
Hotels in Ashland
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Quick stats about hotels in Ashland

Total vacation rentals
Explore 30 vacation rentals in Ashland

Nightly prices starting at
Ashland vacation rentals start at G$16,708 GYD per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Ashland vacation 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.

Ashland 2 Queen studio w/Gym & pool
Reach out to me directly to save more on your booking💰 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! 🌄✨

Motel Del Rogue Kitchen Suite #14
Built in 1935, situated on the banks of the Rogue River, the Motel Del Rogue offers a unique blend of vintage character and modern amenities. Choose from a romantic spa-tub suite and cozy studios to large family suites that sleep 6. With river access, beautiful views, gardens, abundant wildlife, enjoy a relaxing getaway, family reunion, or a home base for day trips to the Coast, Redwoods, Oregon Caves, or Crater Lake. Heartfelt hospitality and a safe, welcoming atmosphere. Pets stay free

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.

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 3 with Jacuzzi Tub at Green Springs Inn
This private room boasts a king-sized bed adjacent to a luxurious in-room Jacuzzi tub. You will love the peace and quiet that sidesteps the miles of trails through Cascade Siskiyou National Monument. Complete with mini-fridge, microwave, and coffee maker, this ground floor unit in the main lodge is easy to access and very private. For those guests traveling in pairs, there is a pass-through door to Room 4 that can be unlocked if a shared space is desired.

The Peerless Hotel, Honeymoon Suite #7, Jacuzzi
Located on the second floor, this spacious and bright suite features wrap around windows, a 4-post luxurious queen bed, and jetted jacuzzi tub for two. The idyllic balcony off the bedroom is perfect for starting your morning with a fresh cup of coffee or ending the day with a glass of local Oregon wine. Escape from the day in this suite’s historic combination of exposed brick, wainscoting and fireplace as you overlook the hills 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

#3 Motel Del Rogue Family Suite (sleeps six)

Retro Motel Family Suite Downtown Medford

Close to Ashland Vineyards & Winery, Free Parking

Motel Del Rogue, kitchen, queen bed #15

Motel Del Rogue Riverfront 2 beds, kichenette #10

Budget-Friendly Stay Perfect For Couple

Ideal Comfort, King Bed at Scottish Inns Ashland
Hotels with a pool

4 Comfortable Units! Enjoy Pool and Free Parking!

Ashland 2 Double Suite w/Gym & pool

Ashland Getaway | Wine. Pool. Free Breakfast.

Ashland 1 BR King Suite w/Gym & pool

Wonderful Place To Stay! Near GP Shopping Center

Ashland Motel, Two Queen Room

Oregon Escape | Spa. Outdoor Pool. Free Breakfast.

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

The Peerless Hotel| Signature Room 6| Clawfoot Tub

Del Rogue River Studio Motel #6

Motel Del Rogue Riverfront, Kitchen Suite #7.

The Peerless Hotel| Signature Room 1| Artist Abode

Del Rogue Spa Tub Room Motel #2

Motel Del Rogue Riverfront Kitchen Suite # 4
When is the best time to visit Ashland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,600 GYD | G$22,765 GYD | G$30,701 GYD | G$32,998 GYD | G$33,207 GYD | G$36,758 GYD | G$38,220 GYD | G$35,505 GYD | G$36,340 GYD | G$35,922 GYD | G$32,372 GYD | G$31,328 GYD |
| 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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