Places to stay near Oregon Cabaret Theatre

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Top-rated vacation rentals near Oregon Cabaret Theatre

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Top guest favorite
A cozy living area features a brown leather sofa paired with a green armchair, arranged around a decorative rug. A flat-screen television is positioned against the wall, complemented by a large window allowing natural light. A potted plant adds a touch of greenery.
Guesthouse in Ashland
4.97 out of 5 average rating, 103 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

Top guest favorite
The spacious studio features large windows, allowing natural light and showcasing views of mountains. A queen size bed is complemented by sitting areas with a television and coffee table. A dining bistro table neatly fits in the corner, enhancing the open layout.
Guesthouse in Ashland
4.95 out of 5 average rating, 199 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 favorite
The exterior of The Ashland Cottage is shown, featuring a welcoming sign amidst lush greenery. The cottage’s blue siding and distinctive architectural details are highlighted, while a paved walkway leads to the front entrance, framed by natural foliage.
Guesthouse in Ashland
4.97 out of 5 average rating, 549 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

Top guest favorite
The exterior of a classic two-story home is framed by green foliage, with a welcoming front porch featuring two chairs. A neatly maintained pathway leads to the entrance, showcasing subtle architectural details and original fixtures.
Home in Ashland
4.91 out of 5 average rating, 264 reviews

Ashland Haus Retreat - 1 block from downtown!

This beautiful 10 foot ceiling home is ideal for your stay in Ashland. Our classic two bedroom 1900s home has many new renovations (floors, appliances, furniture-- all done in August 2017). Enjoy a short walk to great cafes, restaurants and breweries! We are about an 8 minute walk to the Shakespeare Festival. One bedroom has a queen bed, the other has a king bed that can be made into two singles. The sleeper sofa is in living room. The bedrooms share a Jack&Jill bathroom. PA # PA-2017-01160

Guest favorite
A cozy living area features a leather sofa and a patterned armchair, complemented by a wooden coffee table. A flat-screen TV is mounted on the wall, while large windows allow natural light to fill the space, highlighting the warm wood paneling.
Cottage in Ashland
4.94 out of 5 average rating, 467 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 favorite
Cabin in Grants Pass
4.99 out of 5 average rating, 134 reviews

Mountain Greens Cabin

Looking for a peaceful getaway?🌲Welcome to Mountain Greens Cabin! Enjoy a relaxing stay at this unique & tranquil cabin right in the beautiful forest of Southern Oregon. You will feel right at home in this cozy cabin with scenic Mountain views. Conveniently located right off the freeway, only 10 miles from Grants Pass! Enjoy your own private nature walk, where you can view wildlife right from the cabin! After exploring, you will feel relaxed and comfortable the moment you enter the cabin!

Top guest favorite
The entrance to the cottage is framed by a rustic trellis and surrounded by lush greenery. A wooden deck leads up to a white door, providing a welcoming access point. Sunshine filters through the leaves, adding a natural brightness to the scene.
Guesthouse in Ashland
5 out of 5 average rating, 272 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 favorite
A charming cabin features a spacious wooden deck with black railing and steps leading to a welcoming entrance. The log exterior blends harmoniously with the surrounding trees, while large windows provide ample natural light, creating an inviting atmosphere for guests in a serene forest setting.
Cabin in Grants Pass
4.95 out of 5 average rating, 101 reviews

Cabin Serenity at Applegate Winery

Escape to your own cozy cabin, tucked away in a private wooded forest on a stunning vineyard & winery. Perfect for a quiet & peaceful getaway! Wake up to forest views from your king bed or unwind with a glass of wine on one of two private decks. Located at Walport Family Cellars in the heart of Applegate wine country, with 18+ wineries nearby—many within walking distance! For guests over 21, enjoy honorary wine club perks, including complimentary flights and purchase discounts!

Top guest favorite
A charming entrance features a bold red door and two red metal chairs situated at a small table, surrounded by gravel and greenery. A modern light fixture is mounted beside the door, adding a welcoming touch to the exterior.
Guesthouse in Ashland
4.98 out of 5 average rating, 206 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 favorite
Cottage in Ashland
4.98 out of 5 average rating, 123 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.

Top guest favorite
A stone pathway leads through a lush garden filled with vibrant flowers, including pink roses, towards a charming cottage. The garden is surrounded by greenery and features an archway, adding a picturesque framing to the entrance.
Guesthouse in Ashland
4.89 out of 5 average rating, 440 reviews

Private Garden Cottage w Sauna in RR District

Located in the historic Railroad District, our cottage is walking distance from the Shakespeare theater and all the trimmings of downtown. Walk to an award winning coffee shop down the alley and two grocery stores and park. Set between the cottage and our house are beautiful vegetable and flower gardens. There is a great deck for morning coffee and secure bike storage available. Miles of mountain hiking trails are close by. This will be your new spot!

Top guest favorite
Apartment in Ashland
4.95 out of 5 average rating, 725 reviews

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)

Popular amenities for vacation rentals near Oregon Cabaret Theatre