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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Cottages in Ashland

Exterior
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
10.0 out of 10, Exceptional, (18)
"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."
United States
Linda
The price is AED 290
AED 656 total
includes taxes & fees
16 Nov - 17 Nov
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Property grounds
Charming carriage house in Ashland near downtown
Charming carriage house in Ashland near downtown
10.0 out of 10, Exceptional, (6)
"Enjoyed our stay"
United States
Julie M.
The price is AED 380
AED 768 total
includes taxes & fees
31 Oct - 1 Nov
Charming carriage house in Ashland near downtown
Fridge, microwave, coffee/tea maker, toaster
Courtside Cottage - WalkScore 93 - Dog Friendly
Courtside Cottage - WalkScore 93 - Dog Friendly
10.0 out of 10, Exceptional, (58)
"A perfect jumping off spot for Ashland. Easy all around, very nice and clean. We were very pleased."
United States
Lindsay M.
The price is AED 472
AED 944 total
includes taxes & fees
18 Nov - 19 Nov
Courtside Cottage - WalkScore 93 - Dog Friendly
Exterior
The Ashland Cottage, walk to town
The Ashland Cottage, walk to town
10.0 out of 10, Exceptional, (209)
"Great place for a couple. Nice house. Good location."
United States
Tamara H.
The price is AED 624
AED 1,065 total
includes taxes & fees
3 Nov - 4 Nov
The Ashland Cottage, walk to town
Terrace/patio
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
10.0 out of 10, Exceptional, (3)
"Great location, many personal touches and the host cares about comfort! Will stay again, thanks so much! "
United States
Krista M.
The price is AED 803
AED 1,375 total
includes taxes & fees
28 Oct - 29 Oct
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Fridge, microwave, oven, stovetop
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Railroad District, steps to downtown, everything you need to enjoy Ashland!
2.0 star property
The price is AED 1,000
AED 2,093 total
includes taxes & fees
27 Oct - 28 Oct
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Property grounds
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
10.0 out of 10, Exceptional, (17)
"This is a great spot to stay. "
United States
Michelle G.
The price is AED 889
AED 1,486 total
includes taxes & fees
31 Oct - 1 Nov
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Glamp Cottage Trailer | Terrace/patio
Paschal Winery
Paschal Winery
4.5 star property
9.6 out of 10, Exceptional, (13)
"Very nice and hassle free check in "
United States
Matthew
The price is AED 289
AED 642 total
includes taxes & fees
3 Nov - 4 Nov
Paschal Winery
Exterior
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
9.8 out of 10, Exceptional, (100)
"This was just what we needed as our halfway point of our trip. Area was quiet and close torestaurants. L9ved our stay here. It was a very hot day, but we were able to remain cool here."
United States
carol A.
The price is AED 360
AED 649 total
includes taxes & fees
3 Nov - 4 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Exterior
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
10.0 out of 10, Exceptional, (2)
"Booking and check-in were very smooth. The property is as advertised and more! Peaceful, beautiful, comfortable and convenient to Jacksonville and nearby areas. Will look forward to staying again. "
United States
Ruth P.
The price is AED 397
AED 667 total
includes taxes & fees
1 Nov - 2 Nov
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Exterior
Downtown Mint
Downtown Mint
9.8 out of 10, Exceptional, (39)
"We came to visit family and this place was perfect. We really enjoyed it."
United States
Jolie H.
The price is AED 294
AED 744 total
includes taxes & fees
28 Oct - 29 Oct
Downtown Mint
Exterior
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
9.6 out of 10, Exceptional, (30)
"We loved the animals and how peaceful it was there,The owner was very accommodating and nice. Highly recommend if I ever need to stay in the area again this would be my first pick "
United States
Ryan K.
The price is AED 441
AED 802 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Terrace/patio
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
9.8 out of 10, Exceptional, (24)
"Great host, cute surroundings, lovely stay."
United States
Katie B.
The price is AED 459
AED 846 total
includes taxes & fees
26 Oct - 27 Oct
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Exterior
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
9.4 out of 10, Exceptional, (20)
"Loved this house. It was cozy and felt like someone’s home. "
United States
Vanessa D.
The price is AED 426
AED 839 total
includes taxes & fees
30 Oct - 31 Oct
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Exterior
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
8.8 out of 10, Excellent, (9)
"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 🙏"
United States
Silent Tunez P.
The price is AED 459
AED 761 total
includes taxes & fees
21 Nov - 22 Nov
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
Exterior
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience
The price is AED 404
AED 937 total
includes taxes & fees
17 Nov - 18 Nov
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience
Exterior
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
10.0 out of 10, Exceptional, (1)
"The location was amazing: within walking distance of almost all the Jacksonville restaurants, stores, residential areas and the Britt Festival. The cottage was very cleaned and well-maintained. Ashley was very responsive and helpful in making all the arrangements for our party."
United States
Juliana S.
The price is AED 493
AED 1,319 total
includes taxes & fees
26 Oct - 27 Oct
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
Exterior
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
10.0 out of 10, Exceptional, (44)
"Outstanding "
United States
Jim B.
The price is AED 657
AED 1,291 total
includes taxes & fees
1 Nov - 2 Nov
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Exterior
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience
The price is AED 776
AED 1,737 total
includes taxes & fees
17 Nov - 18 Nov
Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & savor sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville, this retreat blends charm & convenience
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

Callahan's Mountain Lodge

Callahan's Mountain Lodge

10/10 Excellent
"So cute! View was beautiful off our balcony! "
Leonard 1-night trip
Posted 19 hours ago
Callahan's Mountain Lodge

Frequently asked questions

How much do cottages in Ashland cost?
Cottages in Ashland range between AED 642 and AED 2,093 per night. These properties offer a chance to get in touch with nature — at a price you can afford. 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?
Ashland has multiple cottages with a total average guest review rating of 9.7. Oak Street Cottages is a good option if you're into nature and an easy-breezy pace. Guests of this 3-star stay will enjoy amenities such as a fireplace and a barbecue grill. The Retreat At Oak Knoll ~ Pet Friendly is another popular pick. This 4-star cottage features a fireplace and a barbecue grill.
How many cottages are there in Ashland?
Pack your suitcase and pick from 127 cottages in Ashland. Longing for a place where you can relax and connect with nature? Expedia will help you find your ideal retreat in only a click or two.
Are there any 5-star cottages in Ashland?
Ashland doesn't have any 5-star cottages — but you and the family can still enjoy a stylish getaway! Why not have a look at The Retreat At Oak Knoll ~ Pet Friendly? Located approximately 5 kilometers from downtown, this 4-star retreat features a living room and a garden. C' Street Station - Short Walk To Osf is another fantastic 4-star pick just 0.80 kilometers from central Ashland. It provides a relaxed vibe close to nature as well as conveniences like a fireplace and free WiFi.
Why book your cottage in Ashland with Expedia?
Expedia has some superb cottages in Ashland, so get set for a memorable vacation close to nature. If you have a certain budget, click on how much you want to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a pool or free WiFi. We'll help you find the right fit whatever your style of travel or plans.
How can I find cheap cottages in Ashland?
The easiest way to track down cheap cottages in Ashland is with Expedia's convenient filter tool. Refine your search results by budget, star rating and amenities to grab unbeatable bargains in just a few clicks.

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