, pet-friendly, 2 miles from town!, vacation rental in Ashland
Vineyard Home w/ 360 Views, private walking, pet-friendly, 2 miles from town!, vacation rental in Ashland
Vineyard Home w/ 360 Views, private walking, pet-friendly, 2 miles from town!, vacation rental in Ashland

Vineyard Home w/ 360 Views, private walking, pet-friendly, 2 miles from town!

Rental Home
6 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Helman House-Three Blocks from the Oregon Shakespeare Festival, vacation rental in Ashland
Helman House-Three Blocks from the Oregon Shakespeare Festival, vacation rental in Ashland
Helman House-Three Blocks from the Oregon Shakespeare Festival, vacation rental in Ashland

Helman House-Three Blocks from the Oregon Shakespeare Festival

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Welcome to clean air, space and relaxation in SE Ashland!, vacation rental in Ashland
Welcome to clean air, space and relaxation in SE Ashland!, vacation rental in Ashland
Welcome to clean air, space and relaxation in SE Ashland!, vacation rental in Ashland

Welcome to clean air, space and relaxation in SE Ashland!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Charming Space Next to Everything, Walk Anywhere!, vacation rental in Ashland
Charming Space Next to Everything, Walk Anywhere!, vacation rental in Ashland
Charming Space Next to Everything, Walk Anywhere!, vacation rental in Ashland

Charming Space Next to Everything, Walk Anywhere!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Pioneer - Craftsman House - Closest to OSF!, vacation rental in Ashland
The Pioneer - Craftsman House - Closest to OSF!, vacation rental in Ashland
The Pioneer - Craftsman House - Closest to OSF!, vacation rental in Ashland

The Pioneer - Craftsman House - Closest to OSF!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Private Suite Near Shakespeare, vacation rental in Ashland
Private Suite Near Shakespeare, vacation rental in Ashland
Private Suite Near Shakespeare, vacation rental in Ashland

Private Suite Near Shakespeare

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Quiet and peaceful cottage close to downtown, vacation rental in Ashland
Quiet and peaceful cottage close to downtown, vacation rental in Ashland
Quiet and peaceful cottage close to downtown, vacation rental in Ashland

Quiet and peaceful cottage close to downtown

Rental Home
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Whispering Pines Cabin Retreat ~ Dog Friendly, vacation rental in Ashland
Whispering Pines Cabin Retreat ~ Dog Friendly, vacation rental in Ashland
Whispering Pines Cabin Retreat ~ Dog Friendly, vacation rental in Ashland

Whispering Pines Cabin Retreat ~ Dog Friendly

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
#44 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub, vacation rental in Ashland
#44 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub, vacation rental in Ashland
#44 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub, vacation rental in Ashland

#44 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Winter on PINE STREET!  ASHLAND! COZY cottage near Lithia Park and Town!, vacation rental in Ashland
Winter on PINE STREET!  ASHLAND! COZY cottage near Lithia Park and Town!, vacation rental in Ashland
Winter on PINE STREET!  ASHLAND! COZY cottage near Lithia Park and Town!, vacation rental in Ashland

Winter on PINE STREET! ASHLAND! COZY cottage near Lithia Park and Town!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Zen Atmosphere Studio Cottage. Private Entrance & Healing Garden. Walk to Plays, vacation rental in Ashland
Zen Atmosphere Studio Cottage. Private Entrance & Healing Garden. Walk to Plays, vacation rental in Ashland
Zen Atmosphere Studio Cottage. Private Entrance & Healing Garden. Walk to Plays, vacation rental in Ashland

Zen Atmosphere Studio Cottage. Private Entrance & Healing Garden. Walk to Plays

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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.

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Ashland Cabin - 170 Acres w/Mountain Views & Sauna, vacation rental in Ashland
Ashland Cabin - 170 Acres w/Mountain Views & Sauna, vacation rental in Ashland
Ashland Cabin - 170 Acres w/Mountain Views & Sauna, vacation rental in Ashland

Ashland Cabin - 170 Acres w/Mountain Views & Sauna

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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
More info
Vrbo.com logo
Check in
Check out
ArtYCottage - custom furniture and art through out. Secluded and fabulous!, vacation rental in Ashland
ArtYCottage - custom furniture and art through out. Secluded and fabulous!, vacation rental in Ashland
ArtYCottage - custom furniture and art through out. Secluded and fabulous!, vacation rental in Ashland

ArtYCottage - custom furniture and art through out. Secluded and fabulous!

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
2 bedroom, Modern, Up Scale House, Walk to Town, vacation rental in Ashland
2 bedroom, Modern, Up Scale House, Walk to Town, vacation rental in Ashland
2 bedroom, Modern, Up Scale House, Walk to Town, vacation rental in Ashland

2 bedroom, Modern, Up Scale House, Walk to Town

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Abigail's Two Bedroom Vacation Cottage, easy 10-min. walk to plaza/theaters/shop, vacation rental in Ashland
Abigail's Two Bedroom Vacation Cottage, easy 10-min. walk to plaza/theaters/shop, vacation rental in Ashland
Abigail's Two Bedroom Vacation Cottage, easy 10-min. walk to plaza/theaters/shop, vacation rental in Ashland

Abigail's Two Bedroom Vacation Cottage, easy 10-min. walk to plaza/theaters/shop

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
#46 The Cabins at Hyatt Lake-Sleeps 5-Dog Friendly, vacation rental in Ashland
#46 The Cabins at Hyatt Lake-Sleeps 5-Dog Friendly, vacation rental in Ashland
#46 The Cabins at Hyatt Lake-Sleeps 5-Dog Friendly, vacation rental in Ashland

#46 The Cabins at Hyatt Lake-Sleeps 5-Dog Friendly

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Courtside Cottage~5-minute walk from OSF~Pet Friendly, vacation rental in Ashland
Courtside Cottage~5-minute walk from OSF~Pet Friendly, vacation rental in Ashland
Courtside Cottage~5-minute walk from OSF~Pet Friendly, vacation rental in Ashland

Courtside Cottage~5-minute walk from OSF~Pet Friendly

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
The Pioneer House -North Suite (Upstairs) - Closest to OSF!, vacation rental in Ashland
The Pioneer House -North Suite (Upstairs) - Closest to OSF!, vacation rental in Ashland
The Pioneer House -North Suite (Upstairs) - Closest to OSF!, vacation rental in Ashland

The Pioneer House -North Suite (Upstairs) - Closest to OSF!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
PreviousNext
12345
Frequently Asked Questions about Ashland





Ashland Vacation Rentals
Are you looking for the perfect vacation rental in Ashland, Ore.? Then come on in and take a look. Ashland, noted for its postcard picture perfect seasons, beautiful topography and friendly people, is the perfect vacation spot. Now that you’ve found it, you need someplace to stay. Rental cabins are a wonderful option and may be ideal for you and your family. Many are only a hop, skip and a jump from Ashland amenities, while affording you the privacy you desire. Make it a vacation to remember with a rental cottage, condo or cabin. With multiple price points and rental options, you’re sure to find something that fits your budget – and we can help.
More
Ashland Vacation Rentals
Are you looking for the perfect vacation rental in Ashland, Ore.? Then come on in and take a look. Ashland, noted for its postcard picture perfect seasons, beautiful topography and friendly people, is the perfect vacation spot. Now that you’ve found it, you need someplace to stay. Rental cabins are a wonderful option and may be ideal for you and your family. Many are only a hop, skip and a jump from Ashland amenities, while affording you the privacy you desire. Make it a vacation to remember with a rental cottage, condo or cabin. With multiple price points and rental options, you’re sure to find something that fits your budget – and we can help.
Ashland Activities
If you’re looking for something to do while you’re in Ashland, head on over to the Oregon Shakespeare Festival. Each season brings something different for Shakespeare lovers ranging from tours to your favorite play. Other cultural events include the Oregon Cabaret Theater and the Ashland Independent Film Festival. Ashland is also home to more than 80 art galleries and multiple museums, such as the ScienceWorks Hands On Museum for children and the Ashland Art Center. From your home away from home vacation rental, plan your day around the activities that suit you best!
Romancing Ashland
Of course, with its beautiful location at the base of the Cascade Mountain Range, Ashland is perfect for lovers. Let us help you find a quaint rental cottage for two, while you focus on romance! Wine and dine with the best of them at several area restaurants including Chateaulin French restaurant. Here, you’ll find the perfect ambiance in the intimate and romantic dining room as well as an extensive wine list and gourmet French food. Or try the nationally acclaimed Winchester Restaurant at the Winchester Inn. Take your chocolate loving sweetie to the Oregon Chocolate Festival or go for a bike ride on the Mt. Ashland Mountain Bike Trail.
Ashland is for Skiing and Golf
With several mountain ranges in the Southern Oregon area, Ashland is perfect for the ski enthusiast! Hit the slopes at any one of the area resorts with trails ranging from beginner to professional, cross country to downhill. Find a rental cabin with access just outside your door and you’ll be in ski heaven. Located at 7,500 feet, Mt. Ashland offers skiing during the season from November to April on a variety of trails for any skill level as well as snowboarding. Golf resorts include Oak Knoll in Ashland and Centennial Golf Club in nearby Medford.