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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Jacksonville cottages

A two-story house with a front porch, a covered entryway, and a small front yard.

1. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
Jacksonville Historic District
9.8 out of 10, Exceptional, (85 reviews)
"What an adorable cottage. It’s right in town but on a quiet street. It had every amenity that we needed. I would very highly recommend and would stay here again"
United States
Richard
The price is £234
includes taxes & fees
1 Nov - 2 Nov
Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
A small, single-story house with a white picket fence, a purple front door, and a porch with white railings.

2. Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (70 reviews)
"We’ve stayed in Vrbo’s around the world and this is by far our favorite."
United States
Robert B.
The price is £225
includes taxes & fees
1 Nov - 2 Nov
Historic Bradshaw House!
A bedroom with a fireplace, a bed with a headboard, a window, and a wall-mounted picture.

3. Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.

Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.
Jacksonville
9.6 out of 10, Exceptional, (4 reviews)
"Excellent location. The house was comfortable and had everything we needed."
United States
Christopher
The price is £213
includes taxes & fees
13 Oct - 14 Oct
Walk to the Britt Festival and downtown Jacksonville from this newly remodeled luxury cottage. Features a king bed with luxury linens, dramatic centerpiece fireplace, pull-out sofa, full kitchen, and spa-style bathroom.
A house with a stone pathway, white picket fence, and a small porch.

4. Charming 1BR Cottage – Walk to Britt Gardens

Charming 1BR Cottage – Walk to Britt Gardens
Jacksonville
9.2 out of 10, Wonderful, (9 reviews)
"Location and interior was superb"
United States
Jonathan B.
The price is £220
includes taxes & fees
13 Oct - 14 Oct
Charming 1BR Cottage – Walk to Britt Gardens
A residential property with a paved driveway leading to a front door, a wooden fence, and a small garden area.

5. The Williams - Luxury 2-bedroom with On-Site Parking in Downtown Jacksonville

The Williams - Luxury 2-bedroom with On-Site Parking in Downtown Jacksonville
Jacksonville Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful place and great location"
United States
darren t.
The price is £289
includes taxes & fees
13 Oct - 14 Oct
The Williams - Luxury 2-bedroom with On-Site Parking in Downtown Jacksonville
A small house with a porch, a bench, and a tree with white blossoms.

6. 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, (38 reviews)
"What a great location! We mostly sat by the river and enjoyed the scenery!"
United States
Christina B.
The price is £178
includes taxes & fees
9 Nov - 10 Nov
Cozy Cottage on Applegate River Micro-Farm at Vineyards.15 Min to Jacksonville
A blue house with a patio, a small table and chairs, and a hanging flower basket.

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

Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
Central Point
9.6 out of 10, Exceptional, (39 reviews)
"Lovely cottage with all the amenities in the countryside with beautiful views down a quiet lane. Perfect for our stay to visit Jacksonville and easy access to Medford airport."
United States
Vanessa C.
The price is £197
includes taxes & fees
21 Oct - 22 Oct
Charming Cottage near historic Jacksonville. Wi-Fi, fenced pet area.
A residential house with a front porch, a small garden with various plants and flowers, and a gravel driveway.

8. 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, (18 reviews)
"Everything was wonderful Will definitely stay again"
United States
Kellie P.
The price is £154
includes taxes & fees
19 Oct - 20 Oct
Peaceful Countryside Stay with Scenic Views- 5 minutes to Jacksonville
A two-story house with a sloped roof, multiple windows, and a well-maintained garden.

9. 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, (7 reviews)
"So easy to get in and out. Convenient to everything we did in the valley. Exactly as advertised. Great views and quiet location. Will definitely book again when in town. "
United States
Marc A.
The price is £239
includes taxes & fees
13 Oct - 14 Oct
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.
Exterior

10. 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, (129 reviews)
"Wonderful stay and will definitely do so again!!!"
United States
Kelly B.
The price is £137
includes taxes & fees
25 Oct - 26 Oct
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
A house with a yellow front door, a blue door, and a garden with various flowers and plants.

11. Downtown Mint

Downtown Mint
Medford
10.0 out of 10, Exceptional, (51 reviews)
"Good location and comfy beds!"
United States
Melissa L.
The price is £165
includes taxes & fees
15 Oct - 16 Oct
Downtown Mint
An outdoor patio with a grill, dining table, chairs, and string lights.

12. Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is £314
includes taxes & fees
15 Oct - 16 Oct
Paschal Winery
A single-story house with a gabled roof, surrounded by a variety of plants and shrubs.

13. HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage

HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
City Center Medford
9.6 out of 10, Exceptional, (48 reviews)
"Amazing location and the interior design was fabulous! Has everything you need and my dog had a great time too! All around awesome place, would highly recommend."
United States
Houda
The price is £206
includes taxes & fees
13 Oct - 14 Oct
HOLLY HOUSE ~ Organic, Dog-friendly Garden Cottage
A house with a wooden deck, a stone wall, and a wooden fence.

14. The Ashland Cottage, walk to town

The Ashland Cottage, walk to town
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (240 reviews)
"Beautiful location, comfortable, and nice touches! Loved our stay here."
United States
Julie S.
The price is £223
includes taxes & fees
18 Oct - 19 Oct
The Ashland Cottage, walk to town
A hot tub with a wooden bench and a table, surrounded by a railing, overlooking a river and hilly landscape.

15. 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
9.8 out of 10, Exceptional, (27 reviews)
"Great accommodations, excellent communication. We all had a great time!"
United States
Sabrina D.
The price is £185
includes taxes & fees
13 Oct - 14 Oct
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!
A bedroom with a bed, a TV, a ladder, a mirror, a basket, and a door with a 'No Smoking' sign.

16. Rosewood Studio | Private Cottage Near Downtown

Rosewood Studio | Private Cottage Near Downtown
Medford
8.0 out of 10, Very good, (1 review)
"Location was as advertised."
United States
william L.
The price is £152
includes taxes & fees
14 Oct - 15 Oct
Rosewood Studio | Private Cottage Near Downtown
A residential house with a garage, a satellite dish, and a driveway.

17. Charming carriage house in Ashland near downtown

Charming carriage house in Ashland near downtown
Skidmore Academy Historic District
10.0 out of 10, Exceptional, (13 reviews)
"Lovely stay. "
United States
Cyndy K.
The price is £182
includes taxes & fees
18 Oct - 19 Oct
Charming carriage house in Ashland near downtown
A modern building with a flat roof, large windows, and a concrete facade.

18. 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, (3 reviews)
"The place was perfect for a week stay"
United States
Michael
The price is £177
includes taxes & fees
12 Nov - 13 Nov
Modern cottage centrally located with private access to the Rogue River!
A modern living room with a grey sofa, a small table, and a basket on a white ottoman.

19. Courtside Cottage - WalkScore 93 - Dog Friendly

Courtside Cottage - WalkScore 93 - Dog Friendly
Historic Railroad District
10.0 out of 10, Exceptional, (77 reviews)
"Excellent stay. Very responsive host. Would come back"
United States
Scott N.
The price is £214
includes taxes & fees
1 Nov - 2 Nov
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

Stratford Inn

Stratford Inn

10/10 Excellent
"Very comfortable and convenient place to stay, easy walk to shops, restaurants, and theaters, Safeway right across the street. Staff was friendly and helpful. Nice to have access to local gym, 10 minute walk away. Also appreciated having microwave and mini fridge in room. Will happily stay here again the next time I’m in Ashland."
Sheri 1-night trip
Posted 1 hour ago
Stratford Inn

Find out more about Jacksonville

Jacksonville Cottages information

Number of reviews
853
Accommodation
129 Cottages
Lowest Price
£137
Highest Price
£314

Frequently asked questions

How much do cottages in Jacksonville cost?
Expect to pay between £137 and £314 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 that have a total average guest review rating of 9.7. Wine Suite At Rellik House. Winery And Alpaca Farm is a great place to put your feet up between adventures. This 3.5-star cottage also comes with a firepit and a vineyard. Rellik House. Winery And Alpaca Farm is another leading pick with travellers visiting this area. It has a 3.5-star rating and amenities including an attached winery and a vineyard.
How many cottages are there in Jacksonville?
Choose from 129 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?
Settle in at Wine Suite At Rellik House. Winery And Alpaca Farm, a 3.5-star cottage just a short drive from town. Conveniences here include a firepit and WiFi. Another family-friendly pick where you can swap the concrete jungle for nature is Rellik House. Winery And Alpaca Farm. WiFi and clothes washing facilities help make this 3.5-star cottage a favourite among guests. Once you've checked in and unpacked your suitcase, there are loads of family-friendly attractions to visit in and around Jacksonville. Beekman Loop Trail and Sarah Zigler Interpretive Trail are two of our top picks.
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.