Private suite holiday rentals in Ashland

Find and book unique private suite rentals on Airbnb

Top-rated private suite rentals in Ashland

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

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Guest favourite

Guest suite in Jacksonville

4.97 out of 5 average rating, 357 reviews

Spring Savings-Private 2-Bedroom Suite in J-ville

Welcome to the Nathe Nest where you’ll enjoy a little piece of heaven in the quaint historic town of Jacksonville. The "Suite" is cozy, convenient, and your "Welcome Baskets" are filled with plush towels and each closet has two robes to make you feel right at home. Owner lives in the main part of the house with an adjoining door to the Sunroom only, it has locks and blinds for privacy. Very rarely do you hear anything from the owners side. EXTRA GUEST FEE over 2 GUESTS $30 PER PERSON/PER NIGHT.

18–25 Nov

$182 SGD per night

Guest favourite

Guest suite in Jacksonville

4.84 out of 5 average rating, 269 reviews

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 uphill 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!

5–12 Nov

$115 SGD per night

Guest favourite

Guest suite in Medford

4.99 out of 5 average rating, 167 reviews

Deluxe Guest Ste, 1 Bedrm (& $30 2nd Bedrm Option)

**For proper pricing, ENTER 1-2 GUESTS for ONE BEDROOM or 3 GUESTS for TWO BEDROOMS.** NO FULL KITCHEN, but plenty of ways to cook! This deluxe guest suite sits in a peaceful hillside home located between Medford & Jacksonville. Perfect for Britt & OSF! Great views! Quiet neighborhood! Comfortable beds. TV in each bedroom. Please let host know in your introductory email how many actual guests (1-4) are arriving so enough towels, etc. are provided. READ "Other Details to Note" for more info.

7–14 Jul

$85 SGD per night

Superhost

Guest suite in Gold Hill

4.85 out of 5 average rating, 115 reviews

Spacious King Studio | River Views| Private Patio

Welcome to our cozy vacation rental! Our home is located right on the Rogue River, offering stunning views and a peaceful atmosphere. Enjoy your morning coffee or evening glass of wine on the waterfront private patio while taking in the tranquil beauty of the river. Inside you'll find an updated kitchen with all the amenities. Bedroom features a luxurious King Casper bed and a Roku TV for streaming your favorite shows. There is also fast Wi-Fi connection for those who need to stay connected.

30 Jun – 7 Jul

$192 SGD per night

Guest favourite

Guest suite in Medford

4.93 out of 5 average rating, 108 reviews

Starlight Suite, urban, tranquil & luxury stay

In the heart of Old East Medford we provide a space of quality, relaxation, and luxury for your home away from home. We are located just minutes away from the Farmers Market, Movie Theater, Downtown Medford, restaurants, and shops. Enjoy the local wineries, Shakespeare Theater, Britt Festivals, and the glorious outdoor adventures of Southern Oregon. These BnB Suites are connected to our high end Wellness center offering massage and infrared sauna among other healing treatments you can book.

23–30 May

$93 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.

3–10 Jan

$140 SGD per night

Guest favourite

Guest suite in Jacksonville

4.84 out of 5 average rating, 218 reviews

My Little Tuscany: vineyard view, deck & hot tub

This is a scenic stop between PDX and SF and its own destination. One guest says " Her home has a magic of its own." Simple, elegant, and a great base for wine-tasters, paraglider, or roadtrippers. If a house surrounded by nature, vineyards, paraglider pilots, creativity and occasional other travelers sounds interesting, you'll love it here. As a local tourism coordinator, I can direct you to the top attractions. Note: this is a self-contained unit but attached to the main house!

24–31 Aug

$138 SGD per night

Guest favourite

Guest suite in Medford

4.92 out of 5 average rating, 229 reviews

Oakdale Cottage - Medford Hist District

Beautiful Oakdale Cottage Guest Suite is located in the Historic District of dwntn Medford and is decorated with subtle historic touches. A giant redwood tree is the focal point in the back yard and keeps you cool on hot summer days. Relax on your own private patio. Off street parking. Key pad private entry for your convenience. Wi-Fi, and many other amenities. Private bath. Very convenient to local business, bus line, hospitals, freeway, airport and cultural and outdoor activities.

5–12 Nov

$86 SGD per night

Guest favourite

Guest suite in Medford

4.96 out of 5 average rating, 126 reviews

Vineyard Views from 2 Bdrm Suite on the Farm

The guesthouse on our little farm overlooks the vineyard and the fields beyond. We are in the perfect spot to easily access many of the wonderful things Southern Oregon has to offer. Explore wineries, including our own, hiking trails, the Britt festival, and more! This is a new space with lots of amenities, including an outdoor grill, kitchenette with fridge and hot plate, and full-size sleeper-sofa. Pack & play and other baby/child amenities are available upon request.

14–21 Sep

$203 SGD per night

Guest favourite

Guest suite in Medford

4.99 out of 5 average rating, 160 reviews

Parkside East Medford Studio

Unwind in this cozy parkside East Medford studio conveniently located near the Rogue Valley International Airport (8 min), Hospitals (Providence - 2 min & Asante - 5 min) & less than 2 miles from both Medford I-5 exits. This space offers a private entrance and designated off-street parking. The kitchenette includes all basic dishes and cookware. The bathroom includes a rainmaker shower. Studio includes wifi, prime video, and Disney+.

30 Sep – 7 Oct

$120 SGD per night

Guest favourite

Guest suite in Medford

4.98 out of 5 average rating, 135 reviews

Comfortable one bedroom with separate living room

Nice one bedroom with private entrance in rear of main house. Private patio garden area with fountain. Separate living room area with TV and kitchenette. Twin size hide-a-bed available. Located in quiet neighborhood within walking distance of Medford's many restaurants, county courthouse and shopping. Off street parking for one vehicle and ample non-congested street parking available.

31 Jul – 7 Aug

$133 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!

18–25 Aug

$165 SGD per night