Pet-friendly holiday rentals in Jacksonville

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Top-rated pet-friendly home rentals in Jacksonville

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Guest favourite

Guest house in Medford

4.92 out of 5 average rating, 344 reviews

The Greenwood Villa

The guest house, we affectionately call the Villa, is situated near great views, restaurants, wineries, and nature trails available in Jacksonville, Ashland and Medford. Located in the country with views of the famous pear orchards. We have designed the Villa to be a quiet retreat that offers some unique features, so please familiarize yourself with our Property and House Rules. Every detail invites you to slow down and enjoy the beauty of Southern Oregon. Find us on socials: @thegreenwoodvilla

24 Jun – 1 Jul

$235 SGD per night

Guest favourite

Home in Jacksonville

4.99 out of 5 average rating, 252 reviews

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

10–17 Mar

$381 SGD per night

Guest favourite

Tiny home in Grants Pass

4.97 out of 5 average rating, 201 reviews

Tiny Cabin in the Woods w/ Hot Tub and Firepit

Enjoy the charm of staying in a Tiny forest cabin, surrounded by nature and stylishly decorated with thoughtful décor accents. This is a tiny cabin, but has all the essentials that you need for your stay. Great location on the outskirts of town (8 mins from Merlin & 15 mins from Grants Pass). The closest access to the river is only 10 mins away at Matson Park! After a day of exploring, enjoy your hot tub with a wooded view or stargaze by the shared fire pit. Perfect Couples little getaway!

15–22 Aug

$217 SGD per night

Guest favourite

Guest house in Gold Hill

4.92 out of 5 average rating, 165 reviews

Octagon Studio / Beautiful Rogue River property

Park-like setting; Rogue River premier property. Use the Octagon Studio to enjoy the luxuries of the property or as a home base for the many amenities in the Rogue Valley. Relax by the pool or soak in the hot tub, lounge on the rivers beach, watch the river go by from the floating dock(seasonal) swing between two large pine trees, have an evening fire in the fire pit, catch trout for a morning breakfast, watch the abundant wildlife. Relaxing, romantic, fun, resort quality....enjoy

13–20 Nov

$201 SGD per night

Guest favourite

Farm stay in Ashland

4.99 out of 5 average rating, 118 reviews

Kelly’s Carriage House 4 miles from Ashland

The Carriage House is located on Kelly's Farm four miles from the city of Ashland and less than two minutes from Highway 5. This two story home is 440 sq. ft with two sliding glass doors affording a 360 degree view of the mountains and sunset. There is an upstairs and downstairs deck, a propane grill and kitchen is fully furnished, two burners, countertop oven, and rice maker among other things. Set up for three people using two beds. Dogs are welcomed but we don't accept cats.

3–10 Sep

$165 SGD per night

Guest favourite

Guest house in Jacksonville

4.94 out of 5 average rating, 917 reviews

Cozy Jacksonville Cottage

This cozy, rustic one bedroom cottage (325 sq. ft.) is just a 15 min. walk from downtown Jacksonville (3/4 mile) and 30 min. from Ashland. It has private parking, on the property. The owner is happy w/ pets in the cottage, but needs to know in advance that a pet is coming (maximum 35lbs) too. There isn't a full kitchen but it has a kitchenette with sink, fridge, microwave, hot plate and coffee maker, so cooking basics won't be a problem. Relax in the outside patio in the summer.

10–17 Jan

$104 SGD per night

Guest favourite

Cabin in Ashland

4.93 out of 5 average rating, 228 reviews

Studio Cottage near downtown Ashland - Queen Bed!

Take it easy at this unique and tranquil small studio cottage getaway. Our guest cabin has remodeled upgrades and is perfectly located minutes off the 5 freeway and just 3 miles from downtown Ashland's Shakepeare Fetival, Plaza shops, beautiful Lithia Park and Resturants. Venture to local lakes including Crater Lake, historic Jacksonville, and wineries in the pituresque Rogue Valley from our central location. Enjoy the privacy of our gated property with peaceful surroundings!

27 Oct – 3 Nov

$153 SGD per night

Guest favourite

Home in Gold Hill

5.0 out of 5 average rating, 110 reviews

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. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

18–25 May

$206 SGD per night

Guest favourite

Guest house in Central Point

4.94 out of 5 average rating, 708 reviews

BEE WELL Organic Spa Garden Studio

This detached 420 sf apartment is perfect for 1-2 guests. Light-filled studio (from two solar tubes) on over 1/3 acre of flowers and fruit trees, three blocks from downtown, and craft foods and wine. Very close and easy access from the highway. Jacksonville is 6 miles, and the Ashland plaza is 17 miles. Southern OR is filled with playhouses, delicious wine, yummy local restaurants, scenic rivers, and miles of wilderness. Come enjoy! We celebrate diversity!

10–17 Aug

$155 SGD per night

Guest favourite

Guest house in Jacksonville

4.98 out of 5 average rating, 154 reviews

Starthistle Cottage in Applegate wine country

Rural cottage in the beautiful Applegate Valley. Peaceful with beautiful views of the landscape and wildlife. Closest lodging to Woodrat Mountain launch for paragliders & hang gliders. Nestled in the heart of the Applegate Wine Trail and the Southern Oregon Lavender Trail. Close to historical Jacksonville for the Britt Festival. Easy access to Applegate Lake and surrounding hiking trails.

13–20 Jul

$210 SGD per night

Guest favourite

Cottage in Central Point

4.9 out of 5 average rating, 143 reviews

Farm Cottage 1/2 Mile Outside Jacksonville

Private cottage with fenced yard. 1/2 mile to historic Jacksonville and the famous Britt Festival. Noted local winery Rellik is one property away and we are in the heart of the Rogue Valley wine country. Pool available in the summer and meeting our farm animals is available with advanced notice. Our place is designed to help you create lasting memories!

14–21 Jul

$128 SGD per night

Guest favourite

Guest suite in Medford

4.89 out of 5 average rating, 161 reviews

The Wolf Den: newly renovated studio space!

Located 5 minutes away from historic Jacksonville and the start of the Rogue Valley wine trail. With beautiful views on the edge of town, this centrally located suite is perfect for relaxation. Queen sized bed, full bath, kitchenette and smart TV. Outdoor seating with BBQ and fire pit. Private driveway and private entrance. Pets welcome!

13–20 May

$168 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Jacksonville pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Gold Hill

4.99 out of 5 average rating, 209 reviews

Rogue River Retreat

27 Dec – 3 Jan

$304 SGD per night

Guest favourite

Home in Gold Hill

4.9 out of 5 average rating, 204 reviews

Big Foot River Lodge

17–24 May

$261 SGD per night

Guest favourite

Home in Central Point

4.95 out of 5 average rating, 101 reviews

Ideal & quiet location, 3BR+office, perfectly cozy

8–15 Oct

$239 SGD per night

Guest favourite

Home in Grants Pass

4.92 out of 5 average rating, 187 reviews

777 House

18–25 Nov

$204 SGD per night

Guest favourite

Home in Grants Pass

4.94 out of 5 average rating, 436 reviews

Perfect Location! Entire house, pet friendly!

17–24 Aug

$166 SGD per night

Guest favourite

Home in Medford

4.88 out of 5 average rating, 172 reviews

Cheerful new 2 bedroom home in cul de sac Netflix

24–31 Mar

$149 SGD per night

Guest favourite

Home in Medford

4.93 out of 5 average rating, 258 reviews

Clean, pet friendly, 2-Bedroom Cottage with yard.

22–29 Dec

$244 SGD per night

Guest favourite

Home in Medford

4.89 out of 5 average rating, 224 reviews

Southern Oregon Gem (EV Charger)

18–25 Nov

$249 SGD per night

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Pet-friendly home rentals with a pool

Superhost

Loft in Hornbrook

4.94 out of 5 average rating, 361 reviews

The Green Arrow Loft

7–14 May

$193 SGD per night

Guest favourite

Guest house in Grants Pass

4.94 out of 5 average rating, 430 reviews

Sweet Vintage Cottage steps from Rogue River

16–23 Feb

$240 SGD per night

Guest favourite

Flat in Medford

4.91 out of 5 average rating, 162 reviews

Broken Chair Ranch

25 Aug – 1 Sep

$381 SGD per night

Superhost

Home in Medford

4.75 out of 5 average rating, 128 reviews

Cute 3 king with 85" 4k TV, near huge park

3–10 Aug

$337 SGD per night

Guest favourite

Home in Ashland

5.0 out of 5 average rating, 25 reviews

The Aloha House - Hot Tub - Pool

2–9 Nov

$512 SGD per night

Guest favourite

Home in Central Point

4.95 out of 5 average rating, 37 reviews

Beautiful Country Home next to Jacksonville!

3–10 Oct

$751 SGD per night

Guest favourite

Home in Cave Junction

5.0 out of 5 average rating, 56 reviews

Private Country Paradise

5–12 Dec

$533 SGD per night

Guest favourite

Home in Medford

5.0 out of 5 average rating, 17 reviews

657 S. Holly St. Medford, OR

22–29 Aug

$444 SGD per night

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Private, pet-friendly home rentals

Superhost

Cottage in Jacksonville

4.9 out of 5 average rating, 177 reviews

Farm Cottage on River - Applegate Wine Trail

26 Jul – 2 Aug

$233 SGD per night

Guest favourite

Guest house in Medford

4.97 out of 5 average rating, 118 reviews

Creekside Cabin

30 Oct – 6 Nov

$143 SGD per night

Superhost

Cabin in Medford

4.85 out of 5 average rating, 102 reviews

Woodland Cottage near Jacksonville Dog Friendly

12–19 Dec

$172 SGD per night

Guest favourite

Guest house in Medford

4.85 out of 5 average rating, 118 reviews

Lotus 2-Peaceful-Central Location-W/D-Walk to Park

14–21 Oct

$151 SGD per night

Guest favourite

Guest house in Medford

4.95 out of 5 average rating, 166 reviews

Modern, pet-friendly, private - EV charger level 2

6–13 Sep

$193 SGD per night

Guest favourite

Guest house in Grants Pass

4.98 out of 5 average rating, 205 reviews

Sand Creek Cottage

30 Dec – 6 Jan

$128 SGD per night

Guest favourite

Guest suite in Medford

4.95 out of 5 average rating, 176 reviews

All Privat -driveway backyard entrance bathroom

4–11 Nov

$172 SGD per night

Guest favourite

Guest house in Ashland

4.95 out of 5 average rating, 314 reviews

Comfortable, Private Guest Lodging

22–29 Jan

$167 SGD per night

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Quick stats about holiday rentals that are pet-friendly in Jacksonville

Total rentals
20 properties
Local attractions
Britt Festival Pavilion, Bella Union Restaurant and The Schoolhaus Brewhaus
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
400 reviews
Nightly prices starting at
$68 SGD before taxes and fees

Pet-friendly holiday rentals in Jacksonville

Top-rated pet-friendly home rentals in Jacksonville

Holiday rentals for every style

Cottages

Houses

Hotels

Popular amenities for Jacksonville pet-friendly home rentals

Pet-friendly house rentals

Home in Gold Hill

Home in Gold Hill

Home in Central Point

Home in Grants Pass

Home in Grants Pass

Home in Medford

Home in Medford

Home in Medford

Pet-friendly home rentals with a pool

Loft in Hornbrook

Guest house in Grants Pass

Flat in Medford

Home in Medford

Home in Ashland

Home in Central Point

Home in Cave Junction

Home in Medford

Private, pet-friendly home rentals

Cottage in Jacksonville

Guest house in Medford

Cabin in Medford

Guest house in Medford

Guest house in Medford

Guest house in Grants Pass

Guest suite in Medford

Guest house in Ashland

Quick stats about holiday rentals that are pet-friendly in Jacksonville

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore