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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar
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

Jacksonville
9.8 out of 10, Exceptional, (32)
"The cottage was the perfect little place to retreat after wine tasting and walking around Jacksonville. Just far enough out and amongst wineries but still close to downtown :) lovely outdoor space with a relaxing river front seating. We just loved it!"
United States
Kelseyann R.
The price is HK$933
HK$1,696 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
Exterior
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville

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

Jacksonville Historic District
10.0 out of 10, Exceptional, (1)
"The location was amazing: within walking distance of almost all the Jacksonville restaurants, stores, residential areas and the Britt Festival. The cottage was very cleaned and well-maintained. Ashley was very responsive and helpful in making all the arrangements for our party."
United States
Juliana S.
The price is HK$1,042
HK$2,792 total
includes taxes & fees
22 Nov - 23 Nov
The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
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, (44)
"We had the most lovely stay in Jacksonville for a quick weekend getaway to celebrate my sister‘s 50th birthday! The property is beautifully Appointed and has everything you need for a comfortable and luxurious getaway! The bed was plush and inviting, and we had plenty of room for our small group to lounge, make snacks, enjoy a glass of wine, and have wonderful conversations! We will definitely visit again! "
United States
amzncali B.
The price is HK$1,391
HK$2,731 total
includes taxes & fees
19 Nov - 20 Nov
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Terrace/patio
Paschal Winery

Paschal Winery

4.5 star property
Talent
9.6 out of 10, Exceptional, (13)
"It is a beautiful property. We stayed in the little trailer, glamp cottage and it was so cute. Also enjoyed the private hot tub provided. We did some wine tasting, a flight of white and a flight of reds and enjoyed their fabulous cork and fork dinner. The location is beautiful. My travelling companion said if she didn’t know better she would think she was in Switzerland."
United States
Heidi
The price is HK$598
HK$1,346 total
includes taxes & fees
20 Nov - 21 Nov
Paschal Winery
Exterior
Downtown Mint

Downtown Mint

Medford
9.8 out of 10, Exceptional, (39)
"Loved the house, had a great stay!"
United States
Kara B.
The price is HK$699
HK$1,670 total
includes taxes & fees
7 Dec - 8 Dec
Downtown Mint
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, (100)
"I travel to Central Point regularly, and this was my second stay at this lovely gem. I'll be back again. Clean, bright, and comfortable. "
United States
Mike W.
The price is HK$762
HK$1,373 total
includes taxes & fees
17 Nov - 18 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Interior
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)
"Was A nice oasis deer came and visited me in the morning, and the view was outstanding!"
United States
Samona
The price is HK$995
HK$1,661 total
includes taxes & fees
14 Nov - 15 Nov
On-site Winery & Tasting Room: Oregon Bungalow!
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!

Gold Hill
10.0 out of 10, Exceptional, (22)
"We enjoyed our stay very much my husband was very happy we got to barbecue and celebrate a day late for Father's day but it was worth the wait we enjoyed the hot tub The view the whole visit was great thank you so much"
United States
Mike B.
The price is HK$998
HK$1,636 total
includes taxes & fees
16 Nov - 17 Nov
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!
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, (2)
"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$1,526 total
includes taxes & fees
19 Nov - 20 Nov
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Exterior
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

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

Ashland
10.0 out of 10, Exceptional, (18)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
The price is HK$614
HK$1,388 total
includes taxes & fees
16 Nov - 17 Nov
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Exterior
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 location Clean cute cottage with everything we needed for our stay. Would definitely stay again"
United States
Jim Z.
The price is HK$902
HK$1,819 total
includes taxes & fees
17 Nov - 18 Nov
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
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

Gold Hill
9.4 out of 10, Exceptional, (16)
"Peaceful location on the river."
United States
John H.
The price is HK$915
HK$1,724 total
includes taxes & fees
16 Nov - 17 Nov
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
Property grounds
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.
Charming carriage house in Ashland 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!

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$1,684 total
includes taxes & fees
25 Nov - 26 Nov
Modern cottage centrally located with private access to the Rogue River!
Terrace/patio
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, (25)
"This house was a awesome cute little place! Definitely recommend if you have pets the fenced in yard was nice! 😊"
United States
Maiah C.
The price is HK$971
HK$1,783 total
includes taxes & fees
14 Nov - 15 Nov
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Exterior
The Vintage Cottage with riverfront access

The Vintage Cottage with riverfront access

Grants Pass
9.8 out of 10, Exceptional, (109)
"Really enjoyed my stay here. Teresa and her pups are very welcoming! Highly recommended!"
United States
Joanne T.
The price is HK$769
HK$1,294 total
includes taxes & fees
14 Nov - 15 Nov
The Vintage Cottage with riverfront access
Exterior
🌻 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)
"My husband and I arrived at the property I reserved only to find it occupied by a month-to-month resident that was staying for the summer. The tenant was very nice and helpful, and she called the owner directly to clarify the double booking. The owner apologized and told me he had another property available and he would refund the nightly rate. We drove to the other property that was about 10 miles away. Now I am not going to review the alternate property as it is not relevant to this...
United States
Margaret H.
The price is HK$971
HK$1,609 total
includes taxes & fees
15 Nov - 16 Nov
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
Fridge, microwave, coffee/tea maker, toaster
Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly

Historic Railroad District
10.0 out of 10, Exceptional, (58)
"Great Location and Comfortable Unit."
United States
John V.
The price is HK$740
HK$1,666 total
includes taxes & fees
18 Nov - 19 Nov
Courtside Cottage - WalkScore 93 - Dog Friendly
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

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

Central Point
The price is HK$855
HK$1,999 total
includes taxes & fees
20 Nov - 21 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
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, (4)
"Very clean, large kitchen with all the tools. Really liked the wood flooring and solid doors. Great parking for us as we had 2 full sized trucks. Host was communicative and engaged. We didn't have any pets. "
United States
Kerry D.
The price is HK$1,700
HK$2,900 total
includes taxes & fees
15 Nov - 16 Nov
Delightful 2~bedroom, pet~friendly cottage~Walking distance to everything!
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 Jacksonville Hotel Reviews

Wine Country Inn

Wine Country Inn

10/10 Excellent
"Always a great stay . Very clean and quiet."
jeanne 1-night trip
Posted 2 days ago
Wine Country Inn

Find out more about Jacksonville

Jacksonville Cottages information

Number of reviews
509
Accommodation
131 Cottages
Lowest Price
HK$1,294
Highest Price
HK$2,900

Frequently asked questions

How much do cottages in Jacksonville cost?
Expect to pay between HK$1,294 and HK$2,900 per night for cottages in Jacksonville. No matter your budget, a fantastic stay is only a click or two 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 Jacksonville?
Choose from multiple cottages in Jacksonville with a total average guest review rating of 9.7. Rellik House. Winery And Alpaca Farm is a superb place to rest and recharge between adventures. This 3.5-star cottage also comes with an attached winery and a swimming pool. Wine Suite At Rellik House. Winery And Alpaca Farm is another popular pick with travellers to this area. It has a 3.5-star rating and amenities including a firepit and an attached winery.
How many cottages are there in Jacksonville?
Choose from 131 cottages in Jacksonville. No matter if you're holidaying with the family or organising a weekend retreat with close friends, Expedia can help you find the ideal space to escape the hustle and bustle.
Are there any family-friendly cottages in Jacksonville?
Holidaying with the family in Jacksonville is a piece of cake at Rellik House. Winery And Alpaca Farm. With conveniences such as clothes washing facilities and a fireplace, you're sure to feel comfortable at this 3.5-star cottage. Wine Suite At Rellik House. Winery And Alpaca Farm is another family-friendly option where you and your crew can escape the relentless pace of big city life. This cottage has a 3.5-star rating and amenities including WiFi and a firepit. After checking in and chilling together in your cosy new digs, it's time to visit some of the local sights. Beekman Loop Trail and East Applegate Ridge - East Trailhead are some of the best family-friendly attractions in Jacksonville.
Why book your cottage in Jacksonville with Expedia?
We think that holidays should be simple, so if you're chasing cottages in Jacksonville at a competitive price, Expedia has your back. Save those pennies and opt for a thrifty option far from the hustle and bustle, or splurge on an upscale cottage to pamper your favourite people.
How can I find cheap cottages in Jacksonville?
A wonderful way to uncover cheap cottages in Jacksonville is with Expedia's filter tool. Refine your search by budget, star rating and amenities to nab unbeatable bargains in a few clicks.
What is there to do in Jacksonville near my cottage?
Whatever you love doing, Jacksonville has loads to capture your imagination. Sarah Zigler Interpretive Trail, Beekman Loop Trail and Britt Pavilion are on many visitors' lists. You shouldn't miss Red Lily Vineyards, Jacksonville Cemetery and Ruch Library either. With Expedia's hotel deals in Jacksonville, you can see more renowned attractions like these with the cash you save.

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