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 Family & Kid Friendly Rentals

Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
133 rentals 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, vacation rental in Ashland

The Ashland Cottage, walk to town

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

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Walk to town from this Charming Cottage., vacation rental in Ashland
Walk to town from this Charming Cottage., vacation rental in Ashland
Walk to town from this Charming Cottage., vacation rental in Ashland

Walk to town from this Charming Cottage.

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

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Stacy's 2nd St Cottage. Steps to downtown., vacation rental in Ashland
Stacy's 2nd St Cottage. Steps to downtown., vacation rental in Ashland
Stacy's 2nd St Cottage. Steps to downtown., vacation rental in Ashland

Stacy's 2nd St Cottage. Steps to downtown.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
HolidayLettings.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Intimate Comfort in a vintage neighborhood 4 blocks walk to Ashland Plaza., vacation rental in Ashland
Intimate Comfort in a vintage neighborhood 4 blocks walk to Ashland Plaza., vacation rental in Ashland
Intimate Comfort in a vintage neighborhood 4 blocks walk to Ashland Plaza., vacation rental in Ashland

Intimate Comfort in a vintage neighborhood 4 blocks walk to Ashland Plaza.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
BookStayHop -#33 Cabin on Hyatt Prairie - Beautiful Mountain Views, vacation rental in Ashland
BookStayHop -#33 Cabin on Hyatt Prairie - Beautiful Mountain Views, vacation rental in Ashland
BookStayHop -#33 Cabin on Hyatt Prairie - Beautiful Mountain Views, vacation rental in Ashland

BookStayHop -#33 Cabin on Hyatt Prairie - Beautiful Mountain Views

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
One Block To Theater, Park And Town -- Walk Everywhere!, vacation rental in Ashland
One Block To Theater, Park And Town -- Walk Everywhere!, vacation rental in Ashland
One Block To Theater, Park And Town -- Walk Everywhere!, vacation rental in Ashland

One Block To Theater, Park And Town -- Walk Everywhere!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
BookStayHop -#52 Cabin on Hyatt Prairie Rd. With a Hot Tub and Mountain Views!, vacation rental in Ashland
BookStayHop -#52 Cabin on Hyatt Prairie Rd. With a Hot Tub and Mountain Views!, vacation rental in Ashland
BookStayHop -#52 Cabin on Hyatt Prairie Rd. With a Hot Tub and Mountain Views!, vacation rental in Ashland

BookStayHop -#52 Cabin on Hyatt Prairie Rd. With a Hot Tub and Mountain Views!

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
October!  COZY cottage near Lithia Park and Town!  Ashland, OR, vacation rental in Ashland
October!  COZY cottage near Lithia Park and Town!  Ashland, OR, vacation rental in Ashland
October!  COZY cottage near Lithia Park and Town!  Ashland, OR, vacation rental in Ashland

October! COZY cottage near Lithia Park and Town! Ashland, OR

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
HolidayLettings.com logo
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!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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 !

Rental Home
3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
BookStayHop - The Pioneer House South Suite - Closest to OSF! With Outdoor Space, vacation rental in Ashland
BookStayHop - The Pioneer House South Suite - Closest to OSF! With Outdoor Space, vacation rental in Ashland
BookStayHop - The Pioneer House South Suite - Closest to OSF! With Outdoor Space, vacation rental in Ashland

BookStayHop - The Pioneer House South Suite - Closest to OSF! With Outdoor Space

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
BookStayHop - Whispering Pines Cabin Retreat ~ Dog Friendly and Mountain Views!, vacation rental in Ashland
BookStayHop - Whispering Pines Cabin Retreat ~ Dog Friendly and Mountain Views!, vacation rental in Ashland
BookStayHop - Whispering Pines Cabin Retreat ~ Dog Friendly and Mountain Views!, vacation rental in Ashland

BookStayHop - Whispering Pines Cabin Retreat ~ Dog Friendly and Mountain Views!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Second Spring Property - 3 bedroom 2 bath luxury home in the heart of Ashland, vacation rental in Ashland
Second Spring Property - 3 bedroom 2 bath luxury home in the heart of Ashland, vacation rental in Ashland
Second Spring Property - 3 bedroom 2 bath luxury home in the heart of Ashland, vacation rental in Ashland

Second Spring Property - 3 bedroom 2 bath luxury home in the heart of Ashland

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

Rental Home
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Ashland's new vacation rental., vacation rental in Ashland
Ashland's new vacation rental., vacation rental in Ashland
Ashland's new vacation rental., vacation rental in Ashland

Ashland's new vacation rental.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
BookStayHop - Blue Moon House with Gourmet Kitchen and Outdoor Space, vacation rental in Ashland
BookStayHop - Blue Moon House with Gourmet Kitchen and Outdoor Space, vacation rental in Ashland
BookStayHop - Blue Moon House with Gourmet Kitchen and Outdoor Space, vacation rental in Ashland

BookStayHop - Blue Moon House with Gourmet Kitchen and Outdoor Space

Rental Home
5 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Spacious B Street Beauty, Around the Corner from Festival, vacation rental in Ashland
Spacious B Street Beauty, Around the Corner from Festival, vacation rental in Ashland
Spacious B Street Beauty, Around the Corner from Festival, vacation rental in Ashland

Spacious B Street Beauty, Around the Corner from Festival

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
More info
Check in
Check out
HolidayLettings.com logo
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

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Charming well appointed Cottage in Ashland ( 800 + sq. ft. ), vacation rental in Ashland
Charming well appointed Cottage in Ashland ( 800 + sq. ft. ), vacation rental in Ashland
Charming well appointed Cottage in Ashland ( 800 + sq. ft. ), vacation rental in Ashland

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

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
2nd Street Cottages, HERITAGE HOUSE, vacation rental in Ashland
2nd Street Cottages, HERITAGE HOUSE, vacation rental in Ashland
2nd Street Cottages, HERITAGE HOUSE, vacation rental in Ashland

2nd Street Cottages, HERITAGE HOUSE

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
Check in
Check out
HolidayLettings.com logo
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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Adorable downtown cottage, one block from OSF and Lithia Park, vacation rental in Ashland
Adorable downtown cottage, one block from OSF and Lithia Park, vacation rental in Ashland
Adorable downtown cottage, one block from OSF and Lithia Park, vacation rental in Ashland

Adorable downtown cottage, one block from OSF and Lithia Park

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
BookStayHop -#41 Cabin on Hyatt Prairie Rd- Dog Friendly, With Mountain Views., vacation rental in Ashland
BookStayHop -#41 Cabin on Hyatt Prairie Rd- Dog Friendly, With Mountain Views., vacation rental in Ashland
BookStayHop -#41 Cabin on Hyatt Prairie Rd- Dog Friendly, With Mountain Views., vacation rental in Ashland

BookStayHop -#41 Cabin on Hyatt Prairie Rd- Dog Friendly, With Mountain Views.

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Perfect vacation cottage, vacation rental in Ashland
Perfect vacation cottage, vacation rental in Ashland
Perfect vacation cottage, vacation rental in Ashland

Perfect vacation cottage

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
Check in
Check out
HolidayLettings.com logo
BookStayHop -#43 Cabin on Hyatt Prairie Rd. ~ Dogs Allowed, with Mountain Views., vacation rental in Ashland
BookStayHop -#43 Cabin on Hyatt Prairie Rd. ~ Dogs Allowed, with Mountain Views., vacation rental in Ashland
BookStayHop -#43 Cabin on Hyatt Prairie Rd. ~ Dogs Allowed, with Mountain Views., vacation rental in Ashland

BookStayHop -#43 Cabin on Hyatt Prairie Rd. ~ Dogs Allowed, with Mountain Views.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Abigail's Vacation Cottage located within walking distance to town & restaurants, vacation rental in Ashland
Abigail's Vacation Cottage located within walking distance to town & restaurants, vacation rental in Ashland
Abigail's Vacation Cottage located within walking distance to town & restaurants, vacation rental in Ashland

Abigail's Vacation Cottage located within walking distance to town & restaurants

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
More info
Check in
Check out
Vrbo.com logo
Showing results 1-50 of 173

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.