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2 Jan - 4 Jan
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23 Jan - 25 Jan
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20 Feb - 22 Feb

Our top choices for Southern Oregon cottages

Terrace/patio
Paschal Winery

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.6 out of 10, Exceptional, (15)
"Very nice and hassle free check in "
United States
Matthew
The price is HK$876
HK$1,627 total
includes taxes & fees
27 Jan - 28 Jan 2026
Paschal Winery
Interior
On-site Winery & Tasting Room: Oregon Bungalow!

On-site Winery & Tasting Room: Oregon Bungalow!

On-site Winery & Tasting Room: Oregon Bungalow!
3.0 star property
Central Point
8.4 out of 10, Very good, (5)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
United States
Deborah
The price is HK$668
HK$1,474 total
includes taxes & fees
28 Dec - 29 Dec
On-site Winery & Tasting Room: Oregon Bungalow!
Exterior
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

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

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Central Point
9.8 out of 10, Exceptional, (102)
"Super cute place! Perfectly located in the middle of things. Food and drink near by."
United States
Rachel B.
The price is HK$653
HK$1,250 total
includes taxes & fees
11 Jan - 12 Jan 2026
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Outdoor dining
R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work

R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work

R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work
Gold Hill
9.2 out of 10, Wonderful, (17)
"The place was super cute and updated. The hot tub had been cleaned and refilled with fresh water, which was very nice. I feel we had some trouble with the keypad which should be looked into. Other than that it was a great quiet weekend. Will rent again for sure."
United States
Michele R.
The price is HK$915
HK$1,724 total
includes taxes & fees
29 Dec - 30 Dec
R&R on the Rogue River! This 2 BR cottage in Gold Hill features a private hot tub with stunning scenic views. Enjoy a spacious, private setting perfect for relaxation, adventure, or remote work
Exterior
The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access
Grants Pass
9.8 out of 10, Exceptional, (110)
"We just loved staying in this wonderful cottage! The host was so kind and was able to recommend several ideas during our stay. It was well-stocked with tea, coffee, yummy snacks and the fluffiest of towels! We will definitely stay here again!"
United States
Marguerite
The price is HK$769
HK$1,294 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Vintage Cottage with riverfront access
Terrace/patio
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

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

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Central Point
9.8 out of 10, Exceptional, (26)
"Great host, cute surroundings, lovely stay."
United States
Katie B.
The price is HK$971
HK$1,759 total
includes taxes & fees
2 Jan - 3 Jan 2026
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Outdoor spa tub
Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!

Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!

Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!
Gold Hill
10.0 out of 10, Exceptional, (22)
"We had an incredible stay at this serene riverside retreat along the Rogue River. The home was spotless, well-equipped, and thoughtfully maintained—everything we needed for a comfortable getaway. Although a nearby wildfire caused a brief power outage, it didn’t dampen our experience. The host was communicative and gracious throughout, and the location is perfect for exploring Crater Lake National Park and the surrounding natural beauty. We’d gladly return for another visit!"
United States
Vishnu
The price is HK$998
HK$1,636 total
includes taxes & fees
29 Dec - 30 Dec
Charming 2 BR riverside stopover in Gold Hill. Private hot tub, river access, and just down the road from Del Rio Vineyards. Perfect base for exploring the Rogue Valley. Pet-friendly!
Fridge, microwave, oven, stovetop
Diamond D Fully Furnished 1 Bedroom Guest House

Diamond D Fully Furnished 1 Bedroom Guest House

Diamond D Fully Furnished 1 Bedroom Guest House
Grants Pass
10.0 out of 10, Exceptional, (10)
"Nice guest house. Comfortable bed and furniture, well stocked kitchen. The host her family and dogs were friendly.Would stay again. "
United States
Thomas M.
The price is HK$1,166
HK$2,004 total
includes taxes & fees
15 Jan - 16 Jan 2026
Diamond D Fully Furnished 1 Bedroom Guest House
Property grounds
Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown
Skidmore Academy Historic District
10.0 out of 10, Exceptional, (6)
"Enjoyed our stay"
United States
Julie M.
The price is HK$804
HK$1,607 total
includes taxes & fees
31 Dec - 1 Jan 2026
Charming carriage house in Ashland near downtown
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

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Jacksonville
9.8 out of 10, Exceptional, (32)
"Absolutely awesome place for a cute girls night! Loved all the animals. Just what we were looking for ."
United States
Natalie K.
The price is HK$933
HK$1,696 total
includes taxes & fees
28 Dec - 29 Dec
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Fridge, microwave, coffee/tea maker, toaster
Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (59)
"Great stay. Loved the location and the host was super great. "
United States
Aaron B.
The price is HK$725
HK$1,649 total
includes taxes & fees
6 Jan - 7 Jan 2026
Courtside Cottage - WalkScore 93 - Dog Friendly
Interior
Family-friendly 1BR w/ Laundry: Dogs Welcome

Family-friendly 1BR w/ Laundry: Dogs Welcome

Family-friendly 1BR w/ Laundry: Dogs Welcome
3.0 star property
Cave Junction
The price is HK$645
HK$1,641 total
includes taxes & fees
30 Dec - 31 Dec
Family-friendly 1BR w/ Laundry: Dogs Welcome
Exterior
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (22)
"Great property everything we needed close to town perfect stay!"
United States
Chuck F.
The price is HK$902
HK$1,811 total
includes taxes & fees
5 Jan - 6 Jan 2026
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Exterior
The Ashland Cottage, walk to town

The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (211)
"Great location and comfortable accommodations. This is our second time staying here."
United States
Kathleen P.
The price is HK$1,298
HK$2,227 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Ashland Cottage, walk to town
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

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Jacksonville Historic District
10.0 out of 10, Exceptional, (45)
"This place was awesome. Perfect location for walking to restaurants and Britt. The whole place was very clean. Looking forward to staying again"
United States
Ellen H.
The price is HK$1,111
HK$2,344 total
includes taxes & fees
3 Jan - 4 Jan 2026
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Exterior
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Central Point
10.0 out of 10, Exceptional, (3)
"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 HK$944
HK$1,511 total
includes taxes & fees
3 Jan - 4 Jan 2026
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Microwave, coffee/tea maker, toaster, cookware/dishes/utensils
Rosewood Studio | Private Cottage Near Downtown

Rosewood Studio | Private Cottage Near Downtown

Rosewood Studio | Private Cottage Near Downtown
Medford
8.0 out of 10, Very good, (1)
"Location was as advertised."
United States
william L.
The price is HK$932
HK$1,621 total
includes taxes & fees
30 Dec - 31 Dec
Rosewood Studio | Private Cottage Near Downtown
Exterior
Modern cottage centrally located with private access to the Rogue River!

Modern cottage centrally located with private access to the Rogue River!

Modern cottage centrally located with private access to the Rogue River!
Grants Pass
10.0 out of 10, Exceptional, (1)
"The house was so cute not far from town and had access to the Rogue river. The owner had a hand written welcome note along with fresh flowers to greet us as we arrived. The house was well equipped with all the necessities of home including snacks, water bottles, coffee, shampoo, conditioner, laundry soap, pots and pans and comfy beds with lovely linens. We couldn’t ask for a better introduction to the beautiful state of Oregon and the town of Grants Pass. Thank you!"
United States
Tamara F.
The price is HK$874
HK$1,668 total
includes taxes & fees
30 Dec - 31 Dec
Modern cottage centrally located with private access to the Rogue River!
Exterior
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
Central Point
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 HK$971
HK$1,609 total
includes taxes & fees
29 Dec - 30 Dec
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
Exterior
Cozy, Country Cottage Near the Rogue River

Cozy, Country Cottage Near the Rogue River

Cozy, Country Cottage Near the Rogue River
Merlin
10.0 out of 10, Exceptional, (2)
"Clean and comfy stay, great staff, well stocked for cooking for a family. Hot tub was perfect and location was beautiful ♡ will definitely stay again."
United States
Michelle T.
The price is HK$2,324
HK$2,768 total
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy, Country Cottage Near the Rogue River
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 Southern Oregon Hotel Reviews

Stratford Inn

Stratford Inn

10/10 Excellent
"The attendant at the reception was super nice. We did have some issues with the bathroom but Elijah helped resolved it immediately. "
USMAN 1-night trip
Posted 13 hours ago
Stratford Inn

Find out more about Southern Oregon

Southern Oregon Cottages information

Number of reviews
656
Accommodation
198 Cottages
Lowest Price
HK$1,250
Highest Price
HK$2,768

Frequently asked questions

How much do cottages in Southern Oregon cost?
You'll pay between HK$1,250 and HK$2,768 per night for cottages in Southern Oregon. Whatever your budget, an awesome stay is only a click away on Expedia. 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 Southern Oregon?
Southern Oregon has multiple cottages with a total average guest review rating of 9.7. Planning a getaway to Medford? Travellers prefer Rellik House. Winery And Alpaca Farm, a 3.5-star option with a swimming pool and a fireplace. Another popular pick where you can get away from the routine is Wine Suite At Rellik House. Winery And Alpaca Farm. It has a 3.5-star rating and amenities such as an attached winery and a garden.
How many cottages are there in Southern Oregon?
Look up our 198 cottages in Southern Oregon and then select your favourite. Whether you're dreaming of a family holiday or a weekend with besties, your ideal stay is just clicks away with Expedia.
Are there any family-friendly cottages in Southern Oregon?
You'll discover some very comfortable family-friendly cottages in Southern Oregon. If you're seeking a slower pace in Medford, make a reservation at Rellik House. Winery And Alpaca Farm. With amenities such as WiFi and a fireplace, your entire crew will feel relaxed and comfy at this 3.5-star property. Wine Suite At Rellik House. Winery And Alpaca Farm is another popular choice for families in Medford. This 3.5-star cottage includes WiFi, a firepit and more. You'll find plenty of fun things to do for the whole family in Medford. Roxy Ann Peak and Prescott Park and Rogue Valley Family Fun Centre deliver a wonderful day out.
Why book your cottage in Southern Oregon with Expedia?
We think that a holiday should be stress-free, so if you're chasing cottages in Southern Oregon at a competitive price, Expedia is here to help. Keep the budget in check and go for a low-cost option far from the rush of the city, or book a 5-star cottage to really pamper your favourite people.
How can I find cheap cottages in Southern Oregon?
A good way to locate cheap cottages in Southern Oregon is with Expedia's useful filter tool. Refine your search results by star rating, budget and amenities to land awesome rates in a few clicks.
What is there to do in Southern Oregon near my cottage?
One of the most important travel accessories for your Southern Oregon trip is a good itinerary! Fichtner-Mainwaring Park, Rogue Valley Country Club and Bear Creek Park are among the well-known sights if you're making your way to Medford. Ashland is also packed with excellent attractions, such as ScienceWorks Hands-On Museum. In the mood to explore more? Visit North Mountain Park and Angus Bowmer Theatre too.

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