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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
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May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 121 Cottages in Jacksonville with updated reviews, rates, and availability.

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Coffee and/or coffee maker

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

9.8 out of 10, Exceptional, (90)
"It was freezing cold the 1st night and having it prepared for us with heat in the space would have been great. We had to buy TP and paper towels. We stayed 3 nights. The cabin is so cute the bed was excellent to sleep on. "
The price is $164
includes taxes & fees
$146 per night
May 5 - May 6
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Paschal Winery
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (8)
"If I could add a sixth or even a seventh star for comfort.... I would. That you Rory for an amazing stay. "
The price is $263
includes taxes & fees
$259 per night
May 6 - May 7
Paschal Winery
The Vintage Cottage with riverfront access
Exterior

The Vintage Cottage with riverfront access

9.8 out of 10, Exceptional, (94)
"We enjoyed our stay very much had everything that we needed to make us feel right at home. And had a buddy for our pooch to play with this place will remain on our list for future stays."
The price is $233
includes taxes & fees
$230 per night
May 2 - May 3
The Vintage Cottage with riverfront access
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Dining

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

9.8 out of 10, Exceptional, (21)
"We had a great time at the cottage. It was well set up for my spouse and I. The animals were great and we enjoyed the interactions we had with them. The host responded promptly and provided clear instructions. I would recommend a stay here."
The price is $193
includes taxes & fees
$190 per night
May 1 - May 2
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Oven, stovetop, dishwasher

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More

10.0 out of 10, Exceptional, (11)
"We were able to walk everywhere! The apartment is lovely and the bed is very comfortable. The garden was in full bloom in April."
The price is $310
includes taxes & fees
$278 per night
May 1 - May 2
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Outdoor dining

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

9.6 out of 10, Exceptional, (18)
"Had family in the area and was able to visit."
The price is $217
includes taxes & fees
$214 per night
May 13 - May 14
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Courtside Cottage - WalkScore 93 - Dog Friendly
Fridge, microwave, coffee/tea maker, toaster

Courtside Cottage - WalkScore 93 - Dog Friendly

10.0 out of 10, Exceptional, (44)
"Such a great use of space! We parked our car and walked the entire stay. Owners were great communicators and checked in to make sure we were settled and had a great manual for the cottage with wonderful recommendations. We were on a road trip to the coast of OR and this was the perfect stop to rest on our way. Bed was comfy, water pressure in shower was great and we loved having two sinks in the bathroom. Would absolutely stay again on our next road trip. . "
The price is $276
includes taxes & fees
$248 per night
May 4 - May 5
Courtside Cottage - WalkScore 93 - Dog Friendly
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
2 bedrooms, iron/ironing board, free WiFi, bed sheets

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

9.4 out of 10, Exceptional, (3)
"This home is in a nice area of Medford with sidewalks and parks nearby. The home is clean and the furniture is comfortable. It has a minimalist Vibe with self-help and yoga books, yoga mat and supplies, and organic teas.and coffee. I especially enjoyed the beautiful back yard."
The price is $213
includes taxes & fees
$189 per night
May 4 - May 5
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Interior

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL

10.0 out of 10, Exceptional, (34)
"Great location, just minutes walking to downtown Jacksonville and the britt festival."
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Tranquil setting surrounded by panoramic mountain views, grazing horses
Property grounds

Tranquil setting surrounded by panoramic mountain views, grazing horses

9.8 out of 10, Exceptional, (108)
"This farmhouse cottage provides a very relaxing environment. We found its location to be central to a number of cities and attractions in the southern Oregon area. At the end of the day, we enjoyed looking forward to returning to this peaceful cottage."
Tranquil setting surrounded by panoramic mountain views, grazing horses
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Property grounds

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

10.0 out of 10, Exceptional, (37)
"Checkin was easy—they even were able to accommodate us when we got into town early. Very clean, awesome outdoor space, comfortable bed. We enjoyed the location, too! We would stay again!"
The price is $353
includes taxes & fees
$319 per night
May 27 - May 28
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
1 bedroom, in-room safe, desk, iron/ironing board

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

10.0 out of 10, Exceptional, (14)
"This is a nicely refinished farm outbuilding. If you want a fancy rental this might not suit you. We found it charming and comfortable. It has separate living area and bed room and bathroom. Comfortable chairs, large tv, nicely decorated in western motifs. Felt like a home away from home. We will return if we stay in Ashland again."
The price is $212
includes taxes & fees
$209 per night
May 13 - May 14
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Thistlebee Cottage just outside charming Ashland, Oregon
Fridge, microwave, oven, stovetop

Thistlebee Cottage just outside charming Ashland, Oregon

9.0 out of 10, Wonderful, (2)
"This little spot is a bit far afield, but absolutely adorable! It was a trip to see the cows out the windows and a little school bus came by in the morning--so cute! These sweet folks even left us eggs from their chickens! Be aware there is no TV, nor do they claim one, but I didn't notice when I read the listing. I also did not care, since I carry my own tablet, which is adequate. Great spot for our dog, too, as she had her own fenced in spot. Loved it."
The price is $249
includes taxes & fees
$245 per night
May 5 - May 6
Thistlebee Cottage just outside charming Ashland, Oregon
COMFY-COZY, Quiet, EV car CHARGER, GARAGE, Recliner
Fridge, microwave, oven, stovetop

COMFY-COZY, Quiet, EV car CHARGER, GARAGE, Recliner

10.0 out of 10, Exceptional, (63)
"Everything was perfect! The house clean, and well equipped with everything you need for a comfortable stay. "
COMFY-COZY, Quiet, EV car CHARGER, GARAGE, Recliner
Welcoming Grants Pass Retreat - Walk to Park!
Microwave, oven, stovetop, cookware/dishes/utensils

Welcoming Grants Pass Retreat - Walk to Park!

3.0 star property
10.0 out of 10, Exceptional, (1)
Welcoming Grants Pass Retreat - Walk to Park!
Jacksonville Towne Square.
Exterior

Jacksonville Towne Square.

3.0 star property
9.4 out of 10, Exceptional, (12)
"This townhouse is very nice. The primary bedroom suite is huge and well appointed. The 2nd bedroom (both are upstairs) has a queen bed and the bathroom is adjacent. The kitchen is excellent with very good appliances, up to date counter tops, etc. This was a perfect place for 2 couples to stay, and WAY better than getting 2 hotel rooms somewhere. (As an aside, a bit of touch up paint could easily cover up a few nicks/small holes in the walls in various rooms.)"
Jacksonville Towne Square.
Close to Parks & Brews: Sunny Grants Pass Apt!
Apartment (2 Bedrooms) | Interior

Close to Parks & Brews: Sunny Grants Pass Apt!

3.0 star property
10.0 out of 10, Exceptional, (1)
Close to Parks & Brews: Sunny Grants Pass Apt!
The Ashland Cottage, walk to town
Interior

The Ashland Cottage, walk to town

10.0 out of 10, Exceptional, (193)
"Cute, friendly and convenient."
The price is $289
includes taxes & fees
$259 per night
May 1 - May 2
The Ashland Cottage, walk to town
Grants Pass Hillside Retreat w/View Mins from Everything
Terrace/patio

Grants Pass Hillside Retreat w/View Mins from Everything

9.4 out of 10, Exceptional, (17)
"Lovely setting, great communication. Everything was as advertised. Very comfortable bed...my main criteria. "
The price is $120
includes taxes & fees
$118 per night
May 2 - May 3
Grants Pass Hillside Retreat w/View Mins from Everything
Downtown Mint
Property grounds

Downtown Mint

10.0 out of 10, Exceptional, (33)
"I stayed here with my friend and her husband joined the following day. My friend and I did a lot of cooking and enjoyed the kitchen. The photos of this house just don't do it justice!"
The price is $203
includes taxes & fees
$180 per night
May 6 - May 7
Downtown Mint
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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Other property types in Jacksonville

Sun Cottage Downtown Jacksonville
Exterior

Sun Cottage Downtown Jacksonville

10.0 out of 10, Exceptional, (16)
"We came to discover Jacksonville and it did not disappoint. We were a block away from downtown so we walked to explore and dine out. The house was great right on the corner with a nice lawn great for our Josie (dog). It was well supplied with everything you need to enjoy the house. Check in and check out was so easy. Recommend it with high makes…"
The price is $320
includes taxes & fees
$299 per night
May 1 - May 2
Sun Cottage Downtown Jacksonville
Enchanting Getaway: Farmhouse and Tiny House Duo
House | 4 bedrooms

Enchanting Getaway: Farmhouse and Tiny House Duo

2.0 star property
The price is $212
includes taxes & fees
$208 per night
May 12 - May 13
Enchanting Getaway: Farmhouse and Tiny House Duo
Beautiful Luxury Cottage. Walk To It All!
Outdoor dining

Beautiful Luxury Cottage. Walk To It All!

10.0 out of 10, Exceptional, (116)
"Upon entering the home, we were greeted with Christmas music, heated rooms, and snack treats. Jackie was always quick to respond to our few questions and had provided lots of information about the area. We spent our days exploring Jacksonville and Ashland, and the location of the house made this so convenient. We were able to take an evening walk to enjoy the Christmas lights in town and the neighborhood. Such a wonderful stay! We will certainly stay here again."
Beautiful Luxury Cottage. Walk To It All!
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.