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Compare 98 Cottages in Ashland with updated reviews, rates, and availability.

The Ashland Cottage, walk to town
Exterior detail

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (189)
"Clean and comfy"
The price is AED 624
AED 1,073 total
includes taxes & fees
30 Dec - 31 Dec
The Ashland Cottage, walk to town
Paschal Winery
Exterior

Paschal Winery

4.5 star property
9.2 out of 10, Wonderful, (5)
"Very nice and hassle free check in "
The price is AED 413
AED 768 total
includes taxes & fees
29 Dec - 30 Dec
Paschal Winery
Courtside Cottage - WalkScore 93 - Dog Friendly
Room

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (35)
"Very cute property. It is in a quiet neighborhood and a perfect home away from home. I would love to return on future trips!"
The price is AED 373
AED 825 total
includes taxes & fees
7 Jan - 8 January 2025
Courtside Cottage - WalkScore 93 - Dog Friendly
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Tigers Den lovely oversized jetted tub

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

10.0 out of 10, Exceptional, (34)
"Great location, just minutes walking to downtown Jacksonville and the britt festival."
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
A classical one-room cottage

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville

9.8 out of 10, Exceptional, (17)
"Wonderful stay at this cute cottage with my adult daughters. Owners were great and we enjoyed every minute of it. Can't wait to come back again. "
The price is AED 364
AED 720 total
includes taxes & fees
26 Dec - 27 Dec
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Cozy fireplace

This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.

9.0 out of 10, Wonderful, (10)
"Really nice time at this stay! Chill and quiet environment! Clean and cozy! Will be back in the future! 5 stars! Thanks! "
The price is AED 413
AED 648 total
includes taxes & fees
7 Jan - 8 January 2025
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Cozy Central Point Bungalow on Working Winery!
Central Point Vacation Rental | 1BR | 1BA | 500 Sq Ft | 2 Steps to Enter

Cozy Central Point Bungalow on Working Winery!

10.0 out of 10, Exceptional, (5)
"Beautiful and relaxing property located close to just about everything! House was exactly as described!"
Cozy Central Point Bungalow on Working Winery!
Duncan Cottage Jacksonville

Duncan Cottage Jacksonville

9.4 out of 10, Exceptional, (11)
"Best location downtown"
Duncan Cottage Jacksonville
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Exterior

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.0 out of 10, Wonderful, (2)
"This is a very charming and warm property located in a great central spot of Medford. I highly recommend it!"
The price is AED 511
AED 859 total
includes taxes & fees
29 Dec - 30 Dec
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Blue Gate Cottage on the Rogue River
cottage & porch

Blue Gate Cottage on the Rogue River

9.8 out of 10, Exceptional, (26)
"Stayed 5 days and still was not enough Privare part of the riverthe river the most beautiful"
Blue Gate Cottage on the Rogue River
Downtown Mint
Exterior detail

Downtown Mint

9.8 out of 10, Exceptional, (30)
"House was very clean, but no TVs in bedrooms. One parking spot. Front yard is overgrown. Neighborhood is so so. "
The price is AED 294
AED 748 total
includes taxes & fees
29 Dec - 30 Dec
Downtown Mint
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Private kitchen

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

10.0 out of 10, Exceptional, (85)
"We stayed 2 nights and the property was super clean. We were able to relax and enjoy our stay. Would definitely recommend! "
The price is AED 290
AED 566 total
includes taxes & fees
3 Jan - 4 January 2025
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Tranquil setting surrounded by panoramic mountain views, grazing horses
Upstairs bed

Tranquil setting surrounded by panoramic mountain views, grazing horses

9.8 out of 10, Exceptional, (107)
"This farmhouse cottage provides a very relaxing environment. We found its location to be central to a number of cities and attractions in the southern Oregon area. At the end of the day, we enjoyed looking forward to returning to this peaceful cottage."
Tranquil setting surrounded by panoramic mountain views, grazing horses
Ashland's Mountain View Vacation Rental.
Fire pit and patio for relaxing with beautiful sunsets

Ashland's Mountain View Vacation Rental.

10.0 out of 10, Exceptional, (33)
"I was in town for a wedding. Stayed with a few friends and the place was perfect. Check in was very easy. The place was super clean. The beds were massive and soft. Make brunch each morning in the kitchen. Great stay! "
Ashland's Mountain View Vacation Rental.
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Exterior

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

10.0 out of 10, Exceptional, (36)
"We had the most lovely stay in Jacksonville for a quick weekend getaway to celebrate my sister‘s 50th birthday! The property is beautifully Appointed and has everything you need for a comfortable and luxurious getaway! The bed was plush and inviting, and we had plenty of room for our small group to lounge, make snacks, enjoy a glass of wine, and have wonderful conversations! We will definitely visit again! "
The price is AED 657
AED 1,291 total
includes taxes & fees
7 Jan - 8 January 2025
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Historic Bradshaw House!

Historic Bradshaw House!

10.0 out of 10, Exceptional, (63)
"We LOVED this cute little house. It was cozy and so close to downtown. It was wonderful. "
Historic Bradshaw House!
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Dining

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

9.6 out of 10, Exceptional, (17)
"Relaxing beautiful little cottage in the country. Peaceful and quiet. Great fenced yard for dogs too if you have them. Cute farms with animals all around to enjoy. Close to Jacksonville I recommend it highly"
The price is AED 364
AED 738 total
includes taxes & fees
22 Jan - 23 January 2025
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Standish Cottage is Creekside
Property grounds

Standish Cottage is Creekside

10.0 out of 10, Exceptional, (60)
"We loved the location, size of house,and hope to relax there again when we need a place to stay while visiting our son and his family. "
Standish Cottage is Creekside
Ida's Cottage Jacksonville

Ida's Cottage Jacksonville

9.6 out of 10, Exceptional, (73)
"Excellent quiet location close to down town. Bedroom set up was perfect for us. "
Ida's Cottage Jacksonville
Beautiful cottage w/pool in bamboo forest!
Living area

Beautiful cottage w/pool in bamboo forest!

8.0 out of 10, Very Good, (2)
"First, I will own that I made the reservation a day in advance of arriving. The cottage is nice and remodeled. Unfortunately, there were just a number of things not working that needed attention or advertised that could not be used. The property owner was relatively responsive, but some things could not be addressed while we were there. Some additions that would make the stay nicer - microwave, better instructions for the cottage (TV was challenging), working lights/lightbulbs, garbage disposal,...
Beautiful cottage w/pool in bamboo forest!
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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Other property types in Ashland

A Cowslip's Belle Inn
Terrace/patio

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (28)
"Awesome location, close to great dining and shopping venues"
The price is AED 551
AED 819 total
includes taxes & fees
29 Dec - 30 Dec
A Cowslip's Belle Inn
The Ashland Cottage, walk to town
Exterior detail

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (189)
"Clean and comfy"
The price is AED 624
AED 1,073 total
includes taxes & fees
30 Dec - 31 Dec
The Ashland Cottage, walk to town
Premier Downstairs Flat in Perfect Down Town Location
Exterior

Premier Downstairs Flat in Perfect Down Town Location

10.0 out of 10, Exceptional, (47)
"This was a beautiful and clean home in a perfect location. So close to downtown and the Shakespeare Festival. The walk was easy, well lite and safe. The home was clean and the beds were comfortable. We would definitely recommend and return!!"
Premier Downstairs Flat in Perfect Down Town Location
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.

Frequently asked questions

How much do cottages in Ashland cost?
Rates for cottages in Ashland range between AED 290 and AED 657 per night. No matter your budget, you’ll find an ideal place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Ashland?
Choose from multiple cottages in Ashland that have a total average guest review rating of 9.5. Oak Street Cottages is an ideal place to rest and unwind between adventures. This 3-star cottage also has a fireplace and a barbecue grill. The Retreat At Oak Knoll ~ Pet Friendly is another quality option with travelers to this area. It has a 4-star rating and amenities including a yard and a garden.
How many cottages are there in Ashland?
Pick from 98 cottages in Ashland. Whether you’re vacationing with the family or planning a weekend escape with close friends, Expedia will help you find the ideal space to immerse yourself in nature.
Are there any 5-star cottages in Ashland?
Although there aren’t any 5-star cottages in Ashland, there are some 4-star accommodations that have what you’re looking for. Enjoy leisurely days in a peaceful setting at ‘C’ Street Station - Short Walk to OSF. Located about 0.80 kilometers from downtown, it has a fireplace and free WiFi. Another popular 4-star property is The Retreat At Oak Knoll ~ Pet Friendly. It’s about 5 kilometers from central Ashland and includes amenities such as a living room and a garden.
Why book your cottage in Ashland with Expedia?
Expedia has some great cottages in Ashland, so get set for an unforgettable vacay on nature’s doorstep. If you have a fixed budget, click on how much you’d like to spend and your preferred property star rating. Or, try out our filters to search for cottages with a pool or a kitchen. We’ll help you find the perfect fit whatever your plans or bank balance.
How can I find cheap cottages in Ashland?
With Expedia’s handy filter tool, locating cheap cottages in Ashland is easy. To find stays that’ll make your wallet smile, refine your search by amenities, budget and star rating.