
Places to stay near Oregon Cabaret Theatre
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Top-rated vacation rentals near Oregon Cabaret Theatre
Guests agree: these stays are highly rated for location, cleanliness, and more.

Ashland Zen Den
Brand new remodeled and designed downstairs basement apartment on Main St. in Ashland. This space is modern, clean and peaceful. Each bedroom is equipped with high end mattresses, linens, TV, and bath robes. There are plenty of books to read and board games to entertain. Enjoy a short walk to downtown where you will find Lithia park, restaurants, cafes, and shopping! 25 min. drive to mt Ashland and world class MTB. Walking distance to Shakespeare festival. Plenty of beautiful wineries near by!

Modern Airy Retreat - Views, Walk to Everything
Enjoy the perfect mix of walkable Ashland and your private, airy, urban hideaway. Set in the historic Railroad District with fabulous cafes, restaurants and shops in the same block and nearby, this modern studio over a detached garage has views of trees or mountains from every window. It's only a 5 minute walk to Downtown and a 10 minute walk to Lithia Park and the Oregon Shakespeare Festival. Should you wish, you could park your car in your dedicated space and not use it again during your stay.

Charming cottage, walk to town.
Our guests at The Ashland Cottage are always thrilled upon arrival, "It's gorgeous!" The cottage offers exactly what Ashland visitors are seeking: Comfort and charm, ample amenities and a walkable location. The cottage is newly constructed yet designed with the same Craftsman appeal as our 1920s residence. As a separate house with a private entrance, the cottage offers spacious living with high ceilings, natural light and inspiring views.. all within a 10 minute walk to theaters and downtown

Manor Hill Haven | Hot Tub & Accessible Features
This single level 2-bedroom, 2-bathroom home is ideal for families, couples, or business travelers and has accessible features. Located in a residential only neighborhood, this property offers modern conveniences w/ comfort & style close to Medford medical plazas. - Handicap Accommodative & Wheelchair Accessible - EV Charger with access to a single-car garage for parking - Large Deck with mountain views - Hot Tub - .5 Mile to Golf Course - 1 Mile to Asante - 0.4 miles to Rogue Valley Manor

Moody Ashland Escape: Luxe Suite, Copper Tub
Welcome to the Premier Suite @ The Matriarch, a historic heritage property in downtown Ashland. This self check-in style accommodations means you have the place all to yourself. Stroll to dinner at one of Ashland's finest restaurants or cozy up in the private outdoor living room. Expect thoughtful local touches and attention to every last detail. Soak in the beauty of bold design as you decompress in our generous copper tub. The Matriarch is our newest addition to the Swank House family.

The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Aviator-Themed, Fastest WiFi, 2 King Beds Home
Book 30+ nights and receive a ★ FREE ★ $100 Gift Card to any Rogue Valley restaurant! Beautiful Rogue Valley listing - 1,475 sq/ft! ★ Covid-19 Friendly ★ Our cleaners have been trained on the proper use and application of PureGreen 24, an EPA-approved, non-toxic cleaner that provides 24-hour residual protection. ★ ★ Close to Wineries and the Rogue Valley Country Club ★ ★ ★ ★ Less than 4 Miles to Downtown Center ★ ★ ★ ★ Great Views of RoxyAnn and the Siskiyou Mountains ★ ★

C Street Station Cottage
Light, bright and simply gorgeous, this charming studio is just a ten minute walk from the Festival downtown and is the perfect place to enjoy Southern Oregon. Tucked into a quiet neighborhood in the Historic Railroad District. The space includes a luxurious king bed. bathroom with shower and tub, fireplace, flat screen Smart TV, washer/dryer, and kitchenette. Large private parking space right by the door and the covered patio includes a dining area and barbeque. Designer inspired.

Countryman-Fox Carriage House
Considering the central location of this little gem, it is amazingly peaceful. To add to this charm, the cottage is fresh & bright with a lovely view across the valley. What a joy to walk across the street to the theater & dinner without parking issues. Besides being clean & safe, I like the king size bed, the fireplace, the choice of large tub or shower, the heated bathroom floor, and the little yard, the most. NEW: a high speed (240 volt) charger for EVs. You need an adapter.

Manzanita Cottage
Enjoy staying in this newly-constructed cottage in the heart of Ashland's historic railroad district. Park your car and enjoy all that Ashland has to offer by foot. Easy walking distance to downtown shops and restaurants, OSF, Lithia Park and the Ashland Food Coop. Outdoor enthusiasts can start their mountain biking, running or hiking adventures right from their door. Your hosts can help to point you in the right direction. (Permit #: PA-2018-00531)

Sweet Breeze Bungalow
Charming Alley bungalow in the historic railroad district. Walk score of 93. Immerse yourself in the heart of Ashland. 5 min. walk to downtown, an easy 8 min. walk to Shakespeare & Cabaret Theaters. Walk to pubs, restaurants, coffee shops, spa's, markets, movie theater, Lithia Park, Japanese garden and trailheads all within 5-12 mins. Nice bike ride to wineries 15 min away, or a 30 min. drive to Mt. Ashland for skiing, hiking, biking and more adventures.

The Epic A - Charming 1960s A-Frame w/Hot tub
Introducing The Epic A, an A-frame style home in the Southern Oregon countryside minutes from downtown. This charming space is perched on a hillside with a view of the local mountains, a hot tub, and everything you need to enjoy your visit to Grants Pass. The hosts have taken special care to balance vintage style with modern comforts and create a relaxing atmosphere. Expect quiet evenings and wildlife visits on this beautiful acre property.
Popular amenities for vacation rentals near Oregon Cabaret Theatre
Other top sights near Oregon Cabaret Theatre
Condo rentals with wifi

Black Pearl

Jackson Creek: Downtown Jacksonville

The Executive Suite

Plaza North Suite 203 Windsor

Plaza North Penthouse

Creekside Studio • Walk to Downtown & Britt

Spacious Modern Condo Walk To Downtown & OSF

Plaza North Suite 201 Alexander
Family-friendly house rentals

Clean, comfy, pet friendly & fully stocked

Craftsman cottage built in 2019

Charming house two blocks from downtown Ashland

High Street Cottage, Artist's Garden Cottage

Secluded mountain retreat, 10m. to Ashland, by PCT

Beautiful and peaceful cottage close to downtown

Creekside Retreat Close to Town

Cozy Ashland Getaway
Apartment rentals with air conditioning

5 Star Luxury Southern Oregon Suite

Peach Street Super Suite

The Carriage House, Winner 2025 Best of Ashland!

Suite Comice EV Charging

W/D, FULL Kitchen, Downtown walking , Parking

Broken Chair Ranch

Peace on the Rogue river Studio

1940s Vintage apartment steps from the Rogue River
Other great vacation rentals near Oregon Cabaret Theatre

Tree Top Studio

Wine Country Farm Stay Near Ashland

Charming Guest House - One block from Downtown!

Victorian Garden Carriage House

Studio Cottage near downtown Ashland - Queen Bed!

Grandview of Ashland | Hot tub | Sauna | Firepit

Railroad Cottage at Chozu Gardens

JJ's Loft | Downtown | Large Deck | Kitchenette





