Ashland Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Browse Select Ashland Vacation Homes

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 $344
CA $643 total
includes taxes & fees
Sep 1 - Sep 2
Grandview of Ashland
The Red Dragon House
Exterior

The Red Dragon House

10.0 out of 10, Exceptional, (92)
"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
Sep 2 - Sep 3
The Red Dragon House
Lodge Room 7 at Green Springs Inn
1 bedroom, desk, iron/ironing board, WiFi

Lodge Room 7 at Green Springs Inn

10.0 out of 10, Exceptional, (1)
"Was an amazing place to stay"
The price is CA $124
CA $295 total
includes taxes & fees
Sep 2 - Sep 3
Lodge Room 7 at Green Springs Inn
Peach Street Inn | Suite 3 | King Bed
Fridge, microwave, oven, stovetop

Peach Street Inn | Suite 3 | King Bed

10.0 out of 10, Exceptional, (1)
"Liked the location of the place close to down town"
The price is CA $139
CA $358 total
includes taxes & fees
Aug 28 - Aug 29
Peach Street Inn | Suite 3 | King Bed
Peach Street Inn | Suite 2
Smart TV

Peach Street Inn | Suite 2

2.0 star property
The price is CA $154
CA $381 total
includes taxes & fees
Sep 2 - Sep 3
Peach Street Inn | Suite 2
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 $175
CA $303 total
includes taxes & fees
Sep 21 - Sep 22
Hanna's House by WanderLodges
King Guest Room at The Jacksonville Inn
Interior

King Guest Room at The Jacksonville Inn

9.0 out of 10, Wonderful, (2)
"Very clean and comfortable. Could not ask for a better location. Had a great stay."
The price is CA $267
CA $349 total
includes taxes & fees
Aug 28 - Aug 29
King Guest Room at The Jacksonville Inn
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 $188
CA $388 total
includes taxes & fees
Sep 1 - Sep 2
Barclay Klum House by WanderLodges
Lodge Room 4 with Jacuzzi Tub at Green Springs Inn
Interior

Lodge Room 4 with Jacuzzi Tub at Green Springs Inn

The price is CA $124
CA $292 total
includes taxes & fees
Sep 3 - Sep 4
Lodge Room 4 with Jacuzzi Tub at Green Springs Inn
Lodge Room 5 with Jacuzzi Tub at Green Springs Inn
1 bedroom, desk, iron/ironing board, WiFi

Lodge Room 5 with Jacuzzi Tub at Green Springs Inn

6.0 out of 10, (1)
"Loved the jacuzzi tub! It was quiet. My only qualm was that the bed felt unstable and my partner only moved slightly and the whole bed jiggled, waking me constantly. Also, the written directions were confusing and arriving in the dark was difficult."
The price is CA $143
CA $314 total
includes taxes & fees
Sep 3 - Sep 4
Lodge Room 5 with Jacuzzi Tub at Green Springs Inn
Lodge Room 6 at Green Springs Inn
Terrace/patio

Lodge Room 6 at Green Springs Inn

The price is CA $125
CA $295 total
includes taxes & fees
Sep 3 - Sep 4
Lodge Room 6 at Green Springs Inn
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 $202
CA $298 total
includes taxes & fees
Aug 28 - Aug 29
Chateau Herb ~ Miranda Carriage House Apt
Lodge Room 2 with Jacuzzi Tub at Green Springs Inn
Interior

Lodge Room 2 with Jacuzzi Tub at Green Springs Inn

9.0 out of 10, Wonderful, (2)
"We loved it "
The price is CA $180
CA $359 total
includes taxes & fees
Sep 9 - Sep 10
Lodge Room 2 with Jacuzzi Tub at Green Springs Inn
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 $195
CA $510 total
includes taxes & fees
Sep 2 - Sep 3
Barclay Klum House by WanderLodges | Soaking Tub | Gourmet Kitchen
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 $335
CA $374 total
includes taxes & fees
Aug 27 - Aug 28
The Mountain Ave House by WanderLodges
Cabin #17 at Hyatt Lake Resort
Exterior detail

Cabin #17 at Hyatt Lake Resort

The price is CA $228
CA $382 total
includes taxes & fees
Sep 2 - Sep 3
Cabin #17 at Hyatt Lake Resort
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 $500
CA $884 total
includes taxes & fees
Sep 2 - Sep 3
Hot tub | Sauna |Firepit |Sleeps 6!
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 $362 total
includes taxes & fees
Sep 7 - Sep 8
The Peerless Hotel | Junior Suite #5 | Jetted Tub | Historic District
Lodge Room 8 with Jacuzzi Tub at Green Springs Inn
Terrace/patio

Lodge Room 8 with Jacuzzi Tub at Green Springs Inn

6.0 out of 10, (1)
"Hi I wasn’t happy with the Jacuzzi tub. Cold water on the tub would not shut off, leaving the tub itself cold.The carpet was wet as if they wet shampoo it just before I got thereWash my own dishes is unacceptableTaking out the trash is OKThere was no bag for my laundry outside my room, which was for the linen. This is also unacceptable."
The price is CA $124
CA $296 total
includes taxes & fees
Sep 21 - Sep 22
Lodge Room 8 with Jacuzzi Tub at Green Springs Inn
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 $483 total
includes taxes & fees
Sep 17 - Sep 18
1 bedroom, 1 bathroom cottage with sleeper sofa & full kitchen.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

10/10 Excellent
"Shakesperean-themed motel with noisy A/C and 90’s Home Depot-quality furnishings. Sad buffet breakfast—plastic food."
Kai 1-night trip
Posted 9 hours ago
The Bard's Inn, BW Signature Collection by Best Western

Find out more about Ashland

Find out more about Ashland

Ashland Vacation Homes information

Number of reviews
998
Accommodation
303 Vacation Homes
Lowest Price
CA $152
Highest Price
CA $270

Explore a world of travel with Expedia

Explore a world of travel with Expedia