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Our top choices for Jacksonville cottages

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

Cottage in Jacksonville

Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
9.8 out of 10, Exceptional, (32)
"We loved the animals and how peaceful it was there,The owner was very accommodating and nice. Highly recommend if I ever need to stay in the area again this would be my first pick "
United States
Ryan K.
$215 nightly
The price is $218
Dec 14 - Dec 15
Total with taxes and fees
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

Cottage in Jacksonville Historic District

The Williams - luxe 2-bedroom cottage w/onsite parking in downtown Jacksonville
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.
$325 nightly
The price is $359
Dec 15 - Dec 16
Total with taxes and fees
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

Cottage in Jacksonville Historic District

Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
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.
$278 nightly
The price is $307
Dec 20 - Dec 21
Total with taxes and fees
Lily Pad - #1 BEST LOCATION, STUNNING, ROMANTIC, FULL KITCHEN, OUTDOOR FIRE PIT
Cottage (1 Bedroom) | Interior
On-site Winery & Tasting Room: Oregon Bungalow!

Cottage in Central Point

On-site Winery & Tasting Room: Oregon Bungalow!
3.0 star property
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
$217 nightly
The price is $220
Dec 14 - Dec 15
Total with taxes and fees
On-site Winery & Tasting Room: Oregon Bungalow!
Glamp Cottage Trailer | Terrace/patio
Paschal Winery

Cottage in Talent

Paschal Winery
4.5 star property
9.6 out of 10, Exceptional, (14)
"Very nice and hassle free check in "
United States
Matthew
$205 nightly
The price is $208
Jan 13 - Jan 14, 2026
Total with taxes and fees
Paschal Winery
Exterior
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville

Cottage in Central Point

Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
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.
$188 nightly
The price is $191
Dec 31 - Jan 1, 2026
Total with taxes and fees
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
Exterior
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Cottage in Central Point

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
9.8 out of 10, Exceptional, (101)
"This was just what we needed as our halfway point of our trip. Area was quiet and close torestaurants. L9ved our stay here. It was a very hot day, but we were able to remain cool here."
United States
carol A.
$157 nightly
The price is $177
Dec 14 - Dec 15
Total with taxes and fees
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Terrace/patio
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.

Cottage in Central Point

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
9.8 out of 10, Exceptional, (26)
"Great host, cute surroundings, lovely stay."
United States
Katie B.
$229 nightly
The price is $232
Dec 16 - Dec 17
Total with taxes and fees
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
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

Cottage in Gold Hill

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
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.
$221 nightly
The price is $222
Dec 14 - Dec 15
Total with taxes and fees
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
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!

Cottage in Gold Hill

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!
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
$210 nightly
The price is $210
Dec 14 - Dec 15
Total with taxes and fees
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
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

Cottage in City Center Medford

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
9.6 out of 10, Exceptional, (22)
"Great property everything we needed close to town perfect stay!"
United States
Chuck F.
$208 nightly
The price is $234
Dec 14 - Dec 15
Total with taxes and fees
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
Exterior
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Cottage in Ashland

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
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.
$216 nightly
The price is $219
Dec 28 - Dec 29
Total with taxes and fees
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Microwave, coffee/tea maker, toaster, cookware/dishes/utensils
Rosewood Studio | Private Cottage Near Downtown

Cottage in Medford

Rosewood Studio | Private Cottage Near Downtown
8.0 out of 10, Very Good, (1)
"Location was as advertised."
United States
william L.
$179 nightly
The price is $201
Dec 14 - Dec 15
Total with taxes and fees
Rosewood Studio | Private Cottage Near Downtown
Exterior
Modern cottage centrally located with private access to the Rogue River!

Cottage in Grants Pass

Modern cottage centrally located with private access to the Rogue River!
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.
$214 nightly
The price is $217
Dec 14 - Dec 15
Total with taxes and fees
Modern cottage centrally located with private access to the Rogue River!
Exterior
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains

Cottage in Central Point

🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
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.
$204 nightly
The price is $207
Dec 14 - Dec 15
Total with taxes and fees
🌻 Charming Cottage On Peaceful 5 Acres in the Mountains
Property grounds
Charming carriage house in Ashland near downtown

Cottage in Skidmore Academy Historic District

Charming carriage house in Ashland near downtown
10.0 out of 10, Exceptional, (6)
"Enjoyed our stay"
United States
Julie M.
$186 nightly
The price is $207
Dec 21 - Dec 22
Total with taxes and fees
Charming carriage house in Ashland near downtown
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

Cottage in Central Point

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
8.0 out of 10, Very Good, (1)
"The House was well setup and Very Clean. The check-in process and getting the Codes to the property was not explained in the Rental process and it was last minute. "
United States
George L.
$240 nightly
The price is $257
Dec 17 - Dec 18
Total with taxes and fees
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
Exterior
The Vintage Cottage with riverfront access

Cottage in Grants Pass

The Vintage Cottage with riverfront access
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
$164 nightly
The price is $166
Dec 20 - Dec 21
Total with taxes and fees
The Vintage Cottage with riverfront access
Exterior
The Ashland Cottage, walk to town

Cottage in Siskiyou-Hargadine Historic District

The Ashland Cottage, walk to town
10.0 out of 10, Exceptional, (211)
"The property was beautiful and just as described. We were rewarded with a kitty visit on the deck in the mornings while we drank our tea and coffee. Perfect distance from town, able to walk but not in all of the hubbub. "
United States
Jeanette S.
$260 nightly
The price is $290
Dec 16 - Dec 17
Total with taxes and fees
The Ashland Cottage, walk to town
Fridge, microwave, coffee/tea maker, toaster
Courtside Cottage - WalkScore 93 - Dog Friendly

Cottage in Historic Railroad District

Courtside Cottage - WalkScore 93 - Dog Friendly
10.0 out of 10, Exceptional, (59)
"Great Location and Comfortable Unit."
United States
John V.
$207 nightly
The price is $231
Jan 6 - Jan 7, 2026
Total with taxes and fees
Courtside Cottage - WalkScore 93 - Dog Friendly
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

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

10/10 Excellent
"Great breakfast, friendly staff."
Chris 2-night trip
Posted 2 days ago
Rogue Regency Inn and Suites

Find out more about Jacksonville

Jacksonville Cottages information

Number of reviews
659
Accommodation
131 Cottages
Lowest Price
$166
Highest Price
$359

Frequently asked questions

How much do cottages in Jacksonville cost?
Expect to pay between $166 and $359 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 travelers 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 vacationing with the family or organizing 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?
Vacationing 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 cozy 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 vacations 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 favorite 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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