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

4.97 out of 5 average rating, 290 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

Feb 15 – 22

$168 per night

Guest favorite

Home in Ashland

4.96 out of 5 average rating, 241 reviews

Secluded Forest Log House 15 minutes to Ashland

Beautiful hand built rustic log house nestled in the Cascade mountains of Southern Oregon. 15 minutes to downtown Ashland, 20 minutes to Mt. Ashland Ski Area, and a five minute walk to Pacific Crest Trail. This home is the perfect quiet, serene getaway: close enough to Ashland to be convenient, yet completely secluded and private. Features include private covered parking, fully equipped kitchen, large private covered deck overlooking the forest, seasonal wood-fired sauna, and walking trails.

Oct 30 – Nov 6

$155 per night

Guest favorite

Home in Jacksonville

4.99 out of 5 average rating, 251 reviews

Britt Bungalow in the Heart of Jacksonville

An elegant single level newly built (2019) private 2 bed/2 bath cottage with 17' ceilings, #1 Dreamcloud mattress in Master, substantial natural light & family friendly fenced in front & PRIVATE backyard. EV Charger. Less than 2-blocks from dining & the lovely Britt Festival Concert venue. Enjoy historic tours on trolly out the front door. FAMILY: Park & walkable to grocery store. FITNESS: Local gym near by and hiking trails. RELAX: Free standing bath tub, bench swing on porch, & fireplace

Oct 1 – 8

$242 per night

Guest favorite

Home in Ashland

4.91 out of 5 average rating, 195 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

Oct 6 – 13

$181 per night

Superhost

Home in Grants Pass

4.81 out of 5 average rating, 335 reviews

Modern Studio in the Heart of Grants Pass

This bright studio is located in the heart of Grants Pass, OR, small town feel. It offers everything you need, kitchen to prepare your meals, full bathroom and a large backyard with a fire pit to enjoy the night! This modern studio has a large gated backyard and 2 private parking spaces. The studio is walking distance to local diner, close to local bars, and anything downtown. You'll love the attention to detail of this little studio. We also have optional E bikes for rent during your stay.

Sep 25 – Oct 2

$61 per night

Guest favorite

Home in Grants Pass

4.93 out of 5 average rating, 177 reviews

Cedar Mountain Suite A -Home Theater, Gamer Ready!

Welcome to The Entertainment House! This 2-bedroom, 2-bathroom home offers the ultimate theater experience with its impressive 86" TV and Surround Sound System. Located just a 5-minute walk from JetBoat Excursions, Riverside Park, and the Historic Downtown District, complete with bars, restaurants, and antique shops. Despite its proximity to these lively attractions, this location provides a peaceful and private environment, making it feel like you're perched high on a mountaintop in Aspen!

Dec 23 – 30

$101 per night

Guest favorite

Home in Grants Pass

4.97 out of 5 average rating, 337 reviews

Charming Cottage, Walk To Historic 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.

Oct 7 – 14

$115 per night

Guest favorite

Home in Ashland

4.94 out of 5 average rating, 108 reviews

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.

Nov 23 – 30

$156 per night

Guest favorite

Home in Gold Hill

5.0 out of 5 average rating, 110 reviews

Hygge Hideaway. A home for rest and adventure

In Scandinavia, "hygge" represents contentment & coziness. Settle into this sun-soaked, mountain-side, madrone forest & valley view home for relaxation on the deck, wine by the fire, & mineral baths. This solar powered home has easy access to outdoor adventures. Options include Laundry, Wood Stove (fire logs avail $), & fully equipped Kitchen. Whether you're looking for a getaway, family event, road stop, or retreat - you're welcome here. Pets require PRE-APPROVAL.

Jun 11 – 18

$144 per night

Guest favorite

Home in Medford

4.89 out of 5 average rating, 224 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.

Sep 27 – Oct 4

$143 per night

Guest favorite

Home in Gold Hill

4.99 out of 5 average rating, 209 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.

Dec 8 – 15

$195 per night

Guest favorite

Home in Ashland

5.0 out of 5 average rating, 114 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)

Jan 5 – 12

$307 per night