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.

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Top guest favourite
The exterior of the carriage house is shown, featuring white siding and black shutters on the windows. Lush greenery surrounds the front, with a shaded area from nearby trees. A carport is visible to the side, providing sheltered parking.
Guest house in Ashland
4.97 out of 5 average rating, 99 reviews

Historic carriage house close to downtown Ashland

Explore downtown Ashland in a private carriage house! This home was built in 1884 and is on the property of an historic Victorian. Full kitchen with stove, dishwasher and refrigerator. Pellet stove in the living room as well as wall vented heating. Enclosed yard. Separate bedroom and en suite with a tub/shower combo and washer and dryer. Off street parking. HBO and Netflix included. 10 minute walk to downtown Please note the only bathroom is through the bedroom. Dog friendly - no cats please

Guest favourite
Flat in Ashland
4.94 out of 5 average rating, 118 reviews

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!

Guest favourite
The exterior of a café is shown, featuring a light-colored wall and large windows. A wooden door invites entry, accompanied by small tables and chairs placed outside. Leafless trees are visible, with a clear blue sky overhead, enhancing the bright atmosphere.
Guest house in Ashland
4.95 out of 5 average rating, 198 reviews

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.

Top guest favourite
The exterior of the cottage features a welcoming front porch with railing, accessed by a set of stone steps. Surrounding greenery and flowers create a natural ambiance. The structure showcases Craftsman-style elements, including a gabled roof and large windows, enhancing the inviting appearance.
Guest house in Ashland
4.97 out of 5 average rating, 547 reviews

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

Guest favourite
Home in Medford
4.96 out of 5 average rating, 101 reviews

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

Top guest favourite
The inviting living area showcases a stone fireplace as a focal point, complemented by a wooden mantel. Sunlight filters through large windows, illuminating a seating area with a comfortable chaise lounge and a wooden table. A rich area rug adds warmth to the hardwood floor.
Cottage in Ashland
4.97 out of 5 average rating, 502 reviews

Victorian Garden Carriage House

You will wake in the trees, to the soft prospects of the forested Siskiyou mountains to the west. You'll discover enchanting views at every window, from city streets to a quiet English garden and pond. You are only a few steps from Ashland Plaza, yet the retreat-like environment we offer to all our guests requires that no incense, smoking, vaping or pets are allowed in the Carriage House. The City of Ashland has authorized the Carriage House. Our City Planning Action Number is PA-2013-01701.

Guest favourite
Cottage in Ashland
4.94 out of 5 average rating, 466 reviews

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.

Top guest favourite
A modern bathroom showcases a large copper soaking tub, complemented by decorative floral wallpaper that adds visual interest. Natural light enters through the window, illuminating the space. A small side table holds neatly arranged toiletries, enhancing the functional yet stylish atmosphere.
Flat in Ashland
4.97 out of 5 average rating, 266 reviews

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.

Top guest favourite
A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.
Home in Ashland
4.96 out of 5 average rating, 144 reviews

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!

Top guest favourite
A charming cottage is framed by greenery and seasonal foliage. The entrance features a white railing leading up to a door, with a small light fixture illuminating the area. Wooden lattice work is visible beneath the porch, adding texture to the outdoor setting.
Guest house in Ashland
5 out of 5 average rating, 267 reviews

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.

Top guest favourite
An aerial view shows a well-stocked kitchen with blue cabinetry and a wooden countertop. A dining table is positioned nearby, with chairs arranged around it. Natural light filters through the windows, illuminating the concrete flooring and highlighting the open layout.
Guest house in Ashland
4.98 out of 5 average rating, 202 reviews

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)

Top guest favourite
Cottage in Ashland
4.98 out of 5 average rating, 121 reviews

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.

Popular amenities for holiday rentals near Oregon Cabaret Theatre