Holiday rentals in Josephine County

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Top-rated holiday rentals in Josephine County

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Guest favourite

Cottage in Glendale

4.92 out of 5 average rating, 292 reviews

★ Cowcreek Cottage off of I5★

A comfortable 2 bedrm a 𝐍𝐎𝐍 𝐒𝐌𝐎𝐊𝐈𝐍𝐆 home on 13 acres, all self-contained. All new major appliances. Peggy has made the kitchen a "cook's kitchen", to make cooking easy.We have added a pizza stone and Pizza paddle. The 1st bedrm has a king bed, the 2nd bedrm has 3 twin beds and a full sized bed. You have access to cow creek and our two ponds, We have kayaks and SUP paddle board for our guests and life vest all sizes. Hiking trail by Cow Creek, Tables &chairs 4 you camera at driveway entrance

19–26 Sep

$129 SGD per night

Guest favourite

Cottage in Grants Pass

4.96 out of 5 average rating, 196 reviews

Applegate Wine Country cottage!

Our "Lil Wanderer" cottage is located right in the middle of Southern Oregon wine country. We are right on the Applegate wine trail. You have your own private cottage to relax in as you take in the beautiful scenery of the surrounding landscape.With 7 wineries under 5 minutes away from the cottage, you’ll have plenty to explore right out your front door. Wooldridge, Walport,Troon, Schmidt, Blossom Barn, Rosellas & Solaro just to name a few. Downtown Grants Pass & Jacksonville are 30 minutes away

1–8 Sep

$198 SGD per night

Guest favourite

Guest house in Grants Pass

4.98 out of 5 average rating, 205 reviews

Sand Creek Cottage

Welcome to Sand Creek Cottage located in the heart of the beautiful Siskiyou Mountains near the Wild and Scenic Rogue River. Enjoy the warm, eclectic, feel of your own private Guest House. Sand Creek Cottage can be a destination retreat space or a base to explore the vast natural beauty, outdoor adventures, growing wine region and local tourism of Southern Oregon. We invite you to relax in the Outdoor Sauna, cozy up with a good book next to the wood stove and enjoy fruit from the Orchard.

8–15 Oct

$123 SGD per night

Guest favourite

Home in Grants Pass

4.93 out of 5 average rating, 177 reviews

Cedar Mountain Suite A -Home Theater, Gamer Ready!

Welcome to The Entertainment House! This 2-bedroom, 2-bathroom home offers the ultimate theater experience with its impressive 86" TV and Surround Sound System. Located just a 5-minute walk from JetBoat Excursions, Riverside Park, and the Historic Downtown District, complete with bars, restaurants, and antique shops. Despite its proximity to these lively attractions, this location provides a peaceful and private environment, making it feel like you're perched high on a mountaintop in Aspen!

24–31 Jan

$149 SGD per night

Superhost

Home in Grants Pass

4.81 out of 5 average rating, 335 reviews

Modern Studio in the Heart of Grants Pass

This bright studio is located in the heart of Grants Pass, OR, small town feel. It offers everything you need, kitchen to prepare your meals, full bathroom and a large backyard with a fire pit to enjoy the night! This modern studio has a large gated backyard and 2 private parking spaces. The studio is walking distance to local diner, close to local bars, and anything downtown. You'll love the attention to detail of this little studio. We also have optional E bikes for rent during your stay.

25 Sep – 2 Oct

$97 SGD per night

Guest favourite

Home in Grants Pass

4.97 out of 5 average rating, 337 reviews

Charming Cottage, Walk To Historic Downtown!

Newly remodeled 1910 cottage a few short blocks away from historic downtown! 1 bedroom and 1 loft both featuring brand new queen beds.The cottage is only two miles off of I-5 and within walking distance to some of the best restaurants, bars, and shops downtown has to offer. The living room features a 60in HDTV. The kitchen is equipped with dishes, glassware, pots and pans, a keurig and many other commodities . The Outdoor area includes a grill, picnic table as well as a fire pit. No pets.

29 Dec – 5 Jan

$180 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 May

$185 SGD per night

Guest favourite

Guest suite in Grants Pass

4.97 out of 5 average rating, 621 reviews

Cozy Detached Guest Quarters

Guest room is detached from main house and has half bath with shower. Wet bar has microwave, small fridge and place settings for two. Short drive to hiking/mt bike trails in Cathedral Hills; close to Applegate vineyards and to downtown restaurants! We are an active family who enjoy our yard and open our home to meet new friends. If you are looking for complete perfection and no interaction we might not be your place! Otherwise we can’t wait to meet you! We are pet friendly with a $10 fee.

23–30 Oct

$140 SGD per night

Guest favourite

Yurt in Grants Pass

4.97 out of 5 average rating, 654 reviews

Sunset View Yurt of Applegate Valley with HOT TUB!

NO CLEANING FEE! Large 24 ft yurt located on our 5 acre horse property. Gorgeous views to the west. Includes a king size bed, and queen sofa bed. Located in Applegate Valley. Many fabulous wineries nearby. We're 6 miles south of downtown Grants Pass, and 2 miles north of Murphy. Enjoy the hot tub under the stars, or catch a spectacular sunset. It's all good! Please note: ONLY well-behaved children are welcome. If your kids are destructive or abusive, you will be asked to leave.

11–18 Nov

$137 SGD per night

Guest favourite

Cabin in Grants Pass

4.98 out of 5 average rating, 413 reviews

The Cozy Cabin (with own private hot tub!)

Come relax and unwind in our cozy, peaceful cabin, tucked away in the beautiful hills of Grants Pass. With mountain views, stunning sunsets and a private wooded environment, it’s the perfect place to get away. Relax, read a good book, take a soak in the hot tub located just steps outside the master suite. The Cozy Cabin is filled with thoughtful touches, from throw blankets to high quality linens and towels, selected to create a welcoming and comfortable atmosphere.

9–16 May

$183 SGD per night

Guest favourite

Guest house in Grants Pass

4.98 out of 5 average rating, 351 reviews

Laurel Farm's Guesthouse

Laurel Farm, a quiet, pastoral and mountain view farm located in the Rogue Valley of southern Oregon. Outdoor activities, the arts, and wineries reign. We're minutes off Hwy 199 and 15 minutes from I-5 and Grants Pass. Our historic building's guesthouse has everything you need for comfort and convenience. A relaxing place to hang your hat, we encourage longer stays. Pets on approval only. Let us know if you're a repeat guest. Some specials may apply.

30 Sep – 7 Oct

$120 SGD per night

Guest favourite

Guest house in Grants Pass

4.95 out of 5 average rating, 144 reviews

Chalet in the Woods

Welcome to the little Chalet in the beautiful Oregon woods! Come relax and unplug in this charming private guest house situated on 4 acres, just 2 miles from downtown Grants Pass and 3 minutes from grocery stores and shopping yet you feel as if you are out in the country far removed from anything and everything. This space was created to embody Swiss style living and the details speak to that. Comfortable and efficient.

19–26 Aug

$212 SGD per night