Search Ashland Cottage Rentals from CA $136

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Ashland Cottages

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and central island.

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

10.0 out of 10, Exceptional, (14)
"This is a great spot to stay. "
The price is CA $251
CA $446 total
includes taxes & fees
Sep 6 - Sep 7
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
The Ashland Cottage, walk to town
Relax on the deck with a grill and outdoor seating, and unwind in the cozy living area with a sofa and rug.

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (201)
"Cute, friendly and convenient."
The price is CA $234
CA $403 total
includes taxes & fees
Aug 17 - Aug 18
The Ashland Cottage, walk to town
Downtown Mint
Stunning garden surrounds this charming home with a distinctive yellow front door and a covered porch.

Downtown Mint

9.8 out of 10, Exceptional, (34)
"We came to visit family and this place was perfect. We really enjoyed it."
The price is CA $144
CA $317 total
includes taxes & fees
Sep 3 - Sep 4
Downtown Mint
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Cozy retreat with a neatly made bed, wall-mounted light, and framed artwork.

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.2 out of 10, Wonderful, (13)
"Great location Clean cute cottage with everything we needed for our stay. Would definitely stay again"
The price is CA $177
CA $340 total
includes taxes & fees
Aug 12 - Aug 13
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Standish Cottage is Creekside
Stroll through the serene garden, surrounded by lush ferns and broad-leafed vegetation, along a winding gravel path.

Standish Cottage is Creekside

10.0 out of 10, Exceptional, (62)
"Really Loved our SF stay at Standish cottage in Jacksonville"
Standish Cottage is Creekside
Cottage Eleven in the Heart of Jacksonville!!
1 bedroom, iron/ironing board, WiFi, bed sheets

Cottage Eleven in the Heart of Jacksonville!!

Cottage Eleven in the Heart of Jacksonville!!
Paschal Winery
Enjoy cooking in this well-equipped kitchen with a large island, sink, and stove.

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"Very nice and hassle free check in "
The price is CA $228
CA $362 total
includes taxes & fees
Sep 8 - Sep 9
Paschal Winery
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Prepare your morning coffee in this well-equipped kitchen.

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 $136
CA $244 total
includes taxes & fees
Aug 14 - Aug 15
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Remote Escape: Klamath Falls Cabin By Lake & Hikes
House (1 Bedroom) | Interior

Remote Escape: Klamath Falls Cabin By Lake & Hikes

2.0 star property
10.0 out of 10, Exceptional, (1)
"The cabin was amazing! Very cool log cabin vibe with all of the decorations to make you feel like you're roughing it in the woods but with all the modern convenience to make it comfortable. The outdoor bathtub and grilling area were standouts. The cabin actually does have AC even though the listing says it doesn't so that was a relief for a summer getaway. We came to see Crater Lake and it was close enough to recommend it for anyone wanting to see crater along with lake activities closer by at...
Remote Escape: Klamath Falls Cabin By Lake & Hikes
Tranquil setting surrounded by panoramic mountain views, grazing horses
Guests can enjoy a serene outdoor seating area surrounded by snow-covered hills and a picturesque stable.

Tranquil setting surrounded by panoramic mountain views, grazing horses

9.8 out of 10, Exceptional, (112)
"We found this Farmhouse Cottage to be a wonderful retreat after a day of touring what the local area has to offer. It is quiet, the hosts are enjoyable to meet and get to know, and the variety of birds on the property were fun to watch and listen to."
Tranquil setting surrounded by panoramic mountain views, grazing horses
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Relax in this serene space with a beige sofa, wooden floor, and large mirror.

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

10.0 out of 10, Exceptional, (36)
"Easy check in and very helpful host!"
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Experience the charm of Trolley Stop Antiques, a historic building with a balcony and sidewalk.

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

9.6 out of 10, Exceptional, (26)
"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 $165
CA $300 total
includes taxes & fees
Aug 10 - Aug 11
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.
Relax by the river with a picnic on the grassy bank, overlooking the picturesque bridge with its arch design.

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

9.0 out of 10, Wonderful, (14)
"The house is very cozy great set up! I wish i would have know it was in a trailer park! "
This cottage is a 1 bedroom(s), 1 bathrooms, located in Gold Hill, OR.
Courtside Cottage - WalkScore 93 - Dog Friendly
Enjoy cooking in this well-equipped kitchen with a dishwasher, microwave, and coffee maker.

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (48)
"A clean cozy cottage perfectly located to enjoy Ashland."
The price is CA $246
CA $443 total
includes taxes & fees
Sep 1 - Sep 2
Courtside Cottage - WalkScore 93 - Dog Friendly
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Relax on the covered patio with outdoor furniture, perfect for unwinding in the fresh air.

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

9.8 out of 10, Exceptional, (23)
"Had family in the area and was able to visit."
The price is CA $206
CA $358 total
includes taxes & fees
Aug 18 - Aug 19
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Jacksonville Towne Square.
Cozy living area with leather sofa, dining table for four, and kitchen in the background.

Jacksonville Towne Square.

3.0 star property
9.4 out of 10, Exceptional, (12)
"great location. you can easily walk to shops and restaurants. "
Jacksonville Towne Square.
The Cottage!
Situated in a wooded area, this cozy home offers a patio with a tiled floor, sheltered seating area and a white picket fence.

The Cottage!

2.0 star property
7.6 out of 10, Good, (4)
"Cute cottage for 1 or 2 people. It was 100 degrees outside but the AC worked great to keep it cool inside. The kitchen is fully equipped with everything to cook a nice meal. Nice clean decor and linens. Located just 1/2 block from shops and restaurants, walk everywhere easily including Britt Fest. Friendly town with a nice variety of things to explore including nearby hiking trails."
The Cottage!
Historic Bradshaw House!
Escape to a peaceful retreat in this charming single-story house with a traditional pitched roof and welcoming porch.

Historic Bradshaw House!

10.0 out of 10, Exceptional, (65)
"Would definitely stay here again, the location is perfect for walking around downtown. It was such a lovely, cozy home to stay in too. Would recommend!"
Historic Bradshaw House!
Luxury Cottage in Jacksonville's Historic Core!
Relax in a serene garden oasis with a central fountain and two benches.

Luxury Cottage in Jacksonville's Historic Core!

10.0 out of 10, Exceptional, (50)
"Loved this place! Right in the heart of J-ville. Our host was fantastic and super responsive. The attention to details and comfort in the house was top-quality. "
Luxury Cottage in Jacksonville's Historic Core!
🌻 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 $172
CA $287 total
includes taxes & fees
Aug 11 - Aug 12
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
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

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"Good locations d price. Made reservation one day before check I "
Wallace 1-night trip
Posted 2 days ago
Flagship Inn of Ashland