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Featured Cottages in Ashland

The Ashland Cottage, walk to town
201 Gresham St, Ashland, OR
The price is AU$412 per night from 8 Dec. to 8 Dec.
Located in the centre of Ashland, this family-friendly cottage is within a 10-minute walk of Ashland Library, Oregon Cabaret Theatre and Thomas Theatre. Angus ...
4.9/5 Exceptional! (111 reviews)
Perfection
"On our way to Capitola from North Oregon coast we decided to stop here for 1 night to rest. Beautiful, quiet and serene setting with well appointed and tastefully decorated space. The owners spent a lot of time and thought remodeling this place and setting it up for short term rentals. There are ..."

Reviewed on 11 Nov. 2021

The Ashland Cottage, walk to town
#47 The Cabins at Hyatt Lake - Sleeps 5 - Hot Tub
4 out of 5
7979 Hyatt Prairie Road, Ashland, OR
Situated in Ashland, this cottage is steps away from Cascade Range and Hyatt Reservoir. Howard Prairie Lake is 6.4 mi (10.3 km) away.
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#47 The Cabins at Hyatt Lake - Sleeps 5 - Hot Tub
NEW! Sunny Cottage w/ Views, 1 Mi to Dtwn Ashland!
Situated in Ashland, this cottage is within a 15-minute walk of Ashland Library, Oregon Cabaret Theatre and Allen Elizabethan Theatre. Angus Bowmer Theatre and ...
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NEW! Sunny Cottage w/ Views, 1 Mi to Dtwn Ashland!
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Oak Street Cottages
3 out of 5
171 Oak Street, Ashland, OR
Located in Historic Downtown District, this cottage is within a 5-minute walk of Allen Elizabethan Theatre, Angus Bowmer Theatre and Thomas Theatre. Oregon Cabaret ...
4.7/5 Exceptional! (3 reviews)
Clean, Comfortable, Gracious
"Right in the heart of Ashland and only a block from the Oregon Shakespeare Festival this place is a gem. We stayed in the Oak Tower suite, a two story, could sleep 8 accommodation. Not only was it immaculate but it was sweetly appointed with fresh flowers, contemporary magazines, fresh fruit, Martinelli's ..."

Reviewed on 4 Jul. 2018

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Oak Street Cottages
Pioneer House - South Suite
3.5 out of 5
150 North Pioneer Street, Ashland, OR
Located in Historic Downtown District, this cottage is steps away from Allen Elizabethan Theatre, Angus Bowmer Theatre and Thomas Theatre. Oregon Cabaret Theatre ...
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Pioneer House - South Suite
Hanna's House- Your Home Away from Home
Located in Historic Railroad District, this historic cottage is within a 10-minute walk of Ashland Library, Oregon Cabaret Theatre, and Allen Elizabethan Theatre. ...
4.9/5 Exceptional! (81 reviews)
Very nice cottage with warm and welcoming hosts. We greatly enjoyed our stay.
"Very comfortable, convenient location, well designed space"

Reviewed on 17 Nov. 2021

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Hanna's House- Your Home Away from Home
#47 & 48 Hyatt Lake Compound - Sleeps 9
4 out of 5
7979 Hyatt Prairie Road, Ashland, OR
Situated in Ashland, this cottage is within a 5-minute walk of Cascade Range and Hyatt Reservoir. Howard Prairie Lake is 6.4 mi (10.3 km) away.
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#47 & 48 Hyatt Lake Compound - Sleeps 9
Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat
3.5 out of 5
12673 Old Highway 99 South, Ashland, OR
Situated in Ashland, this cottage is 1.2 mi (1.9 km) from Cascade Range and 11.8 mi (18.9 km) from Klamath River. Mount Ashland Ski Area and Emigrant Lake are ...
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Sunset Chalet - 2600 Sq.ft. Multi-seasonal Retreat
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
The price is AU$524 per night from 1 Dec. to 1 Dec.
Located in the mountains, this Ashland cottage offers ski-in/ski-out access within 3 miles (5 km) of ScienceWorks Hands-On Museum, North Mountain Park and Cascade ...
4.9/5 Exceptional! (8 reviews)
Come for the privacy and quiet, stay for the donkeys!
"We chose this property because it was a private, quiet option, and that was very much the case. The cottage was also very comfortable, spacious, and had lots of character. The big bonus were the three friendly donkeys in a fenced area nearby."

Reviewed on 24 Oct. 2021

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Ashland's newest vacation rental.
2504 Siskiyou Blvd, Ashland, OR
Located in the heart of Ashland, this cottage is within 3 miles (5 km) of Schneider Museum of Art, Southern Oregon University and ScienceWorks Hands-On Museum. ...
4.8/5 Exceptional! (4 reviews)
Super cute and comfy cottage
"Everything you need is right there. Kitchen fully stocked with spices and all!!! Easy access to the main freeway and close to downtown. We enjoyed our time very much."

Reviewed on 12 Aug. 2021

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Ashland's newest vacation rental.
The Retreat at Oak Knoll ~ Pet Friendly
4 out of 5
16 Knoll Crest Drive, Ashland, OR
Situated in Ashland, this cottage is within 3 miles (5 km) of ScienceWorks Hands-On Museum, Cascade Range and Schneider Museum of Art. Southern Oregon University ...
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The Retreat at Oak Knoll ~ Pet Friendly
'C' Street Station - Short Walk to OSF
4 out of 5
746 C Street, Ashland, OR
Located in Historic Railroad District, this cottage is within a 10-minute walk of Ashland Library and Oregon Cabaret Theatre. Allen Elizabethan Theatre and Angus ...
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'C' Street Station - Short Walk to OSF
Mountain Pine Cabin - Sleeps 6 - Pet Friendly
3.5 out of 5
7552 Hyatt Prairie Road, Ashland, OR
Situated in Ashland, this cottage is within a 5-minute walk of Cascade Range and Hyatt Reservoir. Howard Prairie Lake is 4.4 mi (7 km) away.
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Mountain Pine Cabin - Sleeps 6 - Pet Friendly
Oak Sherwin House Near OSF
4 out of 5
171 Oak Street, Ashland, OR
This cottage is located in Ashland (Historic Downtown District), close to Allen Elizabethan Theatre, Angus Bowmer Theatre and Thomas Theatre. Also nearby are ...
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Oak Sherwin House Near OSF
Warm & Inviting Ashland Cottage < Half-Mile to SOU
675 Siskiyou Boulevard, Ashland, OR
Located in Siskiyou-Hargadine Historic District, this cottage is within a 15-minute walk of Ashland Library, Southern Oregon University and Oregon Cabaret Theatre. ...
5/5 Exceptional! (1 review)
Cute cottage
"Comfortable guest cottage , good location to town"

Reviewed on 10 Jul. 2021

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Warm & Inviting Ashland Cottage < Half-Mile to SOU
Oak Hideaway Cottage- 1.5 Blocks to OSF
3.5 out of 5
171 Oak Street, Ashland, OR
Located in Historic Downtown District, this cottage is within a 5-minute walk of Allen Elizabethan Theatre, Angus Bowmer Theatre and Thomas Theatre. Oregon Cabaret ...
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Oak Hideaway Cottage- 1.5 Blocks to OSF
#52 The Cabins at Hyatt Lake - Sleeps 4 -lake View
3.5 out of 5
7979 Hyatt Prairie Road, Ashland, OR
Situated in Ashland, this cottage is within a 10-minute walk of Cascade Range and Hyatt Reservoir. Howard Prairie Lake is 6.4 mi (10.4 km) away.
5/5 Exceptional! (1 review)
"If you want to combine the feeling of being part of nature and modern conveniences, this place is perfect! The cabin has a lake view, surrounded by trees and so many chipmunks and occasional visits by deer. The cabin has a homey feeling with good wifi, direct tv and Netflix. The bed is super comfortable ..."

Reviewed on 21 Jul. 2019

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#52 The Cabins at Hyatt Lake - Sleeps 4 -lake View
Oak Lawn Cottage ~ 1.5 Blocks to OSF
3.5 out of 5
171 Oak Street, Ashland, OR
Located in Historic Downtown District, this cottage is within a 5-minute walk of Allen Elizabethan Theatre, Angus Bowmer Theatre and Thomas Theatre. Oregon Cabaret ...
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Oak Lawn Cottage ~ 1.5 Blocks to OSF
#49 The Cabins at Hyatt Lake - Sleeps 4 - Private
3 out of 5
7979 Hyatt Prairie Road, Ashland, OR
Situated in Ashland, this cottage is within a 10-minute walk of Cascade Range and Hyatt Reservoir. Howard Prairie Lake is 6.4 mi (10.4 km) away.
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#49 The Cabins at Hyatt Lake - Sleeps 4 - Private
#33 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub
3.5 out of 5
7979 Hyatt Prairie Road, Ashland, OR
Situated in Ashland, this cottage is steps away from Cascade Range and Hyatt Reservoir. Howard Prairie Lake is 6.4 mi (10.3 km) away.
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#33 The Cabins at Hyatt Lake - Sleeps 6 - Hot Tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Ashland

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is AU$174 per night from 29 Nov. to 29 Nov.
4.5/5 Wonderful! (1,618 reviews)
"We were placed in a room that is convenient for the pet exiting for nature calls. It was a nice gesture, and well appreciated."

Reviewed on 27 Nov. 2021

Ashland Hills Hotel & Suites
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

3 out of 5
98 Central Ave, Ashland, OR
The price is AU$222 per night from 29 Nov. to 29 Nov.
4.4/5 Excellent! (1,249 reviews)
"Great location on edge of downtown Ashland. Short walk to theatre, restaurants and shopping."

Reviewed on 22 Nov. 2021

Plaza Inn & Suites at Ashland Creek
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
The price is AU$141 per night from 29 Nov. to 29 Nov.
4.2/5 Excellent! (826 reviews)
"The Stratford is a very nice option to stay in Ashford if you are on a budget. It is walkable into town and comfortable/clean. Only thing to note for dog owners, pets are allowed but they charge $25 additional at checkin."

Reviewed on 24 Nov. 2021

Stratford Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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