
House holiday rentals in Jacksonville
Find and book unique houses on Airbnb
Top-rated house rentals in Jacksonville
Guests agree: These houses are highly rated for location, cleanliness and more.
Unwind at a Luxury Cottage in Jacksonville's Historic Core
Enjoy your stay at "The Laundry" a lovely historic home. Remodeled and professionally decorated in French Country Chic style with luxury Italian Frette sheets, Turkish towels, robes, slippers, enchanting landscaping with two private fountains and outdoor eating! Ample onsite parking with complete privacy! Two flat screen SMART WIFI TV's with Cable and WIFI/Internet provided, desk/work area along with fun games. A washer/dryer with soap supplies is provided for your convenience. A fully stocked kitchen with stainless steel appliances and gas range. Cuisinart coffee pot with Starbucks coffee and tea provided. You will have access to the entire home. Approximately 1250 sq. ft. with high ceilings. For your comfort the bedroom has a large king size BeautyRest Black mattress with feather-bed topper, Italian linens and Hungarian down pillows. The living room has a large deep couch with feather stuffing. Couch is also a Queen size sofa sleeper that can comfortably accommodate 2 adults. We offer self check-in but I live only 5 minutes away from the cottage. We're happy to help answer questions :) This property is in the core of historic Jacksonville, very conveniently located close to quaint shops and restaurants. Explore hiking trails, try wine tasting, and take an easy day trip to Crater Lake National Forest for a nature fix.

Spa Like Stay at the Britt Bungalow in J’Ville
The Britt Bungalow is an Award Winning boutique style stay in the historical heart of Jacksonville Oregon created and designed by the owner and host. Enjoy a spa like private stay w/ 2 bed, 2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in Master, fireplaced open living room with an abundance of natural light throughout. You will want for nothing during your stay. Just 2 blocks to the trolly, all the best restaurants, boutiques, & the Britt Pavilion.

Luxury Guest House in Charming Old East Medford
Nested on a great oak-canopied street in Old East Medford’s most charming neighborhood, where leisurely walks and turkeys abound, our professionally designed guest home combines authentic Swiss detailing with distinctive features of new and reclaimed materials. A chef’s kitchen and spa-like bath, complete with a soaking tub, towel warmer, and radiant floor heating, create a luxurious retreat. Perfectly situated to explore Southern Oregon, near wineries and trails, we’d be delighted to host you.

Manor Hill Haven | Hot Tub & Accessible Features
This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor

Historic 1875 Kitchen House
Easy walking distance to Britt concert venue, trails, and downtown. The base rate is for the entire first floor and includes one bedroom with en suite bathroom with a large clawfoot tub. Upstairs attic space can also be rented for an additional fee, which includes 3 beds and a full bathroom. Declare 3 guests if 2 people need their own suites. If you are checking in with 4 or 5 people, please indicate the true number of guests, which adds an extra fee per person to cover cleaning costs.

The Cutie Little Local
The Cutie Little Local is a clean, stylish and centrally located new build. A comfortable bed, a full kitchen with new appliances, and extra special little touches, will make your stay easy and enjoyable. Whether your main destination is Medford, or perhaps you plan to visit nearby cities like historic Jacksonville or Ashland, the CLL is a great point of access for all. Numerous restaurants, hiking trails and wineries are nearby allowing an eventful trip to the beautiful Southern Oregon.

The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Hygge Hideaway. A home for rest and adventure
In Scandinavia, "hygge" represents contentment & coziness. Settle into this sun-soaked, mountain-side, madrone forest & valley view home for relaxation on the deck, wine by the fire, & mineral baths. This solar powered home has easy access to outdoor adventures. Options include Laundry, Wood Stove (fire logs avail $), fully equipped Kitchen, & EV Charger. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

B.F. Dowell House | Walk to Britt & Downtown
Experience one of Jacksonville’s most iconic historic homes. The beautifully restored 1861 B.F. Dowell House blends original stained glass, marble fireplaces, soaring ceilings, and exposed brick with modern comfort. Located on a large corner lot across from the market and steps from downtown, Britt Festival, restaurants, and tasting rooms. Features private baths for every bedroom, an adjustable Tempur-Pedic bed, clawfoot tub, full kitchen, porch, patio, garden, and lawn.

Rogue River Retreat
A nature lovers retreat on the beautiful Rogue River. Watch osprey from the sprawling cedar deck, fish for salmon right on the river bank, or take a soak in the deep tub, this peaceful cabin you won't want to leave. Located half way between Grants pass and Medford with easy access to the 5 freeway, you can enjoy all that Southern Oregon has to offer. The cabin has one deluxe bathroom and one cozy bedroom that has a king size bed with a water view.

Cozy Cottage
Discover this charming gem nestled in the heart of Medford, Oregon! This enchanting 1 bedroom with a king bed and 1 bathroom cottage is a centrally located and offers the perfect blend of comfort and style. The sofa in the living room is a hide-a-bed which can sleep 2 additional people. Conveniently located near shopping, restaurants, and more! For the safety and security of our guests, we do have an outdoor camera monitoring common areas.

Plymale Cottage Bed & Biscotti - 2BR, Kitchen, AC
4 Guests, 2 Bed Rm, Sitting Rm & Kitchen, the "Hobbit Rm" with toys, teddy bears and a playhouse. Pet Friendly - One (1) small dog (30lbs or under) house trained. My small back yard is not available for a pet. Our upstairs cottage rate is $135/night. Rates do include city taxes, service & c;eaning fees. Guest entrance has stairs and balcony. Kitchenette and small living. TV available in King room. Air Conditioning
Popular amenities for Jacksonville house rentals
House rentals with a pool

Cherry Lane, Crystal Skies

King Beds/River/Hot Tub/Pool/BBQ/Full Kitchen/New!

Capital House - Private getaway with POOL!

Rellik Winery - The Alpaca Suite

Entertainment Home on Golf Course - Hot Tub /Pool

Large 4 bedroom house with pool in bamboo forest!

Red Hawk Hideaway

Private Resort • Pool, Spa + Sauna
Weekly house rentals

Luxurious Station House Suite A

Jacksonville Jewel

Alder Creek retreat

Charming house two blocks from downtown Ashland

Country 3 Acres • Near Town • King Bed

Jackson Ck Cottage (Rider House)

The Cottage on Main

Lovely Central Point Home w/EV Charger
Private house rentals

Charming Cottage - Perfect Couples Getaway

Light and Bright Home with 4 BR and *Hot Tub*

New 1BR House | Hot Tub | W/D | Full Kitchen

Dream House at Paschal Winery

The White House in Central Point - A Stunning Home

The Disco Daizy

Peaceful Retreat on 10 Acres – Near Lake Selmac

Grandview of Ashland | Hot tub | Sauna | Firepit
When is the best time to visit Jacksonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $309 NZD | $311 NZD | $316 NZD | $277 NZD | $282 NZD | $324 NZD | $324 NZD | $321 NZD | $292 NZD | $292 NZD | $282 NZD | $316 NZD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 16°C | 19°C | 24°C | 24°C | 20°C | 13°C | 7°C | 4°C |
Quick stats about house rentals in Jacksonville

Total holiday rentals
Explore 30 holiday rentals in Jacksonville

Nightly prices starting at
Jacksonville holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 2,080 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Jacksonville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Jacksonville rentals

4.9 Average rating
Jacksonville stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Northern California Holiday rentals
- Gold Country Holiday rentals
- Eastern Oregon Holiday rentals
- Portland Holiday rentals
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- North Coast Holiday rentals
- Wine Country Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Sacramento River Holiday rentals
- Napa Valley Holiday rentals
- Cottage rentals Jacksonville
- Rentals with outdoor seating Jacksonville
- Rentals with a fireplace Jacksonville
- Pet-friendly rentals Jacksonville
- Family-friendly rentals Jacksonville
- Rentals with a fire pit Jacksonville
- Rentals with a patio Jacksonville
- Rentals with a washing machine and dryer Jacksonville
- House rentals Jackson County
- House rentals Oregon
- House rentals United States





