Search Ashland Cottage Rentals from CA $124

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Ashland Cottages

Charming carriage house in Ashland near downtown
Microwave, oven, stovetop, dishwasher

Charming carriage house in Ashland near downtown

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay"
The price is CA $187
CA $344 total
includes taxes & fees
Aug 30 - Aug 31
Charming carriage house in Ashland near downtown
Courtside Cottage - WalkScore 93 - Dog Friendly
Fridge, microwave, coffee/tea maker, toaster

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (51)
"Lovely studio cottage with high-end kitchenette, king bed, gorgeous bathroom, and thoughtful touches everywhere. Plus, had a slight problem with the microwave and the owner called from Japan to help us solve it (CFI tripped). I have been to Ashland before and this is really well situated but off a main street so private and quiet."
The price is CA $180
CA $363 total
includes taxes & fees
Aug 25 - Aug 26
Courtside Cottage - WalkScore 93 - Dog Friendly
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
1 bedroom, in-room safe, desk, iron/ironing board

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

10.0 out of 10, Exceptional, (16)
"This was indeed a charming property. We were intrigued by the rustic exterior, and were pleasantly surprised by the lovely, comfortable interior. It was a pleasure to be out of the downtown Ashland traffic and noise, yet it was so easy to get there when we wanted to. I would definitely stay here again."
The price is CA $145
CA $288 total
includes taxes & fees
Sep 3 - Sep 4
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
The Ashland Cottage, walk to town
Interior

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (201)
"Cute, friendly and convenient."
The price is CA $235
CA $405 total
includes taxes & fees
Sep 7 - Sep 8
The Ashland Cottage, walk to town
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Oven, stovetop, dishwasher

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

10.0 out of 10, Exceptional, (16)
"This is a great spot to stay. "
The price is CA $336
CA $561 total
includes taxes & fees
Aug 28 - Aug 29
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Microwave, oven, stovetop, dishwasher

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!

The price is CA $269
CA $475 total
includes taxes & fees
Sep 14 - Sep 15
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Paschal Winery
Glamp Cottage Trailer | Living area

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (11)
"Very nice and hassle free check in "
The price is CA $212
CA $347 total
includes taxes & fees
Aug 25 - Aug 26
Paschal Winery
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Coffee and/or coffee maker

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

9.8 out of 10, Exceptional, (96)
"This was a very nice studio, the owners were very nice and easy to work with. "
The price is CA $135
CA $244 total
includes taxes & fees
Sep 3 - Sep 4
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Ruby Belle Cottage retreat
Interior

Ruby Belle Cottage retreat

2.0 star property
8.0 out of 10, Very good, (1)
"We actually really only spent our sleeping hours there. Bed was comfortable. Area is spacious, nice outside area. Very quiet. Property is very centered for the tourists attractions in the area."
The price is CA $242
CA $396 total
includes taxes & fees
Aug 25 - Aug 26
Ruby Belle Cottage retreat
Downtown Mint
Exterior

Downtown Mint

9.8 out of 10, Exceptional, (37)
"We came to visit family and this place was perfect. We really enjoyed it."
The price is CA $124
CA $302 total
includes taxes & fees
Aug 25 - Aug 26
Downtown Mint
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
Outdoor dining

🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

9.0 out of 10, Wonderful, (8)
"This place was amazing. Took a little extra time to get to, but it was well worth it. Would definitely stay here again. Thanks again for all necessary accommodations as well. Definitely appreciated 🙏"
The price is CA $173
CA $289 total
includes taxes & fees
Aug 25 - Aug 26
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Exterior detail

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

9.6 out of 10, Exceptional, (27)
"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 CA $166
CA $305 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Outdoor dining

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

9.8 out of 10, Exceptional, (23)
"Wonderful quiet HOUSE, much more space than I anticipated. Jess was helpful, communicative. I'd happily stay here again."
The price is CA $196
CA $348 total
includes taxes & fees
Aug 25 - Aug 26
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
2 bedrooms, desk, iron/ironing board, free WiFi

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.2 out of 10, Wonderful, (14)
"Great location Clean cute cottage with everything we needed for our stay. Would definitely stay again"
The price is CA $161
CA $319 total
includes taxes & fees
Sep 1 - Sep 2
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Interior

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

The price is CA $149
CA $251 total
includes taxes & fees
Sep 4 - Sep 5
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (39)
"Checkin was easy—they even were able to accommodate us when we got into town early. Very clean, awesome outdoor space, comfortable bed. We enjoyed the location, too! We would stay again!"
The price is CA $247
CA $487 total
includes taxes & fees
Aug 31 - Sep 1
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
VIEWS! Farmhouse-Gated-Wineries-Rogue X
Interior

VIEWS! Farmhouse-Gated-Wineries-Rogue X

The price is CA $278
CA $510 total
includes taxes & fees
Sep 4 - Sep 5
VIEWS! Farmhouse-Gated-Wineries-Rogue X
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
2 bedrooms, internet, bed sheets

The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

The price is CA $198
CA $506 total
includes taxes & fees
Aug 25 - Aug 26
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
1960's Farmhouse- VIEWS! - Gated-Wineries-Rogue X
Interior

1960's Farmhouse- VIEWS! - Gated-Wineries-Rogue X

The price is CA $435
CA $829 total
includes taxes & fees
Sep 3 - Sep 4
1960's Farmhouse- VIEWS! - Gated-Wineries-Rogue X
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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Top Ashland Hotel Reviews

Stratford Inn

Stratford Inn

10/10 Excellent
"This is a very clean, super friendly hotel on the souther edge of downtown. Parking is very convenient. The rooms are spacious, come with a fridge and microwave. And everything is easily walkable. I wouldn’t recommend the breakfast or coffee, but the price is great even during peak season. And they have a pool and jacuzzi! And if you forget anything, the staff will be happy to FedEx your belonging back to you. (At your expense, which is only reasonable.) We love this place and will definitely be back in the future."
Frank 4-night trip
Posted 1 day ago
Stratford Inn