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Check prices for these dates

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

Featured Cottages in Ashland

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Exterior

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."
The price is NZ$304
includes taxes & fees
9 Oct - 10 Oct
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Charming carriage house in Ashland near downtown
Property grounds

Charming carriage house in Ashland near downtown

10.0 out of 10, Exceptional, (6)
"Enjoyed our stay"
The price is NZ$382
includes taxes & fees
2 Nov - 3 Nov
Charming carriage house in Ashland near downtown
Railroad District, steps to downtown, everything you need to enjoy Ashland!
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Railroad District, steps to downtown, everything you need to enjoy Ashland!

2.0 star property
The price is NZ$976
includes taxes & fees
8 Oct - 9 Oct
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Terrace/patio

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!

10.0 out of 10, Exceptional, (1)
"Great location, many personal touches and the host cares about comfort! Will stay again, thanks so much! "
The price is NZ$631
includes taxes & fees
12 Oct - 13 Oct
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
The Ashland Cottage, walk to town
Exterior

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (207)
"Great place for a couple. Nice house. Good location."
The price is NZ$498
includes taxes & fees
3 Nov - 4 Nov
The Ashland Cottage, walk to town
Courtside Cottage - WalkScore 93 - Dog Friendly
Fridge, microwave, coffee/tea maker, toaster

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (55)
"Great location within walking distance to everything we wanted to do. Spotlessly clean, well equipped, comfortable bed…couldn’t ask for anything more!"
The price is NZ$498
includes taxes & fees
8 Oct - 9 Oct
Courtside Cottage - WalkScore 93 - Dog Friendly
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Property grounds

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. "
The price is NZ$695
includes taxes & fees
8 Oct - 9 Oct
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Paschal Winery
Glamp Cottage Trailer | Terrace/patio

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (13)
"Very nice and hassle free check in "
The price is NZ$367
includes taxes & fees
14 Oct - 15 Oct
Paschal Winery
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Exterior

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

9.8 out of 10, Exceptional, (99)
"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."
The price is NZ$302
includes taxes & fees
14 Oct - 15 Oct
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Exterior

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

10.0 out of 10, Exceptional, (1)
"Cute little place. Really pretty area and cute back yard with a lot of grass for our toddler to run around in. House lacked a few small details like a can opener but otherwise it had everything we needed. Soaps and shampoos, plenty of towels. Really nice property manager too!"
The price is NZ$309
includes taxes & fees
14 Oct - 15 Oct
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Exterior

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.4 out of 10, Exceptional, (19)
"Loved this house. It was cozy and felt like someone’s home. "
The price is NZ$387
includes taxes & fees
8 Oct - 9 Oct
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Terrace/patio

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

9.8 out of 10, Exceptional, (24)
"Lovely cottage. Extremely clean and well cared for. Convenient location to town.We have family in the area and we will definitely stay here again!"
The price is NZ$389
includes taxes & fees
9 Oct - 10 Oct
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Exterior

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

9.6 out of 10, Exceptional, (29)
"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 "
The price is NZ$374
includes taxes & fees
13 Oct - 14 Oct
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Downtown Mint
Exterior

Downtown Mint

9.8 out of 10, Exceptional, (39)
"We came to visit family and this place was perfect. We really enjoyed it."
The price is NZ$368
includes taxes & fees
3 Nov - 4 Nov
Downtown Mint
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
Exterior

🌻 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 NZ$353
includes taxes & fees
16 Oct - 17 Oct
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
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

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 NZ$390
includes taxes & fees
13 Oct - 14 Oct
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
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Exterior

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT

10.0 out of 10, Exceptional, (43)
"Outstanding "
The price is NZ$604
includes taxes & fees
14 Oct - 15 Oct
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
Exterior

The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

The price is NZ$615
includes taxes & fees
8 Oct - 9 Oct
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
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

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 NZ$788
includes taxes & fees
5 Nov - 6 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

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"PERFECT!!"
Barbara 1-night trip
Posted 9 hours ago
Comfort Inn & Suites Ashland

Find out more about Ashland

Find out more about Ashland

Ashland Cottages information

Number of reviews
13
Accommodation
127 Cottages
Lowest Price
NZ$367
Highest Price
NZ$367

Frequently asked questions

How much do cottages in Ashland cost?
Cottages in Ashland range between NZ$367 and NZ$367 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.
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.
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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia