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

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

Charming very well appointed cottage !
The Cottage is a renovated former horse hotel. It retains the charm of its former use yet is well appointed and updated for comfort & convenience. The cottage overlooks a pasture with 1 barns with the Siskiyous beyond to the south & the Ashland, Grizzly Peak Hills to the east. We are only 2 easy miles from downtown Ashland with multiple wineries close by. There is hiking, swimming at Emigrant Lake nearby as well. If comfort what you are looking for, the cottage will meet all your needs.

The Birdhouse Retreat| Views & Hot Tub
Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.

Beautiful and peaceful cottage close to downtown
Come retreat in our oasis during your stay in Ashland! Charming 1 bedroom, two bathroom home, tucked away from the busy boulevard, with a lovely outdoor space to relax in. Our cottage has a full kitchen, comfortable living space, and a pullout couch that converts to a full size, flexsteel mattress. Upstairs is a beautiful queen size bed with high quality linens, a sitting area, fireplace, and an office space. Each story is 500sf and filled with light from the abundance of windows.

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.

RedTail Inn - Red McCall Suite | Sleeps up to 6
Oregon Shakespeare Festival Lodging Partner! Book with us for a 20% discount on select seats throughout the season. - Fully restored 1890 farmhouse - Short walk to Oregon Shakespeare Festival theaters - Stroll past coffeehouses, shopping, and restaurants - Sleeps up to 6 guests - 1 Queen room - 1 King room - Fold-out Queen sofa bed - Rainfall tile shower - Full kitchen - Private deck - Has Hot tub - Off-street parking - Tesla charging station (for a fee of $25)

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.

Swank House -Downtown Suite- Pet Friendly
Walk to all the shops, theaters, restaurants, trails and more. Steps to DOWNTOWN Ashland. All recently updated, this space brings in modern luxury design, travel convenience and location, location, location! New king bed surrounded with LED lighting, soft rugs, and plush bedding. Private parking eliminates all those downtown parking restrictions and time limitations. Pets welcome. Maximum 1 with pet fee. (#18-243)

Railroad Cottage at Chozu Gardens
This charming cottage is located in the historic railroad district home to coffee houses, restaurants, and galleries. A 5 minute walk to downtown. It has a full kitchenette, fireplace like heater, orthopedic bed/ pillows and relaxing décor. Located one door down from Chozu Gardens (closed Mondays guests can take advantage of a 20% discount to soak and sauna in this serene setting.)

JJ's Loft | Downtown | Large Deck | Kitchenette
JJ's Loft is a 620 sq. ft. two level studio with a well stocked kitchenette, dining area, bathroom with tile shower downstairs and bedroom with queen bed upstairs. JJ's Loft is located just two blocks from downtown and within easy walking distance to Lithia Park, Oregon Shakespeare Theaters. Alley access provides a private entrance and dedicated off street parking.
Popular amenities for holiday rentals near Oregon Cabaret Theatre
Other top sights near Oregon Cabaret Theatre
Condo rentals with Wi-Fi

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

Charming house two blocks from downtown Ashland

High Street Cottage, Artist's Garden Cottage

Hygge Hideaway. A home for rest and adventure

Spa Like Stay at the Britt Bungalow in J’Ville

Mt Ashland Homestead, Ashland 10 m., right by PCT

Creekside Retreat Close to Town

Cozy Ashland Getaway

The Aloha House - Hot Tub - Pool
Apartment rentals with air conditioning

5 Star Luxury Southern Oregon Suite

Peach Street Super Suite

Suite Comice EV Charging

W/D, FULL Kitchen, Downtown walking , Parking

Peace on the Rogue river Studio

1940s Vintage apartment steps from the Rogue River

Fully Renovated One Bedroom

Madrona Suite
Other great holiday rentals near Oregon Cabaret Theatre

Hideaway Suite at Second Street Cottages

Hanna's House | Downtown Retreat, Steps to OSF

Victorian Garden Carriage House

Charming Guest House - One block from Downtown!

Kelly’s Carriage House 4 miles from Ashland

The Cedar Cottage - creekside studio

Starlight Meadow Yurt

Studio Cottage near downtown Ashland - Queen Bed!





