Best Vacation Rentals in Ashland

Abigail's Bed and Breakfast Inn in Ashland provides adults-only accommodations with a garden and a shared lounge. Providing free private parking, the 5-star bed and breakfast is a 12-minute walk from Oregon Shakespeare Festival. The bed and breakfast provides garden views and a picnic area. All units feature air conditioning and a cable flat-screen TV. The rooms are equipped with a coffee machine, a private bathroom, and free Wifi, while certain rooms here will provide you with a balcony and some have mountain views. At the bed and breakfast, the units are equipped with bed linen and towels. Full English/Irish and American breakfast options with warm dishes, local specialities, and fresh pastries are available. There is a snack bar, and packed lunches are also available. Skiing, cycling, and hiking are possible within the area, and the bed and breakfast offers ski storage space. Popular points of interest near Abigail's Bed and Breakfast Inn include Lithia Park, Oregon Cabaret Theatre, and Ashland Library. Rogue Valley International-Medford Airport is 23 miles away.

- "A Must Stay when in Ashland!" - "I was completely satisfied with our visit. Susan and Adam were very good hosts!" - "Staying here gives you the insider’s tips on the best of everything in Ashland." - "The perfect place to stay in Ashland!" - "Susan was very helpful by recommending places to eat at and accommodation for what plays to see." - "Abigail's - generous hosts on an immaculate property! Stay here when in Ashland!"

Victorian bed & breakfast in Ashland with free breakfast
Coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area are available at this smoke-free bed & breakfast. Free full breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Other amenities include a business center, concierge services, and a computer station.
Private bathrooms are not ensuite and housekeeping is available on request.
McCall House Boutique Inn offers 10 air-conditioned accommodations with complimentary bottled water and bathrobes. Each accommodation is individually furnished and decorated. Beds feature premium bedding. 54-inch Smart televisions come with cable channels.

Rooms have detached private bathrooms. Bathrooms include designer toiletries and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is offered on request and hypo-allergenic bedding can be requested.

- "Always a treat to treat yourself at McCall House" - "McCall House is a boutique B&B built in 1883. The house’s authenticity is meticulously kept up with modern touches for a comfortable stay. Even though the house is old, it feels fresh and clean. The staff is friendly and breakfast was delicious with a beautiful presentation. Easy walking to restaurants, shops and entertainment. If you love staying in Victorian B&B’s, this will not disappoint."

Just 2.5 miles from downtown Ashland and the Oregon Shakespeare Festival, this resort features suites and bungalows with natural mineral spring water soaking bathtubs. Free Wi-Fi is provided. A fireplace is featured in each modern, spa-themed suite and bungalow at Lithia Springs Resort. A flat-screen cable TV is included. Premium linens and subtle-colored décor are included. A hot full breakfast is served daily. The expansive gardens feature koi ponds, a seasonal outdoor saltwater pool, and a hot tub. An afternoon tea and cookie reception is provided. Free parking is included at the Resort at Lithia Springs. Mt. Ashland Ski Resort is 24 miles away. Rogue Valley International - Medford Airport is a 20-minute drive from Lithia Springs Resort.

- "Excellent" - "Visit 2 and we will be back" - "Enjoyable stay looking forward to returning" - "Beautiful resort clean and comfortable" - "Loving Lithia Springs!" - "Perfect relaxing and comfortable place with awesome breakfast!" - "It was the perfect place to stop for the night on our trip!" - "It was an exceptional experience. The room was clean and comfortable. Enjoyed the in room spa tub with the mineral sprin"

Victorian bed & breakfast in Ashland with free parking
This smoke-free bed & breakfast features a snack bar/deli, coffee/tea in a common area, and a microwave in a common area. Free WiFi in public areas and free self parking are also provided. Additionally, a refrigerator in a common area, a seasonal outdoor pool, and concierge services are onsite.
Housekeeping is available on request.
Arden Forest Inn offers 5 air-conditioned accommodations with designer toiletries and hair dryers. Pillowtop beds feature premium bedding. Flat-screen televisions are featured in guestrooms.

Bathrooms include bathtubs or showers with hydromassage showerheads, and complimentary toiletries. This Ashland bed & breakfast provides complimentary wireless Internet access. Housekeeping is offered on request and hypo-allergenic bedding can be requested.

Guests under 14 years old are not allowed in the swimming pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "This was an absolute gem of a place. We enjoyed the garden and comfort of the room, but didn't have a chance to use the pool. We were pleasantly surprise that they had a Level2 EV charger for guest use. We had a lovely walk into town for dinner. Wish we could have stayed longer!" - "A warm and genuine welcome, a clean and comfortable room, a place to park my car and beautiful landscaping! I couldn't ask for more. It was perfect." - "The lovely innkeeper met me for a late checkin at 19 pm. There was e-vehicle charging right by my room. The sidewalks were a tad rough to navigate with my rolling suitcase - but overall all lovely stayover in Ashland "

Located in Ashland, 8.7 miles from Oak Knoll Golf Course, Callahan's Mountain Lodge has accommodations with a fitness center, free private parking, a garden and a shared lounge. The property provides a ski pass sales point and ski storage space, as well as a terrace and a bar. Offering free WiFi throughout the property, the non-smoking hotel has a hot tub and evening entertainment. The hotel will provide guests with air-conditioned rooms with a shower, free toiletries, a flat-screen TV with cable channels and DVD player. All rooms will provide guests with a fridge. The breakfast offers buffet, continental or American options. At Callahan's Mountain Lodge you'll find a restaurant serving American cuisine. Vegetarian, dairy-free and vegan options can also be requested. You can play pool at this 4-star hotel, and the area is popular for hiking and skiing. Guests can use the business center or relax in the snack bar. The reception at the accommodation can provide tips on the area. Schneider Museum of Art is 11 miles from Callahan's Mountain Lodge, while Southern Oregon University is 11 miles from the property. Rogue Valley International-Medford Airport is 34 miles away.

- "Birthday Weekend" - "A truly wonderful place to stay." - "Delightful!" - "A very homey, comforting stay clearly family owned I would HATE to see them ever close." - "We had a very wonderful stay, and we will definitely come back!" - "Verycomfortable place to stay." - "Great mountain getaway with jacuzzi tubs and fireplaces!" - "Almost perfect"

Bed & breakfast in Ashland with free breakfast and a 24-hour business center
A 24-hour business center, spa services, and a refrigerator in a common area are available at this smoke-free bed & breakfast. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a seasonal outdoor pool, concierge services, and a computer station.
Housekeeping is available on request.
Country Willows Inn and Estate offers 9 air-conditioned accommodations with complimentary newspapers and blackout drapes/curtains. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Business-friendly amenities include computer monitors and phones; free local calls are provided (restrictions may apply). In-room massages and irons/ironing boards can be requested. Housekeeping is provided on request.
Recreational amenities at the bed & breakfast include a seasonal outdoor pool.

Children under 10 years old are not allowed in the swimming pool without adult supervision. Guests under 10 years old are not allowed in the swimming pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "This was an amazing find and we enjoyed our stay tremendously. I only regret staying only for one night. The place was beautiful, delicious breakfast. The grounds were well kept, nice heated pool and the staff was great!. we will definitely be back. We loved our room." - "Beautiful Grounds. Wonderful food " - "Beautiful room and gorgeous grounds, loved the pool and gardens; best breakfast ever! Wished we had stayed longer." - "Beautiful place. Great food and an awesome staff. "

Arden Forest Inn features air-conditioned rooms in Ashland. With mountain views, this accommodation provides a swimming pool. There's a picnic area and guests can make use of free Wifi, free private parking, and an electric vehicle charging station. All units include a seating area, a flat-screen TV, a fully equipped kitchenette, a dining area, and a private bathroom, while some feature a terrace or a patio. A microwave, a fridge, and kitchenware are also provided, as well as a coffee machine and a kettle. At the bed and breakfast, each unit is equipped with bed linen and towels. There is an on-site snack bar, and during warmer months you can make use of the barbecue facilities. Skiing and walking tours can be enjoyed nearby, while a ski equipment rental service and a ski pass sales point are also available on-site. Popular points of interest near the bed and breakfast include Oregon Shakespeare Festival, Lithia Park, and Oregon Cabaret Theatre. Rogue Valley International-Medford Airport is 23 miles away, and the property offers a paid airport shuttle service.

- "The Arden Forest Inn was charming. The Inn keeper was very nice and helpful. Parking was easy. It was so refreshing t" - "Cozy and beautiful stay" - "A very relaxing stay surrounded with the beauty of nature !" - "Was a great spot for us. Easy walkable access to Ashland and to the theater. Host was wonderful." - "Highly recommend. Excellent location and value." - "I will be back!!!!!!!!!!!!!!!!!!!!" - "A beautiful country inn"

A short distance from snowboarding, snowshoeing, and more, this smoke-free vacation home lets you experience it all. There's convenient onsite parking, so you can leave your vehicle behind and let your feet make short work of the 12-minute walk to Ashland Library or the 9-minute walk to North Mountain Park.

Relax in the garden or sip a drink on the porch or lanai of this vacation home. When you come inside, connect to the free WiFi or get cozy in front of the digital TV (streaming services available).

This 3-bedroom, 2-bathroom rental features a sitting area, a dining area, air conditioning, and a desk. Bathroom amenities include a hair dryer, towels, and toilet paper. The kitchen is equipped with an oven, a stovetop, and a full-sized refrigerator/freezer, as well as an electric kettle, an ice maker, and a microwave. And there's access to laundry facilities, so you can even pack a bit lighter.

- "Lovely space and very comfortable; walkable from downtown " - "Our family has rented many many places all over the United States, and I have to say this is one of the nicest rentals I’ve ever experienced. Credibly comfortable beds every pot and pan they could ever use beautiful furnishings very peaceful and wonderful for three couples I’ll be back!" - "My family and I enjoyed a couple nights at this wonderful home near downtown Ashland. First off, this property was amazingly clean - in fact the cleanest I've ever been to! Second is that the home has such great character having been completely renovated. I love one of the pictures on the wall that shows some of the in-progress renovations of the home. It's close to downtown and the many restaurants and shops. Communicating with the property management was excellent - very helpful, professional and responsive. The air conditioning helped as it was an exceptionally hot weekend. The kitchen was beautiful and had everything you would need. Living room space was cozy with a nice wall mounted TV. There are two bedrooms upstairs with a shared bathroom and one downstairs with a shared bathroom with laundry. I highly recommend this property and will be back soon!"

The Matriarch Suites- Downtown Ashland, OR offers rooms in Ashland near Ashland Library and Lithia Park. With free private parking, the property is a 4-minute walk from Oregon Shakespeare Festival and 300 yards from Oregon Cabaret Theatre. The guest house has private entrance. All units feature air conditioning and a flat-screen TV. Each room comes with a coffee machine, a private bathroom, and free Wifi, while certain rooms will provide you with a terrace and some have inner courtyard views. At the guest house, each unit comes with bed linen and towels. ScienceWorks Museum is 1.5 miles from the guest house, while Schneider Museum of Art is 1.7 miles away. Rogue Valley International-Medford Airport is 24 miles from the property.

- "A fantastic, centrally located lodging with plenty of charm." - "Cozy" - "Great stay, looking forward to doing so again. Telling friends and family." - "Great spot; location is fantastic" - "Perfect location for a romantic getaway to Ashland - highly recommend!" - "Gorgeous and great location" - "Delightful, unique, well designed spot close to everything in Ashland" - "Great location downtown! Creative vintage design made for a wonderful stay!"

Close to snowboarding, cross-country skiing, and more, this smoke-free vacation home brings it all within reach. There's convenient uncovered onsite parking, so you can leave your vehicle behind and let your feet make short work of the 8-minute walk to Ashland Library or the 14-minute walk to Lithia Park.

After you return, unwind in the garden or sip a drink on the deck or patio, and don't forget about the outdoor furniture. As for the great indoors, you can come inside and enjoy the free WiFi.

This 2-bedroom, 1-bathroom rental features a BBQ grill and air conditioning. Bathroom amenities include a deep soaking tub, along with towels, toilet paper, and soap. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a full-sized refrigerator/freezer, as well as a microwave, cookware, and a toaster oven. And there is a laundromat nearby so you can pack a bit lighter.

- "We had a lovely stay in this adorable home. Nice walk to downtown area for shopping and dining. Booking was easy and great communication. Would highly recommend and if in the area again, I would definitely stay!" - "Great ~ memorable stay. " - "One can truly enjoy family time & dinners ~ kitchen is beautifully equipped ⚜️❄️~ Dining room ~ gorgeous ~ open concept makes space perfect 👍 " - "Hannah was such a good communicator and so helpful for my husband and I… We were in Ashland to visit friends and it was such a great place to be. So centrally located but also spacious and clean and beautiful… We would stay there anytime and hope to stay there again"

A 3-minute walk from Ashland Library in Ashland, Redtail Inn - 3 Suites Sleeps Up To 12 provides accommodations with access to a hot tub. Guests staying at this vacation home have access to free Wifi, a fully equipped kitchen, and a patio. ScienceWorks Museum is 1.1 miles from the vacation home, and Schneider Museum of Art is a 19-minute walk away. Each unit is equipped with air conditioning, a wardrobe, and a TV, and certain units at the vacation home have a terrace. At the vacation home, each unit includes bed linen and towels. Popular points of interest near the vacation home include Oregon Cabaret Theatre, Oregon Shakespeare Festival, and Lithia Park. Rogue Valley International-Medford Airport is 24 miles away.

- "Lovely apartment, well planned space provided everything we needed and close to down town." - "Great stay! We will come again!" - "Cute suite in restored Victorian house; great location for exploring Ashland." - "Perfect walking location to Main Street Theaters and restaurants" - "Comfortable convenient location with good facilities for self-catering in a charming neighborhood." - "Nice Stay"

A short distance from snowboarding, cross-country skiing, and more, this smoke-free vacation home lets you experience it all. Ashland Library is just steps away and Lithia Park is within an easy 7-minute walk, so leave your car at the property, which offers uncovered onsite parking.

After you return, you can unwind on the furnished patio or sip a drink in the garden. When you come inside, connect to the free WiFi or get cozy in front of the digital TV (streaming services available). There's also a DVD player for your enjoyment.

A sofa bed, air conditioning, a desk, and heated floors are featured at this 1-bedroom, 1-bathroom rental. Bathroom amenities include a hair dryer, bathrobes, and towels. The kitchen is equipped with an oven, a stovetop, and a freezer, as well as cookware, a toaster, and spices. And you can even travel light because you'll have access to laundry facilities.

- "If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once and walked everywhere. Lovely host. Really, I can't imagine anyone giving it less than a perfect score. Would definitely stay here again."

Pioneer Vacation Rentals - Pioneer North Suite downtown Ashland is located in Ashland, just a 7-minute walk from Ashland Library and 1.6 miles from ScienceWorks Museum. This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchenette with a dishwasher and a coffee machine, and 1 bathroom with a walk-in shower and a hair dryer. A private entrance leads guests into the vacation home, where they can enjoy some wine or champagne and chocolates or cookies. The accommodation is non-smoking. Popular points of interest near Pioneer Vacation Rentals - Pioneer North Suite downtown Ashland include Oregon Shakespeare Festival, Oregon Cabaret Theatre, and Lithia Park. Rogue Valley International-Medford Airport is 24 miles from the property.

- "Clean and comfortable upstairs unit, perfect location to explore Ashland on foot!" - "I would stay here again." - "Wonderful location and comfortable stay"

Hotel in Ashland with a fitness center and outdoor tennis courts
Along with an outdoor pool, this smoke-free hotel has a restaurant and a fitness center. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, outdoor tennis courts, and a conference center are onsite.
Housekeeping is available on request.
Ashland Hills Hotel & Suites offers 173 air-conditioned accommodations with coffee/tea makers and hair dryers. Flat-screen televisions come with premium cable channels. Bathrooms include shower/tub combinations and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks along with free local calls (restrictions may apply). Housekeeping is provided on request.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Good place to stay " - "Very clean property. Nice café. Wonderful decor." - "Amazing" - "Great location and easy stay with pet. Due to traveling on holiday, however, we arrived on Christmas day so unfortunately the only restaurant there and merchantile were closed. We had few options." - "Very nice hotel , clean and beautifully decorated common areas. " - " It was a reprieve and what we needed." - "We chose this hotel because of great reviews and it didn’t disappoint. We’re on the road and needed a quiet room so the gentleman at check in worked hard to accommodate our request along with giving us a lot of helpful information. The other plus we looked for was a restaurant on site and this one exceeded expectations. "

Barclay Klum House by WanderLodges is located in Ashland, just a 16-minute walk from Schneider Museum of Art and 0.9 miles from Southern Oregon University. The air-conditioned accommodation is a 10-minute walk from Ashland Library, and guests can benefit from private parking available on site and free Wifi. Lithia Park is a 17-minute walk from the apartment and Oak Knoll Golf Course is 3.3 miles away. Featuring a balcony and garden views, the spacious apartment includes 2 bedrooms, a living room, TV, an equipped kitchen, and 1 bathroom with a bath and a shower. Towels and bed linen are available in the apartment. The property has an outdoor dining area. Popular points of interest near the apartment include Oregon Cabaret Theatre, ScienceWorks Museum, and Oregon Shakespeare Festival. Rogue Valley International-Medford Airport is 25 miles from the property.

- "!!!" - "Too quick to enjoy the kitchen." - "Truly lovely experience." - "Great stay ina comfortable, well-furnished and clean house close to the festival!"

While you're here, you can enjoy all the comforts of home and more, including a jetted bathtub and a refrigerator, as well as free WiFi and a flat-screen TV. Other amenities include Egyptian cotton sheets, premium bedding, a pillowtop bed, and a video library.

- "Most comfortable bed in any lodge, hotel I've ever stayed in. " - "We have stayed here many times. Very comfortable and well appointed rooms. Speedy internet service. Not in-town so you feel like you're on vacation in the mountains here. Service is always friendly and they are pet friendly!" - "we frequently drive between a home in santa barbara and one in BC and this stop is perfect because it is halfway and has relaxing and inviting rooms and a nice and homey relaxing restaurant all onsite so no need to check in and unpack than rush off to find an open restaurant -- its all in one lovely spot. very little highway noise outdoors despite its close location to I-5 and no noise whatsoever while indoors. owners are wonderful and have lots of experience in restaurant and hospitality business. if you need to relax while making a long road trip this is everything we like to have."

European Style Straw Bale Retreat is located in Ashland, just 2.6 miles from Oak Knoll Golf Course and 2.9 miles from Schneider Museum of Art. This property offers access to a terrace and free private parking. Ashland Library is 4 miles from the villa and Oregon Cabaret Theatre is 4.1 miles away. With free Wifi, this 2-bedroom villa provides a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Guests can enjoy an ambient stay in their soundproof room with parquet floors and a fireplace. The property has an outdoor dining area. Guests at the villa can enjoy hiking nearby, or make the most of the garden. Southern Oregon University is 2.9 miles from European Style Straw Bale Retreat, while ScienceWorks Museum is 3.2 miles away. Rogue Valley International-Medford Airport is 28 miles from the property.

- "Beautiful home in wonderful location - will stay there again." - "Charming eco-retreat minutes from Ashland" - "Beautiful home, well furnished with the added bonus of deer and wild turkeys!" - "Birthday weekend"

Hotel with free breakfast, 7-minute walk to Oregon Shakespeare Festival
Along with a 24-hour fitness center, this smoke-free hotel has coffee/tea in a common area and a business center. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include concierge services, a 24-hour front desk, and a garden.
Plaza Inn & Suites at Ashland Creek offers 92 accommodations with coffee/tea makers and hair dryers. Beds feature premium bedding. Televisions come with cable channels. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include shower/tub combinations.

This Ashland hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Excellent guest service! I had complications w moving and driving across country on Dec 23rd, which affected my plans and my arrival time at the hotel .I was trying to get home for Christmas so I drove thru the night of Dec 23 rd and arrived at 6 AM on Christmas Eve. The hotel manager was an angel and let me have a late check out .... so I got enough sleep and made it home to Portland to my family well rested and ready to celebrate Christmas by 10:30 on Christmas eve! I cant thank you enough for being that huge piece of the the puzzle for me to be in flow💛🙏🏿🤩😇🌲⛄️❄️Happy Holidays!"

Swank House on Main St in Ashland is located in Ashland, just a 11-minute walk from Lithia Park and 1.1 miles from ScienceWorks Museum. Both free Wifi and parking on-site are available at the vacation home free of charge. Schneider Museum of Art is one mile away and Southern Oregon University is 1.1 miles from the vacation home. The air-conditioned vacation home is composed of 2 separate bedrooms, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Popular points of interest near Swank House on Main St in Ashland include Ashland Library, Oregon Cabaret Theatre, and Oregon Shakespeare Festival. Rogue Valley International-Medford Airport is 24 miles away.

- "Enjoy the plays, unwind on patio or in living room. Just like home." - "Beautifully updated average sized home, clean with nice touches, great location." - "It was the perfect place for us to stay while visiting Ashland."

Beaux Arts hotel with a full-service spa and a fitness center
This smoke-free hotel features a full-service spa, a restaurant, and a fitness center. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a sauna, and a conference center are onsite.
Ashland Springs Hotel offers 70 accommodations with bathrobes and hair dryers. Each accommodation is individually furnished and decorated. Pillowtop beds feature Frette Italian sheets, down comforters, and premium bedding. 32-inch flat-screen televisions come with cable channels. Bathrooms include showers with rainfall showerheads, and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Refrigerators and hypo-allergenic bedding can be requested. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Location " - "Pet friendley" - "This is a lovely hotel. The rooms aren’t spacious but they are very comfortable. There is a desk in the room and a nice chair for reading. The beds are comfortable and have nice linens. The bathrooms have a long shelf for your toiletries. There is a complimentary breakfast served in a lovely room which has white table cloths on the tables. The bar and restaurant on the main floor are excellent." - "I knew this hotel was in the grand old style (without being too large), that I love. Very nice room. Everything tastefully done. The bed was very comfortable. Complimentary breakfast was much nicer than most as well. Friendly staff too. And I got "a smokin' deal", per the desk clerk. Yay!"