Ashland Cottages ￥26,588

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Our top choices for Ashland cottages

A residential house with a garage, a satellite dish, and a driveway.

1. Charming carriage house in Ashland near downtown

Skidmore Academy Historic District

Cyndy K.

￥33,204 total

includes taxes & fees

Nov 29 - Nov 30

A house with a wooden deck, a stone wall, and a wooden fence.

2. The Ashland Cottage, walk to town

Siskiyou-Hargadine Historic District

Julie S.

￥44,976 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a grey sofa, a small table, and a basket on a white ottoman.

3. Courtside Cottage - WalkScore 93 - Dog Friendly

Historic Railroad District

Andrea R.

￥38,582 total

includes taxes & fees

Nov 30 - Dec 1

An outdoor patio with a grill, dining table, chairs, and string lights.

4. Paschal Winery

Talent

Christine

￥62,941 total

includes taxes & fees

Nov 18 - Nov 19

A house with a yellow door, a stone facade, and a garden with various flowers.

5. Downtown Mint

Medford

Melissa L.

￥32,774 total

includes taxes & fees

Nov 4 - Nov 5

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

Central Point

Kelly B.

￥26,588 total

includes taxes & fees

Nov 8 - Nov 9

A residential house with a front porch, a small garden with various plants and flowers, and a gravel driveway.

7. Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Central Point

Elizabeth W.

￥29,666 total

includes taxes & fees

Nov 9 - Nov 10

A single-story house with a gabled roof, surrounded by a variety of plants and shrubs.

8. HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

City Center Medford

Kathy L.

￥39,705 total

includes taxes & fees

Nov 15 - Nov 16

A bedroom with a bed, a TV, a ladder, a mirror, a basket, and a door with a 'No Smoking' sign.

9. Rosewood Studio | Private Cottage Near Downtown

Medford

william L.

￥27,338 total

includes taxes & fees

Nov 4 - Nov 5

A small, single-story house with a white picket fence, a purple front door, and a porch with white railings.

10. Historic Bradshaw House!

Jacksonville

Robert B.

￥40,606 total

includes taxes & fees

Nov 4 - Nov 5

A blue house with a patio, a small table and chairs, and a hanging flower basket.

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

Central Point

Vanessa C.

￥38,862 total

includes taxes & fees

Nov 5 - Nov 6

A cabin with a stone exterior, a porch with a red door, and a sign reading "The Cottage."

12. Forest Cabin by Crater Lake & Klamath Falls

Klamath Falls

Jayne

￥35,305 total

includes taxes & fees

Nov 4 - Nov 5

A two-story house with a front porch, a covered entryway, and a small front yard.

13. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

Jacksonville Historic District

Dena C.

￥43,192 total

includes taxes & fees

Nov 4 - Nov 5

A bedroom with a fireplace, a bed with a headboard, a window, and a wall-mounted picture.

14. Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.

Jacksonville

Christopher

￥38,865 total

includes taxes & fees

Nov 18 - Nov 19

A house with a stone pathway, white picket fence, and a small porch.

15. Charming 1BR Cottage – Walk to Britt Gardens

Jacksonville

Jonathan B.

￥40,606 total

includes taxes & fees

Nov 4 - Nov 5

A two-story house with a sloped roof, multiple windows, and a well-maintained garden.

16. Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.

Central Point

Marc A.

￥44,952 total

includes taxes & fees

Nov 18 - Nov 19

17. Forest Cabin by Crater Lake & Klamath Falls

Klamath Falls

￥34,334 total

includes taxes & fees

Nov 8 - Nov 9

A small house with a porch, a bench, and a tree with white blossoms.

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

Jacksonville

Christina B.

￥32,626 total

includes taxes & fees

Nov 22 - Nov 23

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Top Ashland Hotel Reviews

Holiday Inn Express & Suites Ashland by IHG

8/10 Good

"The rooms were really nice and clean with a newer feel in the room. The staff was helpful at the front desk and the breakfast in the morning had good selections."

Stratford Inn

10/10 Excellent

"The Stratford in is a great spot. This is a throw back style hotel where the human element is still alive and well. The staff was engaged and very friendly. The hotel is clean, well maintained, and quiet. There are great touches like actual glasses and coffee mugs for your use and higher quality food and coffee offered for the breakfast. The pool is a salt water heated pool and is a great amenity. The theming and decor is fun. The hotel is very walkable to lots of restaurants and coffee shops - pretty much anything you'd do in Ashland. We look forward to staying there again in the future."

Lithia Springs Resort

10/10 Excellent

"I don’t suggest having the breakfast. The eggs were super salty and had onions mixed in with the scramble. The scones were raw inside. The oatmeal was slimy with a film of wet water over the top. But don’t let that stop you from staying. Just drive 7 minutes down 99 and visit one of Ashlands amazing breakfast coffee restaurants."

Timbers INN and Suites

10/10 Excellent

"Place is super cute. Getting in and out is a bit of a pain, tiny parking area, but it was manageable. The water pressure was really good. Oddly, it varied regularly, alternating between a lowish (but usable) flow to something much more forceful. That was my only half-complaint. Even at its lowest, it was still nice and hot and well within normal standards. Room was spacious, bed was nice. I would definitely stay here again."

Ashland Hills Hotel & Suites

10/10 Excellent

"Again, I sound like a broken record! This is my go to hotel on my way to WA or California in both directions. They take great care of myself and my dogs. Great property to walk the pups to get all the smells, a dog gift from the staff when ya check in and a great little restaurant to grab a bite. Love this place"

Ashland Motel - Oregon

8/10 Good

"Rooms are clean and have window ac units. Bathroom is a decent size and shower is amply large. Free parking available. No housekeeping offered for first four days and rarely is anyone in the office. On our last day, someone knocked on the door and asked us if we needed housekeeping, but we were leaving the next day so that wasn’t helpful. Desk area is useful and there is an extension cord with multiple outlets by the desk."

Find out more about Ashland

Ashland Cottages information

Number of reviews	814
Accommodation	121 Cottages
Lowest Price	￥26,588
Highest Price	￥62,941

Frequently asked questions

How much do cottages in Ashland cost?

Cottages in Ashland range between ￥26,588 and ￥62,941 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 9.6. 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 121 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 family-friendly cottages in Ashland?

A trip with the family in Ashland is a cinch at Oak Street Cottages. With conveniences including a barbecue grill and a picnic area, you'll have all the comforts of home at this 3-star cottage. The Retreat At Oak Knoll ~ Pet Friendly is another family-friendly stay where you and your crew can escape the daily grind of the city. This cottage has a 4-star rating and amenities including a fireplace and a barbecue grill. Once you've checked in and dropped off your things, there are lots of family-friendly attractions to visit in and around Ashland. ScienceWorks Hands-On Museum and Mount Ashland Ski Area guarantee fun for young and old.

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.

What is there to do in Ashland near my cottage?

Whatever you're interested in, Ashland has plenty to keep you entertained. Emigrant Lake, Angus Bowmer Theatre and ScienceWorks Hands-On Museum are on many visitors' sightseeing plans. Don't miss North Mountain Park, Mount Ashland Ski Area and Allen Elizabethan Theatre either. With Expedia's Ashland hotel deals, you can see more fantastic attractions like these with the cash you save.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ashland cottages

1. Charming carriage house in Ashland near downtown

2. The Ashland Cottage, walk to town

3. Courtside Cottage - WalkScore 93 - Dog Friendly

4. Paschal Winery

5. Downtown Mint

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

7. Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

8. HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9. Rosewood Studio | Private Cottage Near Downtown

10. Historic Bradshaw House!

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

12. Forest Cabin by Crater Lake & Klamath Falls

13. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

14. Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.

15. Charming 1BR Cottage – Walk to Britt Gardens

16. Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.

17. Forest Cabin by Crater Lake & Klamath Falls

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

Find vacation rentals that suit your style

Top Ashland Hotel Reviews

Holiday Inn Express & Suites Ashland by IHG

Stratford Inn

Lithia Springs Resort

Timbers INN and Suites

Best Western Windsor Inn

Ashland Hills Hotel & Suites

Callahan's Mountain Lodge

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

Ashland Motel - Oregon

Find out more about Ashland

Ashland Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Ashland Cottage Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ashland cottages

1. Charming carriage house in Ashland near downtown

2. The Ashland Cottage, walk to town

3. Courtside Cottage - WalkScore 93 - Dog Friendly

4. Paschal Winery

5. Downtown Mint

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

7. Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

8. HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9. Rosewood Studio | Private Cottage Near Downtown

10. Historic Bradshaw House!

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

12. Forest Cabin by Crater Lake & Klamath Falls

13. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

14. Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.

15. Charming 1BR Cottage – Walk to Britt Gardens

16. Wake to breathtaking sunrises over the rolling hills! Relax by the fire under the stars, & sunset dinners beneath fragrant wisteria pergola. Surrounded by wineries and minutes from historic Jacksonville. Charm, convenience & budget friendly.

17. Forest Cabin by Crater Lake & Klamath Falls

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

Find vacation rentals that suit your style

Top Ashland Hotel Reviews

Holiday Inn Express & Suites Ashland by IHG

Find out more about Ashland

Ashland Cottages information

Frequently asked questions

Explore a world of travel with Expedia