House vacation rentals in Ashland

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Top-rated house rentals in Ashland

Guests agree: these houses are highly rated for location, cleanliness, and more.

Guest favorite
Home in Ashland
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.
Apr 25 – May 2
$191 per night
4.98 out of 5 average rating, 236 reviews
Guest favorite
Home in Ashland
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 18 – 25
$181 per night
4.91 out of 5 average rating, 190 reviews
Guest favorite
Home in Ashland
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)
Aug 17 – 24
$382 per night
5.0 out of 5 average rating, 111 reviews

Popular amenities for Ashland house rentals

House rentals with a pool

Guest favorite
Home in Grants Pass
Quiet neighborhood 3 BR w/ pool
Mar 20 – 27
$249 per night
4.89 out of 5 average rating, 395 reviews
Superhost
Home in Medford
Family & Work Crew Haven, Relaxing Quiet Foothills
Apr 9 – 16
$229 per night
4.87 out of 5 average rating, 167 reviews
Superhost
Home in Medford
Cute 3 king with 85" 4k TV, near huge park
Jul 10 – 17
$261 per night
4.77 out of 5 average rating, 121 reviews
Guest favorite
Home in Ashland
The Aloha House - Hot Tub - Pool
Oct 14 – 21
$319 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Cave Junction
Private Country Paradise
Feb 16 – 23
$333 per night
5.0 out of 5 average rating, 44 reviews
Guest favorite
Home in Medford
Red Hawk Hideaway
Aug 29 – Sep 5
$203 per night
4.96 out of 5 average rating, 23 reviews
Guest favorite
Home in Medford
Large 4 bedroom house with pool in bamboo forest!
Jan 3 – 10
$464 per night
4.89 out of 5 average rating, 35 reviews
Guest favorite
Home in Medford
No Fees! Pool -Deck Open Light Bright Cul-de-sac
Apr 19 – 26
$209 per night
4.89 out of 5 average rating, 66 reviews
Guest favorite
Home in Ashland
Perfect Getaway: Pool, Hot Tub, Sauna Bliss
Nov 27 – Dec 4
$521 per night
4.86 out of 5 average rating, 22 reviews
Guest favorite
Home in Gold Hill
Magnificent Hilltop House - Luxury, Beauty & Peace
Mar 4 – 11
$216 per night
4.87 out of 5 average rating, 23 reviews
Guest favorite
Home in Jacksonville
Mountain Retreat!
Dec 14 – 21
$591 per night
4.83 out of 5 average rating, 48 reviews
Superhost
Home in Eagle Point
Serene Shasta Hilltop Escape w/private jacuzzi!
Nov 8 – 15
$379 per night
4.76 out of 5 average rating, 17 reviews

Weekly house rentals

Guest favorite
Home in Phoenix
The Country Oasis- Where City and Country Meet.
Apr 20 – 27
$179 per night
4.96 out of 5 average rating, 208 reviews
Guest favorite
Home in Ashland
The Madrone House, mountain views.
Mar 16 – 23
$270 per night
4.91 out of 5 average rating, 118 reviews
Guest favorite
Home in Trail
Log Cabin w/Treehouse & Zip Line on Rogue River
May 27 – Jun 3
$400 per night
4.95 out of 5 average rating, 210 reviews
Guest favorite
Home in Trail
Quiet Riverfront Cottage | 40 mins to Crater Lake
Dec 4 – 11
$148 per night
4.94 out of 5 average rating, 151 reviews
Guest favorite
Home in Gold Hill
Rogue River Retreat
Jan 2 – 9
$196 per night
4.99 out of 5 average rating, 209 reviews
Superhost
Home in Grants Pass
Modern House in town with Hot Tub and fenced yard.
Nov 13 – 20
$84 per night
4.8 out of 5 average rating, 236 reviews
Guest favorite
Home in Jacksonville
Britt Bungalow in the Heart of Jacksonville
Oct 12 – 19
$243 per night
4.99 out of 5 average rating, 246 reviews
Guest favorite
Home in Grants Pass
Gateway to Cathedral hills
Oct 30 – Nov 6
$153 per night
4.97 out of 5 average rating, 280 reviews
Guest favorite
Home in Medford
Southern Oregon Gem (EV Charger)
Jun 12 – 19
$94 per night
4.88 out of 5 average rating, 201 reviews
Guest favorite
Home in Grants Pass
Charming Cottage, Walk To Historic Downtown!
Oct 12 – 19
$115 per night
4.98 out of 5 average rating, 329 reviews
Guest favorite
Home in Prospect
Crater Lake "Meadow House" near south entrance.
Aug 26 – Sep 2
$220 per night
4.96 out of 5 average rating, 180 reviews
Guest favorite
Home in Medford
Clean, pet friendly, 2-Bedroom Cottage with yard.
Apr 23 – 30
$102 per night
4.92 out of 5 average rating, 240 reviews

Private house rentals

Guest favorite
Home in Medford
The Woody House
Nov 16 – 23
$106 per night
4.95 out of 5 average rating, 257 reviews
Guest favorite
Home in Grants Pass
Mid Century Modern 2 Bedroom, Walk to Downtown
Jun 18 – 25
$102 per night
4.98 out of 5 average rating, 136 reviews
Guest favorite
Home in Grants Pass
Country home on 2 acres just minutes to town
Oct 20 – 27
$251 per night
4.97 out of 5 average rating, 162 reviews
Guest favorite
Home in Ashland
Cute 2 bdr house near downtown (pet friendly)
Jul 7 – 14
$122 per night
4.85 out of 5 average rating, 62 reviews
Guest favorite
Home in Ashland
Cowslip's Rosebud Garden Suite, peaceful, central
Jan 28 – Feb 4
$69 per night
4.96 out of 5 average rating, 26 reviews
Guest favorite
Home in Ashland
The Barn at Emigrant Creek
Nov 10 – 17
$126 per night
4.97 out of 5 average rating, 79 reviews
Guest favorite
Home in Ashland
Abram's Cottage
Dec 10 – 17
$165 per night
4.95 out of 5 average rating, 22 reviews
Superhost
Home in Ashland
Mountain Ave House
Dec 22 – 29
$230 per night
4.85 out of 5 average rating, 26 reviews
Guest favorite
Home in Ashland
Spacious, peaceful, relaxing country home!
Apr 6 – 13
$650 per night
4.89 out of 5 average rating, 96 reviews
Superhost
Home in Ashland
Bluemoon Vacation Rentals - Anne Hathaway House
Jan 6 – 13
$528 per night
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Ashland
Cozy Ashland Getaway
Jul 1 – 8
$256 per night
4.93 out of 5 average rating, 69 reviews
Guest favorite
Home in Grants Pass
Applegate Stargazer, HotTub, 5acres gated.
Sep 14 – 21
$133 per night
4.96 out of 5 average rating, 54 reviews

Quick stats about house rentals in Ashland

Total rentals

100 properties

Wifi availability

90 properties include access to wifi

Rentals with dedicated workspaces

50 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

60 properties are a good fit for families

Total number of reviews

5.1K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Jackson County
  5. Ashland
  6. House rentals