House holiday rentals in Ashland

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Top-rated house rentals in Ashland

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Guest favourite

Home in Grants Pass

4.94 out of 5 average rating, 453 reviews

Perfect Location! Entire house, pet friendly!

Awesome neighborhood! Quiet & close to the Historical District which has wonderful restaurants and shopping. Good location for all activities in the area. Lots of natural light. Fenced back yard for your four legged friends. The front deck has table and chairs so you can sit out and enjoy morning coffee or evening glass of wine! The house is newly remodeled with fresh paint and granite counter tops. Inviting and comfortable! The prefect location to base your Southern Oregon adventure from!

Guest favourite

Home in Medford

4.94 out of 5 average rating, 400 reviews

🌟 🥂 Medford’s BEST 📣 🌟 💕Clean, Modern, Private💕

Simple and clean, with a hidden, private driveway in a safe and secure area of North East Medford. This home is only a few minutes from Rogue Valley International- Medford Airport, plenty of shopping, grocery stores, city transit & local hospitals. Take a short drive to explore Crater Lake, Oregon’s only National Park or head over to Ashland & experience the Oregon Shakespeare Festival. Mountains, lakes & rivers nearby & the Oregon Coast is only 2 hours away. There’s something for everyone here!

Guest favourite

Home in Ashland

4.98 out of 5 average rating, 120 reviews

Mt. Ashland Homestead 15 minutes to Ashland

Beautiful 4500 sq ft home nestled in the Cascade mountains of Southern Oregon. 15 minutes to downtown Ashland, 20 minutes to Mt. Ashland Ski Area, 5 minute walk to Pacific Crest Trail. The Forest House is the perfect peaceful, beautiful getaway: easy drive down to Ashland, yet surrounded by scenic forest and mountain ranges. Features: garage, fully equipped kitchen and dining, two living rooms, three bedrooms, large sunroom w/ofuro tub overlooking forest, seasonal sauna, and walking trails.

Superhost

Home in Medford

4.92 out of 5 average rating, 102 reviews

Hillcrest Estates

Gorgeous custom built home on a Private Road in very desirable East Medford Hills - Open Floor Plan - Living room & master bedroom opens to a covered deck. Crown molding, beautiful kitchen w/slab granite counters & Stainless Steel appliances, gas fireplace w/slate surround & mantel, hardwood flooring, natural Beech wood cabinetry, 12' ceilings +more. The master suite features a soaking tub, glass-surround shower, double vanity. Lower level has 2 bedrooms, a full bath & exit to covered patio.

Guest favourite

Home in Ashland

4.91 out of 5 average rating, 220 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

Superhost

Home in Ashland

4.8 out of 5 average rating, 112 reviews

Premier Downstairs Flat in great Downtown Location

This is a beautiful new 3 bedroom flat with oak hardwoods floors, granite counters, and new appliances. There is a laundry room with a washer and dryer. We offer a cozy living room to relax after your busy day with a sleeper sofa, flat screen TV, and air conditioning for those warm days. There is a fully equipped kitchen with stainless appliances, microwave and dishwasher. This flat is located in a prime location, a 5 minute walk to the popular Shakespeare Festival, restaurants and shops.

Guest favourite

Home in Grants Pass

4.97 out of 5 average rating, 357 reviews

Charming Cottage, Walk To Downtown!

Newly remodeled 1910 cottage a few short blocks away from historic downtown! 1 bedroom and 1 loft both featuring brand new queen beds.The cottage is only two miles off of I-5 and within walking distance to some of the best restaurants, bars, and shops downtown has to offer. The living room features a 60in HDTV. The kitchen is equipped with dishes, glassware, pots and pans, a keurig and many other commodities . The Outdoor area includes a grill, picnic table as well as a fire pit. No pets.

Guest favourite

Home in Grants Pass

4.96 out of 5 average rating, 198 reviews

Country home on 2 acres just minutes to town

Gorgeous Rustic Home with Electric Car Charger! Beautifully situated on a spacious and treed 1.98-acre lot near desirable amenities, this 3BR/1BA, 1,440sqft property features tranquil mountain views, a classic cedar exterior, an open floorplan, wood ceilings, and an upgraded kitchen with stainless-steel appliances, gas range, and a breakfast bar. All bedrooms are generously sized. Other features: laundry room, BBQ, huge deck, modern oversized shower, a garden, a hot tub, and much more!

Superhost

Home in Medford

4.82 out of 5 average rating, 102 reviews

Stunning 3 bedroom, hot tub, 3 kings 75"4k stv

This ad is for a full 3 bedroom house. We simply make it smaller by locking the downstairs. You will have full access to the main floor, 3 bedroom 2 bath full kitchen living area, bathrooms. We do Not rent downstairs during your stay, 100% private. Gorgeous tuscan decor, executive kitchen. Balconies, hot tub, views. Stunning 4k Samsung Qled tvs in master, both guest rooms, and Living room. Please inquire on pets, Fee is $30 per night per pet paid after booking

Guest favourite

Home in Medford

4.89 out of 5 average rating, 278 reviews

Southern Oregon Gem (EV Charger)

Welcome to our charming little home in Medford, Oregon. a delightful haven designed for comfort, cleanliness, and efficiency. Nestled near the city center, this inviting space offers a perfect blend of coziness and functionality for a memorable stay. The thoughtful layout maximizes every inch of space, creating a welcoming atmosphere for solo travelers, couples, or small groups. The color palette is soothing, creating a serene ambiance that promotes relaxation.

Guest favourite

Home in Medford

4.91 out of 5 average rating, 100 reviews

POOL -4 Bedroom -Bright

Fantastic 2500 sq ft home with in-ground (seasonal) pool, located in a great North East Medford cul-de-sac. Home features 4 bedrooms, 3 baths, high ceilings & lots of natural light. Kitchen features granite counters, gas range, 2 ovens, large counter space. Large master suite has king bed, master bathroom with dual shower, double sinks, large soaking tub & walk-in closet. Home includes living room & family room with a bright open floor plan.

Guest favourite

Home in Ashland

4.99 out of 5 average rating, 130 reviews

Swank House on Main St in Ashland

Dip into an Ashland vacation experience unlike any other. Stroll to your morning coffee or evening theater show from our newly renovated Main St home. Indoors, breathe easy with soaring vaulted ceilings and luxuries like the soaking tub and fully equipped kitchen. Outside, spend time with your feet up on the private outdoor patio. Our house is ideal for couples or families seeking extra space and privacy. A Swank House property. (#18-243)