
Hotels in Ashland
Find and book unique hotels on Airbnb
Quick stats about hotels in Ashland

Total holiday rentals
Explore 30 holiday rentals in Ashland

Nightly prices starting at
Ashland holiday rentals start at $137 NZD per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

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

4.7 Average rating
Ashland stays receive an average rating of 4.7 out of 5 from guests
Top-rated hotels in Ashland
Guests agree: these hotels are highly rated for location, cleanliness and more.

The Peerless Hotel, Anniversary Suite #3,Twin Tubs
Welcome to our most luxurious and romantic suite. Featuring a full private bathroom with the famous “twin tubs” that are original to the Peerless Hotel. The vintage décor and hand painted gold accents invite you to take a step back in time in this true Victorian era inspired space. Unwind from the day’s adventures with complimentary champagne and a bubble bath or cozy up next to the fireplace. With a separate powder vanity in the bedroom, this suite is perfect for a romantic getaway for two!

Signature Inn Downtown Medford & Fresh Remodel
Welcome to Signature Inn by Sonesta Downtown Medford, a newly renovated stay offering modern comfort and unbeatable convenience. Enjoy clean, stylish rooms with cozy bedding, fast Wi-Fi, and a quiet atmosphere perfect for relaxing or working. Located in the heart of downtown, you’re just steps from local dining, shopping, and attractions, with easy access to everything Southern Oregon has to offer. Perfect for business, weekend getaways, or quick stays enjoy comfort in a prime location.

Motel Del Rogue Riverfront Kitchen Suite # 4
Your private suite has everything you need for a relaxing getaway or longer term stay. This ground floor suite features one queen bed, one twin pull out sofa, riverfront deck, private bath, luxury bedding, fully stocked kitchen, organic fair-trade coffee, plastic-free amenities, WiFi, cable tv, AC & heat. We are family and pet friendly with 2 acres of lawn, garden and river access. Feel free to watch the river, fish, barbecue or play badminton on the pesticide/herbicide-free grounds.

Jacksonville Inn | RM #7 | Queen Guest Room
Built in 1861, The Jacksonville Inn is an iconic historic landmark located in the heart of downtown. This 8-room boutique hotel has been recently renovated with a fresh look while honoring its rich past. Once named the "most romantic" hotel in Oregon, The Jacksonville Inn is a haven for visitors to Applegate Valley Wine Country and the prestigious Britt Festival. This queen guest room offers a smart TV, Nespresso coffee, private bathroom w/ shower, mini fridge and safe. Book today!

Rare Find! Amazing Unit! Close to Riverside Park!
Located in beautiful southern Oregon off Interstate 5, this property in Grants Pass boasts a desirable climate year-round and is close to the scenic Rogue River. Explore the outdoors at Oregon Caves National Monument and Crater Lake. Or enjoy a variety of local shopping destinations, museums and golf courses. Set off for a day of adventure with a whitewater rafting trip or nature hike. This charming Oregon destination has so much to offer for all types of travelers!

Lodge Room 1 with Jacuzzi Tub at Green Springs Inn
Welcome to Lodge Room #1 at Green Springs Inn – a nature resort nestled in the Cascade-Siskiyou National Monument. This ADA-accessible room features an in-room Jacuzzi tub, queen bed, and peaceful forest views. Perfect for couples, solo travelers, and nature lovers seeking a quiet escape in the mountains. ✔️ Queen bed ✔️ In-room Jacuzzi tub ✔️ ADA accessible ✔️ Microwave, mini fridge, and coffee maker ✔️ Air conditioning ✔️ Ground floor location

Ashland 2 Double Suite w/Gym & pool
Welcome to your cozy suite in Ashland! Nestled near the scenic Rogue Valley, this charming stay offers comfort and a relaxing atmosphere just minutes from downtown. Enjoy these fantastic perks: • 🍳 Daily breakfast with a fee • 🏊♂️ Pool • 💪 Gym • 🧹 Housekeeping • 🥎 Tennis Whether you're here for the Oregon Shakespeare Festival, outdoor adventures, or a peaceful getaway, we have you covered. Come experience the beauty of Ashland! 🌄✨

Retro Motel Queen Bed Downtown Medford
Clean, stylish mid-century motel in downtown Medford, perfect for an easy and comfortable stay. This retro-inspired room is ideal for road trips, quick stopovers, or business travel. You’ll have a comfortable bed, fast WiFi, TV, fridge, microwave, K-cup coffee, AC and heating, free parking, and easy check-in. Budget-friendly, clean, and reliable. A simple, hassle-free place to relax, recharge, and get back on the road.

Ashland Abode | Swim. Ski Nearby.
Ashland Hills Hotel & Suites offers a serene retreat within picturesque Oregon greenery. Guests here can enjoy a relaxing outdoor pool and tennis courts. This hotel is located just minutes from downtown Ashland, providing easy access to attractions such as Oregon Cabaret Theatre, Mt. Ashland Ski Area, and Lithia Park. ✔ Outdoor pool ✔ Restaurant and cafe ✔ Fitness room ✔ Bike rentals ✔ Tennis court

Josie's Chambers
Josie's Chambers is located in the upper level of The Orth House Inn by Remotion Winery. This one bedroom suite has an ensuite clawfoot tub, a sitting area overlooking Main Street, flat screen smart TV and single serve coffee maker for your morning coffee. Relax and enjoy an evening or two in the historic Orth House downtown Jacksonville. Walking distance to The Britt Gardens and much more.

Ashland Motel, King Room
Ashland Motel invites you to experience a stress-free and enjoyable stay with our high-quality amenities. At our family-owned establishment, we provide air conditioning, refrigerator, microwave, k-cup coffee maker, hair dryer, and free wifi in every room. Dive into a relaxing swim in our pool with salt water, the perfect way to cool off after a long day of exploring.

King Suite at Callahan's Mountain Lodge
Relax in our 2 room suites. Enter through a spacious living room furnished with a queen pullout couch, sitting chairs, dining table, and a fridge, freezer, microwave, coffeemaker, and dishes. Through the french doors is the bedroom with King bed, jacuzzi tub, a wood-burning fireplace and restroom. The suite has decks with rocking chairs.
Popular amenities for Ashland hotels
Family-friendly hotels

Lodge Room 4 with Jacuzzi Tub at Green Springs Inn

Pet-friendly Unit! Close to Performing Arts Center

Retro Motel Family Suite Downtown Medford

Motel Del Rogue kitchen, queen bed #15

Ashland 1 BR King Suite w/Gym & pool

Ashland 2 Queen studio w/Gym, pool

Motel Del Rogue Riverfront 2 beds, kichenette #10

King Room with well-lit Covered Parking
Hotels with a pool

Amazing Unit Awaits! Close Grants Pass Golf Club!

4 Comfortable Units! Enjoy Pool and Free Parking!

Oregon Escape | Spa. Outdoor Pool. Free Breakfast.

Ashland Getaway | Wine. Pool. Free Breakfast.

Ashland King studio w/Gym & pool

Nature Getaway! Close to Oregon Caves and More!

Ashland Motel, Two Queen Room

Respite in Oregon | Swim. Cafe.
Hotels with a patio

The Peerless Hotel | Junior Suite #2 | Jetted Tub

Lodge Room 2 with Jacuzzi Tub at Green Springs Inn

Del Rogue River Studio Motel #6

#3 Motel Del Rogue Family Suite (sleeps six)

Motel Del Rogue Riverfront kitchen suite #7.

The Peerless Hotel| Signature Room 1| Artist Abode

The Peerless Hotel | Junior Suite #5 | Jetted Tub

Motel Del Rogue Kitchen Suite #14
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $254 NZD | $266 NZD | $295 NZD | $271 NZD | $273 NZD | $302 NZD | $314 NZD | $292 NZD | $298 NZD | $295 NZD | $266 NZD | $257 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 |
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