Cottages in Jackson County

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Top Cities in Jackson County

CottagesCottages

Jacksonville

Jacksonville

Our top choices for Jackson County cottages

Exterior

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, (108 reviews)
"The stay was private and great "
United States
bradley s.
The price is AED 309
AED 595 total
includes taxes & fees
5 Apr - 6 Apr
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Exterior

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (25 reviews)
"Great property everything we needed close to town perfect stay!"
United States
Chuck F.
The price is AED 426
AED 872 total
includes taxes & fees
5 Apr - 6 Apr
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Dream Cottage 1 | Terrace/patio

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.6 out of 10, Exceptional, (15 reviews)
"The cottage was really nice. It was clean and nicely decorated. It had so many amenities including a well stocked kitchen , comfortable beds and a great hot tub with an amazing view. The management was friendly and allowed us to check in early which was great."
United States
Jennifer
The price is AED 384
AED 941 total
includes taxes & fees
5 Apr - 6 Apr
Paschal Winery
Property grounds

The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (218 reviews)
"Perfect Stay!"
United States
Anonymous traveler
The price is AED 459
AED 848 total
includes taxes & fees
12 Apr - 13 Apr
The Ashland Cottage, walk to town
Exterior

Tranquil setting surrounded by panoramic mountain views, grazing horses

Tranquil setting surrounded by panoramic mountain views, grazing horses
PHOENIX
9.8 out of 10, Exceptional, (117 reviews)
"Cute cabin in central location for exploring the area, and great host!"
United States
Pete G.
Tranquil setting surrounded by panoramic mountain views, grazing horses
Terrace/patio

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

Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Great location, many personal touches and the host cares about comfort! Will stay again, thanks so much! "
United States
Krista M.
The price is AED 803
AED 1,375 total
includes taxes & fees
2 Apr - 3 Apr
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
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
Jacksonville Historic District
10.0 out of 10, Exceptional, (51 reviews)
"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 AED 460
AED 1,039 total
includes taxes & fees
5 Apr - 6 Apr
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Property grounds

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
9.0 out of 10, Wonderful, (19 reviews)
"House was clean and fully equipped. There was a few things that didn't work or that was broken. Otherwise a very peaceful stay. "
United States
Caitlynn
The price is AED 444
AED 827 total
includes taxes & fees
6 Apr - 7 Apr
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

Vineyard Cottage Near Medford • Mountain Views • Deck, Fire Pit & Nespresso

Vineyard Cottage Near Medford • Mountain Views • Deck, Fire Pit & Nespresso
Medford
10.0 out of 10, Exceptional, (3 reviews)
"Our hosts were wonderful and welcoming. The amenities were amazing. Everything you could hope for was provided and the bed was very comfortable which is very important. "
United States
Charmaine B.
Vineyard Cottage Near Medford • Mountain Views • Deck, Fire Pit & Nespresso
Exterior

Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (41 reviews)
"Loved the house, had a great stay!"
United States
Kara B.
The price is AED 371
AED 847 total
includes taxes & fees
4 Apr - 5 Apr
Downtown Mint
Exterior

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

TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Jacksonville Historic District
10.0 out of 10, Exceptional, (37 reviews)
"Super great space! Cute, cozy, and easy walk to downtown and the Britt. Perfect girls getaway!"
United States
Brooke C.
The price is AED 698
AED 1,339 total
includes taxes & fees
19 Apr - 20 Apr
TIGERS DEN - #1 BEST LOCATION, ROMANTIC, STUNNING, STEPS TO BRITT FESTIVAL
Smart TV, books

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

Railroad District, steps to downtown, everything you need to enjoy Ashland!
Historic Railroad District
The price is AED 595
AED 1,573 total
includes taxes & fees
2 Apr - 3 Apr
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Property grounds

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

Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Historic Railroad District
9.6 out of 10, Exceptional, (19 reviews)
"Close to everything; dog had plenty of room. Our go-to in Ashland; looking forward to staying again!"
United States
David A.
The price is AED 595
AED 1,102 total
includes taxes & fees
2 Apr - 3 Apr
Casa Amore Ashland~Pet-Friendly~Walkable to the Plaza, OSF, Restaurants & More
Smart TV, books

Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (62 reviews)
"Great place to stay very quaint very clean. Host is very gracious and communicated perfectly before the trip. Definitely would stay here again."
United States
Lantz B.
The price is AED 475
AED 955 total
includes taxes & fees
8 Apr - 9 Apr
Courtside Cottage - WalkScore 93 - Dog Friendly
Exterior

Cozy private family ranch cottage! Vineyards, Britt Festival and Applegate Lake!

Cozy private family ranch cottage! Vineyards, Britt Festival and Applegate Lake!
Jacksonville
10.0 out of 10, Exceptional, (13 reviews)
"A wonderful stay!"
United States
Janel S.
Cozy private family ranch cottage! Vineyards, Britt Festival and Applegate Lake!
Exterior

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, (4 reviews)
"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 AED 446
AED 725 total
includes taxes & fees
8 Apr - 9 Apr
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Exterior

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.

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
9.0 out of 10, Wonderful, (2 reviews)
"Very relaxing, gorgeous views! Home was very clean and well stocked. We had everything we needed to make dinner and spend time with family at this great little house. Soft linens, comfy beds, good towels. Clearly the owners take pride in the home and hosting. There was another visitor staying in the RV at the time and it was never an issue. The land is big enough that we each had our own space. The whole area is fenced making it safe and easy. Would stay here again for sure. "
United States
gianna b.
The price is AED 428
AED 971 total
includes taxes & fees
5 Apr - 6 Apr
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.
Property grounds

Standish Cottage is Creekside

Standish Cottage is Creekside
Jacksonville Historic District
10.0 out of 10, Exceptional, (65 reviews)
"We enjoyed our stay. "
United States
Joann B.
Standish Cottage is Creekside
House (3 Bedrooms) | Interior

Game Room Fun! Medford Family Retreat

Game Room Fun! Medford Family Retreat
3.0 star property
Medford
10.0 out of 10, Exceptional, (1 review)
"On our 8-day trip from Tennessee to Washington for Olympic National Park then down to Oregon for Crater Lake National Park we stayed in several places but this one was our favorite. Lots of space inside with lots of room outside to enjoy. It's close to the airport. The owners communicated well with us. There are more amenities than any other place we stayed. We're definitely recommend this lodging."
United States
Anthony
Game Room Fun! Medford Family Retreat
Jackson Creek Cottage 180 East F | Desk, iron/ironing board, free WiFi, bed sheets

Jacksonville Towne Square.

Jacksonville Towne Square.
3.0 star property
Jacksonville
9.4 out of 10, Exceptional, (12 reviews)
"great location. you can easily walk to shops and restaurants. "
United States
Peggy
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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Top Jackson County Hotel Reviews

Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"Beautiful historic hotel right in central Ashland. Parking was easy and secure. Bed was super cozy. I love having a fridge in the room. "
Crystal 1-night trip
Posted 2 hours ago
Ashland Springs Hotel