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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Featured Cottages in Southern Oregon

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 NZ$274
includes taxes & fees
5 May - 6 May
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Paschal Winery
Glamp Cottage Trailer | Living area

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 NZ$368
includes taxes & fees
29 Apr - 30 Apr
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 NZ$393
includes taxes & fees
27 Apr - 28 Apr
The Vintage Cottage with riverfront access
Five Minutes from Crater Lake National Park
Fridge, microwave, oven, stovetop

Five Minutes from Crater Lake National Park

9.6 out of 10, Exceptional, (38)
"Perfect location to enjoy all winter has to offer from snowshoeing at Crater Lake to hiking around Klamath falls to skiing at Willamette. It was great to come back to a warm home with comfortable furniture. Beds were cozy. The bathroom was on the other side of the house and the shower had low pressure with lots of hot water. Friendly folks in town."
Five Minutes from Crater Lake National Park
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 NZ$327
includes taxes & fees
6 May - 7 May
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Historic Home in Klamath Falls
Terrace/patio

Historic Home in Klamath Falls

9.6 out of 10, Exceptional, (13)
"Everything from start to finish was over the top. When we opened the door to the house we were so happy. It was clean, smelled good and was bigger than we expected. Everything was such great quality and even had coffee pods and coffee in the fridge! The kitchen is amazing. We will definitely come back. The owner is extremely helpful and answers within a few short minutes. "
The price is NZ$504
includes taxes & fees
6 May - 7 May
Historic Home in Klamath Falls
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

9.8 out of 10, Exceptional, (10)
"Casa Amore was a perfect spot for my daughter and her husband and their dog to stay for a night! The location is great, parking and entry is easy, the space is clean and comfortable with everything they needed, and the communication from Haley has been wonderful. "
The price is NZ$481
includes taxes & fees
28 Apr - 29 Apr
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Wildlife Preserve, Country Cottage, Spacious
Dining

Wildlife Preserve, Country Cottage, Spacious

9.0 out of 10, Wonderful, (12)
"It was quaint, like Grandmas house, clean, well stocked. Had a great setting."
The price is NZ$229
includes taxes & fees
26 Apr - 27 Apr
Wildlife Preserve, Country Cottage, Spacious
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 NZ$354
includes taxes & fees
28 Apr - 29 Apr
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 NZ$459
includes taxes & fees
27 Apr - 28 Apr
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 NZ$357
includes taxes & fees
4 May - 5 May
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, (107)
"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!"
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 NZ$334
includes taxes & fees
28 Apr - 29 Apr
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Lakefront Chiloquin Home w/ Scenic Deck!
Property grounds

Lakefront Chiloquin Home w/ Scenic Deck!

3.0 star property
Lakefront Chiloquin Home w/ Scenic Deck!
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 NZ$388
includes taxes & fees
28 Apr - 29 Apr
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.
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 Southern Oregon

Crater Lake Resort
Boating

Crater Lake Resort

3.0 star property
8.6 out of 10, Excellent, (406)
"It’s very basic . Nothing like a resort . Middle of nowhere. There is nothing much around . Had basic things provided . We stayed there to go to Crater lake . Next time we would prefer to stay in Bend , which has more options . If you plan to stay , bring groceries and food to cook . We went to Walmart to Kalmath Falls , which is the nearest city with some options. "
The price is NZ$270
includes taxes & fees
29 Apr - 30 Apr
Crater Lake Resort
Union Creek Resort
Cabin, 1 Queen Bed, Kitchen (Cabin 15 - Pet Friendly)

Union Creek Resort

3.0 star property
8.2 out of 10, Very good, (698)
"It is a beautiful quiet relaxing place! "
The price is NZ$218
includes taxes & fees
28 Apr - 29 Apr
Union Creek Resort
Rocky Point Resort
Kayaking

Rocky Point Resort

2.5 star property
8.2 out of 10, Very good, (349)
"Enjoyed my one night stay. Very calming beautiful views and a friendly staff. Feels like you’re part of the family "
The price is NZ$186
includes taxes & fees
9 May - 10 May
Rocky Point Resort
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.