Ashland Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Ashland Vacation Homes

Lodge Room 1 with Jacuzzi Tub at Green Springs Inn
1 bedroom, desk, iron/ironing board, WiFi

Lodge Room 1 with Jacuzzi Tub at Green Springs Inn

10.0 out of 10, Exceptional, (3)
"As usual our stay here was incredible. Lots of beautiful snow and a jacuzzi tub to boot. We’ll be back."
The price is CA $126
CA $297 total
includes taxes & fees
Aug 21 - Aug 22
Lodge Room 1 with Jacuzzi Tub at Green Springs Inn
Grandview of Ashland
Terrace/patio

Grandview of Ashland

3.0 star property
10.0 out of 10, Exceptional, (1)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
The price is CA $413
CA $715 total
includes taxes & fees
Sep 1 - Sep 2
Grandview of Ashland
Hanna's House by WanderLodges
City Bungalow, Garden Area | Private kitchen

Hanna's House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (1)
"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once and walked everywhere. Lovely host. Really, I can't imagine anyone giving it less than a perfect score. Would definitely stay here again."
The price is CA $178
CA $307 total
includes taxes & fees
Sep 7 - Sep 8
Hanna's House by WanderLodges
The Red Dragon House
Exterior

The Red Dragon House

10.0 out of 10, Exceptional, (91)
"We were looking for a nice quiet location close to the highway and this was perfect. It was very clean, the kitchen was beautiful and the welcome cookies were delicious. Thank you!"
The price is CA $242
CA $275 total
includes taxes & fees
Aug 20 - Aug 21
The Red Dragon House
The Peerless Hotel | Anniversary Suite #3 | Twin Soaking Tubs | Historic District
Lobby

The Peerless Hotel | Anniversary Suite #3 | Twin Soaking Tubs | Historic District

10.0 out of 10, Exceptional, (1)
"Great stay"
The price is CA $202
CA $394 total
includes taxes & fees
Sep 7 - Sep 8
The Peerless Hotel | Anniversary Suite #3 | Twin Soaking Tubs | Historic District
The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District
Lobby

The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District

10.0 out of 10, Exceptional, (1)
"Really really nice. Fabulous atmosphere. Loved the reading room. The coffee was good. Within walking distance of downtown. A really nice place for a romantic hideway. Would definitely stay here again when in the area."
The price is CA $175
CA $361 total
includes taxes & fees
Aug 25 - Aug 26
The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District
Barclay Klum House by WanderLodges
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"Great ~ memorable stay. "
The price is CA $198
CA $399 total
includes taxes & fees
Sep 1 - Sep 2
Barclay Klum House by WanderLodges
Chateau Herb ~ Miranda Carriage House Apt
Outdoor spa tub

Chateau Herb ~ Miranda Carriage House Apt

9.6 out of 10, Exceptional, (4)
"Nice place to stay, with full kitchen, and a close drive to downtown Ashland. The AC stopped and the staff were very responsive and provided."
The price is CA $201
CA $297 total
includes taxes & fees
Aug 26 - Aug 27
Chateau Herb ~ Miranda Carriage House Apt
Cabin #11 at Hyatt Lake Resort
Outdoor dining

Cabin #11 at Hyatt Lake Resort

The price is CA $228
CA $380 total
includes taxes & fees
Aug 24 - Aug 25
Cabin #11 at Hyatt Lake Resort
Barclay Klum House by WanderLodges | Soaking Tub | Gourmet Kitchen
Fridge, microwave, oven, stovetop

Barclay Klum House by WanderLodges | Soaking Tub | Gourmet Kitchen

10.0 out of 10, Exceptional, (1)
"This house was so lovely and convenient. It was nice to leave the truck parked in its spot and walk to shops and restaurants. The house itself was open and comfortable with plenty of room for the both of us. And of course that kitchen had everything we could have asked for."
The price is CA $199
CA $514 total
includes taxes & fees
Sep 1 - Sep 2
Barclay Klum House by WanderLodges | Soaking Tub | Gourmet Kitchen
Hot tub | Sauna |Firepit |Sleeps 6!
Outdoor dining

Hot tub | Sauna |Firepit |Sleeps 6!

10.0 out of 10, Exceptional, (3)
"Great home in a nice location with a wonderful view. Well-appointed and clean. "
The price is CA $499
CA $882 total
includes taxes & fees
Sep 1 - Sep 2
Hot tub | Sauna |Firepit |Sleeps 6!
1 bedroom, 1 bathroom cottage with sleeper sofa & full kitchen.
Living area

1 bedroom, 1 bathroom cottage with sleeper sofa & full kitchen.

8.8 out of 10, Excellent, (5)
"Modest, clean, flexible host with quick replies to any questions.Thank youRay"
The price is CA $275
CA $482 total
includes taxes & fees
Aug 24 - Aug 25
1 bedroom, 1 bathroom cottage with sleeper sofa & full kitchen.
Downtown Ashland House - Walk to Plaza and OSF!
Smart TV, books

Downtown Ashland House - Walk to Plaza and OSF!

9.8 out of 10, Exceptional, (42)
"Perfect location; cute house - enjoyed our stay very much !"
The price is CA $173
CA $493 total
includes taxes & fees
Aug 25 - Aug 26
Downtown Ashland House - Walk to Plaza and OSF!
The Mountain Ave House by WanderLodges
Grand House | Private kitchen

The Mountain Ave House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (6)
"This place was great! The beds were so nice we slept amazing. Clean, and spacious. Perfect for our family. Grandma had her own space downstairs to avoid the stairs. We really just loved the comfort of the home. We will be visiting again!"
The price is CA $334
CA $373 total
includes taxes & fees
Aug 27 - Aug 28
The Mountain Ave House by WanderLodges
Gorgeous Lakeside HOUSE + Indoor SAUNA!
Sauna

Gorgeous Lakeside HOUSE + Indoor SAUNA!

8.8 out of 10, Excellent, (3)
"This is a wonderful large house with lots of amenities and ease of use.It's proximity to Howard.Prairie lake was just what we were looking for we had a terrific time"
The price is CA $385
CA $493 total
includes taxes & fees
Aug 24 - Aug 25
Gorgeous Lakeside HOUSE + Indoor SAUNA!
Moody Ashland Escape: Luxe Suite, Copper Tub
1 bedroom, WiFi, bed sheets

Moody Ashland Escape: Luxe Suite, Copper Tub

10.0 out of 10, Exceptional, (1)
"Our room was clean and comfortable. Attention to detail. The light fixtures convinced of outlets. Wish we had time to take a bath in the relaxing looking tub. The bed and furniture were interesting and so comfortable.Parking and walkable to town. We loved the sweet personal note letting us know someone was there if we needed them. Wish we had more time to stay. Thank you!"
The price is CA $268
CA $340 total
includes taxes & fees
Aug 24 - Aug 25
Moody Ashland Escape: Luxe Suite, Copper Tub
Hanna's House | 1 block to downtown!
Fridge, microwave, oven, stovetop

Hanna's House | 1 block to downtown!

10.0 out of 10, Exceptional, (167)
"Beautiful, comfortable, well-equipped, in a very convenient location. Lots of natural light. The owner, Sarah, lives on the property and is wonderful! "
The price is CA $194
CA $414 total
includes taxes & fees
Sep 7 - Sep 8
Hanna's House | 1 block to downtown!
East Main Downtown Bungalow
Microwave, dishwasher

East Main Downtown Bungalow

9.2 out of 10, Wonderful, (33)
"Great location and the space was extremely functional and well thought out!"
The price is CA $210
CA $399 total
includes taxes & fees
Aug 25 - Aug 26
East Main Downtown Bungalow
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Outdoor spa tub

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

10.0 out of 10, Exceptional, (48)
"Very charming home with everything you need to relax and enjoy a vacation in Ashland, Oregon."
The price is CA $242
CA $661 total
includes taxes & fees
Aug 20 - Aug 21
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Ashland Luxury: 4 King suites, pool & hot tub
4 bedrooms, desk, iron/ironing board, travel crib

Ashland Luxury: 4 King suites, pool & hot tub

9.8 out of 10, Exceptional, (9)
"It is a beautiful and large space that was an ideal place to wind down after some stressful work meetings. We especially loved the hot tub and space to stretch our bodies after being stuck in seats all day. Very close to SOU and walkable to downtown. "
Ashland Luxury: 4 King suites, pool & hot tub
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
"It was quiet, nicely appointed, loved the Kuerig coffee appliance."
Carolyn 1-night trip
Posted 17 hours ago
Flagship Inn of Ashland