Jacksonville vacation rentals

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Top-rated vacation rentals in Jacksonville

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Home in Jacksonville
Refined, Serene Home in Jacksonville
Professionally decorated in a Mid-Century Modern style. Sleep soundly on Hungarian down pillows and BeautyRest Black mattresses made up with soft 600 thread-count Italian linens. Beautifully tiled bathroom offering Turkish towels, bathrobes, and luxe sundries. Living room and full kitchen with gas stove and quartz counter tops. Step outside to a private yard with outdoor eating area and cozy fire pit. Other amenities include three flat-screen Smart TV's, cable, WIFI, washer and dryer and so much more. Come and enjoy! You'll have this complete private cottage to yourself with private (and ample) parking. Come and go as you please in complete privacy. Self Check-in Available I'm available, if needed. I typically give a complete walk through of the property. For busy travelers, special arrangements can be made to stock the kitchen with additional supplies such as eggs, juice, special drinks. Our goal is to provide you with wonderful service. Let us know how we may help you have a terrific stay. The house is set in a laid-back neighborhood with a mix of shopping and dining within walking distance to Jacksonville's historic core. Ashland and Oregon Shakespeare Festival are a 15 minute drive away. 9% City Guest Tax will be applied to nightly rate & any additional charges. Tax is billed at arrival and must be paid via cash or check before departure. Airbnb is not allowed to collect this tax in advance.
Feb 4 – 11
$240 per night
5.0 out of 5 average rating, 177 reviews
Guest favorite
Guest suite in Jacksonville
Claudia's Retreat Sanctuary
Retreat here on my 6 acres of madrone forest with pastoral views, 2 meditation labyrinths- yet only 3 miles to the quaint, historic town of Jacksonville, Oregon, home of Britt Festival, 35 minutes to Ashland and 1.5 hours to Mt. Shasta or Crater Lake. This guest suite in the lower level of my house and has quick access to the hot tub by the garden. Book a Sacred Sound bath session with Tibetan and crystal bowls & Paiste gongs for $70 during your stay. Massage chair available too. Simply divine!
May 22 – 29
$69 per night
4.84 out of 5 average rating, 267 reviews
Guest favorite
Home in Jacksonville
Britt Bungalow in the Heart of Jacksonville
An elegant single level newly built (2019) private 2 bed/2 bath cottage with 17' ceilings, #1 Dreamcloud mattress in Master, substantial natural light & family friendly fenced in front & PRIVATE backyard. EV Charger. Less than 2-blocks from dining & the lovely Britt Festival Concert venue. Enjoy historic tours on trolly out the front door. FAMILY: Park & walkable to grocery store. FITNESS: Local gym near by and hiking trails. RELAX: Free standing bath tub, bench swing on porch, & fireplace
Apr 19 – 26
$231 per night
4.99 out of 5 average rating, 247 reviews

Popular amenities for Jacksonville vacation rentals

Stay near Jacksonville's top sights

Bella Union Restaurant60 locals recommend
The Schoolhaus Brewhaus23 locals recommend
Britt Festival Pavilion103 locals recommend
Back Porch Bar & Grill21 locals recommend
Jacksonville Inn Dinner House17 locals recommend
GoodBean Jacksonville42 locals recommend

Other great vacation rentals in Jacksonville

Guest favorite
Guesthouse in Medford
Orchard Home Cottage * ~ Private, Cozy, Peaceful *
May 31 – Jun 7
$75 per night
4.98 out of 5 average rating, 574 reviews
Guest favorite
Treehouse in Jacksonville
Tree Top Studio
Jul 27 – Aug 3
$186 per night
4.98 out of 5 average rating, 180 reviews
Guest favorite
Guesthouse in Gold Hill
Octagon Studio / Beautiful Rogue River property
Feb 25 – Mar 4
$125 per night
4.91 out of 5 average rating, 163 reviews
Guest favorite
Guest suite in Jacksonville
2-bedroom suite, only 1 mile to Jacksonville
May 27 – Jun 3
$129 per night
4.91 out of 5 average rating, 188 reviews
Guest favorite
Guesthouse in Medford
Mel-Ohana: your favorite country retreat!
Jul 5 – 12
$95 per night
4.96 out of 5 average rating, 228 reviews
Guest favorite
Apartment in Medford
Suite Madrona
Nov 9 – 16
$79 per night
4.99 out of 5 average rating, 235 reviews
Guest favorite
Guesthouse in Central Point
Southern Comfort - Hot tub - Modern - Relaxing
May 14 – 21
$135 per night
4.92 out of 5 average rating, 126 reviews
Guest favorite
Guest suite in Jacksonville
Slow season discount! Hot tub and vineyard views
Sep 4 – 11
$88 per night
4.84 out of 5 average rating, 217 reviews
Guest favorite
Guest suite in Medford
Deluxe Guest Suite, 1 Bedroom (& 2nd Bedrm Option)
Mar 24 – 31
$50 per night
4.99 out of 5 average rating, 165 reviews
Guest favorite
Apartment in Grants Pass
Peace on the Rogue river Studio
Apr 8 – 15
$94 per night
4.94 out of 5 average rating, 759 reviews
Guest favorite
Home in Gold Hill
Rogue River Retreat
Jul 20 – 27
$170 per night
4.99 out of 5 average rating, 209 reviews
Guest favorite
Cottage in Phoenix
The Pear Cottage Where city and country life meet
Aug 1 – 8
$104 per night
4.91 out of 5 average rating, 311 reviews

Other great vacation rentals in Jacksonville

Guest favorite
Tiny home in Grants Pass
Tiny Cottage w/Firepit/Hottub/Outdoor tubs
Feb 6 – 13
$105 per night
4.98 out of 5 average rating, 136 reviews
Guest favorite
Townhouse in Medford
Light & Spacious 2 Bedroom 2 1/2 Bath
Jul 21 – 28
$108 per night
4.98 out of 5 average rating, 124 reviews
Guest favorite
Cottage in Medford
Stunning Private Orchard Property
Aug 10 – 17
$130 per night
4.91 out of 5 average rating, 276 reviews
Guest favorite
Guesthouse in Medford
Eco-Tiny House in SE Medford
Apr 14 – 21
$68 per night
4.95 out of 5 average rating, 1086 reviews
Guest favorite
Cottage in Grants Pass
Applegate Wine Country cottage!
Aug 5 – 12
$126 per night
4.96 out of 5 average rating, 192 reviews
Guest favorite
Farm stay in Jacksonville
Cozy Family Ranch Cottage! Near Vineyards & Lake!
Oct 1 – 8
$98 per night
5.0 out of 5 average rating, 25 reviews
Guest favorite
Cabin in Jacksonville
Private & Cozy Treetop Cabin in Historic J-vile
Apr 28 – May 5
$102 per night
5.0 out of 5 average rating, 58 reviews
Guest favorite
Cottage in Jacksonville
Tigers Den/#1 Best Location/Romantic & Luxurious
Feb 2 – 9
$146 per night
4.97 out of 5 average rating, 32 reviews
Guest favorite
Home in Jacksonville
California Cottage: Downtown!
Oct 26 – Nov 2
$134 per night
4.87 out of 5 average rating, 23 reviews
Guest favorite
Home in Jacksonville
The Cottage on Main
Nov 17 – 24
$135 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Jacksonville
Jacksonville Creekside Inn
Nov 9 – 16
$246 per night
4.96 out of 5 average rating, 48 reviews
Guest favorite
Farm stay in Central Point
Sweet Rose Cottage
Oct 21 – 28
$278 per night
4.98 out of 5 average rating, 90 reviews

Quick stats about vacation rentals in Jacksonville

Total rentals

80 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

2.8K reviews

Nightly prices starting at

$40 before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Jacksonville?

    Yes! Work meets play with ease at over 30 vacation rentals in Jacksonville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Jacksonville?

    Four-legged friends are welcome in Jacksonville. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Jacksonville?

    Experience the best of Jacksonville with our cottage rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Jacksonville?

    Jacksonville has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Jacksonville have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Jacksonville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Jacksonville have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Jacksonville. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Jackson County
  5. Jacksonville