House vacation rentals in Ashland

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Top-rated house rentals in Ashland

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Guest favorite

Home in Grants Pass

4.96 out of 5 average rating, 337 reviews

Gateway to Cathedral hills

Secluded forest of 5 acres only 3.5mi to Grants Pass with a private trail into legendary Cathedral Hills. A 3/2 home with DSL Wifi, dining area, living room, pellet stove, a fun converted carport for dining/entertainment/BBQ as well as a hot tub out back. Property has a seasonal creek and pond, a safe 300' from the house, and a classic tree fort. Enjoy outdoor dining, hiking, biking, or relaxing in the quiet southern Oregon woods. We are pet friendly, require a $30 per pet fee, and limit 2

Guest favorite

Home in Jacksonville

4.99 out of 5 average rating, 278 reviews

Britt Bungalow in the Heart of Jacksonville

The Britt Bungalow is an Award Winning boutique style stay, created and designed by the owner and host. This is a private 2 bed/2 bath cottage with 17' ceilings, fresh flower’s throughout, #1 rated Dreamcloud mattress in Master, fireplaced open living room with an abundance of natural light throughout. You will want for nothing during your stay. It is in the historical heart of Jacksonville Oregon just 2 blocks from the trolly, all the best restaurants, boutiques, Britt Gardens, and much more

Superhost

Home in Trail

4.95 out of 5 average rating, 222 reviews

Log Cabin w/Treehouse & Zip Line on Rogue River

Serene, large log home in the woods w/matching tree house fort. Located in Trail, Oregon on 120 acres of forest views and has a 1/2 mile of river frontage on the wild and scenic Rogue River. The property is near to several lakes, waterfalls and scenic hiking trails and is located directly on the way to Crater Lake National Park. Home is located at the end of the road and provides lots of privacy, peace and quiet. The nearby river can be heard from the cabin providing a peaceful environment.

Guest favorite

Home in Ashland

4.91 out of 5 average rating, 221 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, 114 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 favorite

Home in Grants Pass

4.96 out of 5 average rating, 162 reviews

Heron House King Bed Views

Located in picturesque Oregon farm country this beautifully remodeled 3 bedroom 2 bathroom home is only 3 miles from historic downtown Grants Pass. Teak hardwood floors, travertine, granite and marble throughout as well as upgraded appliances. Fully furnished deck and expansive landscaped lawn overlook the pond, valley and mountains. Relax with a glass of wine and enjoy the spectacular sunsets and wildlife. Attached mother in law setup with its own entry (available for rent separately).

Guest favorite

Home in Ashland

4.97 out of 5 average rating, 259 reviews

Mt Ashland Log Cabin w/Swedish sauna by PCTrail

Beautiful hand built rustic log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to Ashland, 20 minutes to Mt. Ashland Ski Area, and a three minute walk to Pacific Crest Trail. This home is the perfect quiet getaway: surrounded by a 38 acre old forest w/ endless mountains and trails at your doorstep. Features include glassed in sun room (sleep under the stars), fully equipped kitchen, large covered deck, seasonal wood-fired sauna, swimming pond and walking trails.

Guest favorite

Home in Gold Hill

4.98 out of 5 average rating, 234 reviews

Rogue River Retreat

A nature lovers retreat on the beautiful Rogue River. Watch osprey from the sprawling cedar deck, fish for salmon right on the river bank, or take a soak in the deep tub, this peaceful cabin you won't want to leave. Located half way between Grants pass and Medford with easy access to the 5 freeway, you can enjoy all that Southern Oregon has to offer. The cabin has one deluxe bathroom and one cozy bedroom that has a king size bed with a water view.

Guest favorite

Home in Grants Pass

4.96 out of 5 average rating, 115 reviews

Cottage with gated driveway near Downtown & River

Finished in 2021, single bedroom Cottage with spacious living area, an airy kitchen, and a large walk-in shower. Gated Driveway on a flag lot with two homes, sets the stage for a very private but ideally located home. Located in Downtown Grants Pass, minutes from I-5, and a short walk down to the Rogue River. Very comfortable & private for the location. Cozy covered back patio with fenced in turf yard, furniture & a grill usable year round.

Guest favorite

Home in Ashland

4.99 out of 5 average rating, 131 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)

Guest favorite

Home in Ashland

4.96 out of 5 average rating, 208 reviews

Coyote Moon

Beautiful 1360 square foot home on 2 acres. Modern, shed roof design with great windows and view of Grizzly Peak. Quiet and peaceful but only 1.8 miles from the heart of downtown Ashland. Deck with propane fire table. Kitchen with quartz countertops and island. Perfect for a romantic couples getaway and also great for those visiting Ashland for the Oregon Shakespeare Festival. Wireless internet and Netflix and internet TV.

Guest favorite

Home in Ashland

4.98 out of 5 average rating, 126 reviews

The Barn at Emigrant Creek

You will be a 10 minute drive from Downtown Ashland and feel like you are out in the country. The home sits on 8 private acres and has river frontage and a beach on the year round Emigrant Creek. There are beautiful views in all directions of mountains, trees and wildlife. The home is a two story residential barn built in 2012 and remodeled in 2022 (the main living quarters is upstairs).