Perhaps known best for their world-renowned Oregon Shakespeare Festival, Ashland Oregon offers visitors a perfect vacation getaway filled with the arts, fine dining, spas, boutique shopping and more. This ever-increasing cosmopolitan area manages to retain its small town charm and draws visitors from around the world and nearby locales including Portland, San Francisco, and Medford Oregon. Nestled between the Cascade and Siskiyou mountains, guests of the bountiful Ashland Oregon lodging options and Medford Oregon hotels continue to be entranced by the beautiful town. Whether taking in a world-class performances, sitting in a cafe, meandering through the famed Lithia Park, or enjoying the many shops and restaurants, visitors will be inspired to return to this Hamlet town.
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Ashland Vacation Rentals
Ashland Vacation Rentals - Search Over 250,000 Listings
| Featured Rentals | Type | Beds | Baths | Sleeps | Rate | |
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Eagle Crest Golf Getaway - RedmondAmenities:Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Located in The Ridge at Eagle Crest, this 2100 SF, 4 bedroom home is a short walking distance from the Ridge Pro Shop. Eagle Crest is an established resort located in Redmond Oregon. It is know for its' beautiful golf courses and natural surroundings. There are also miles of bike paths, sports centers, swimming pools, hot tubs, tennis and raquetball courts to add to your enjoyment. |
House |
4 Beds |
2 Baths |
10 People |
$150 - $200 |
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Angelic Vacation Rentals - Angelic Haven - YachatsAmenities:Beach, Kitchen, Dishwasher, Washer/Dryer, TV Description:The home has plenty of room for a large gathering with two full baths, large fully equipped kitchen and lots of sleeping choices. There is a king master bedroom; queen bedroom with ocean view, family room with two wooden framed queen futons and a living room with a queen pull out comfy sofa. |
House |
2 Beds |
2 Baths |
8 People |
$97 - $125 |
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Ashland - AshlandAmenities:Ski, Golf Course, Air Conditioning, TV Description:Beautiful 2 bedroom plus sitting room. Stunning walnut wood floors, brand new beds, linens, towels. Located minutes away from the center of Ashland's downtown. Enjoy the wood deck with picnic table that over looks a garden full of colors. Marble bathroom, shower with pull out seat. |
House |
2 Beds |
1 Baths |
6 People |
$65 - $150 |
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House on 1 acre of Park Like Setting!! - AshlandAmenities:Beach, Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:It is 10 minute drive from Ashland which has shakespeare theater and lithia park. Lots of shopping. 20 minutes from Historical downtown Jacksonville. 45 minutes to well known Applegate Valley Vineyards. Minutes from the nationally known rogue river, which has water sports and fishing and boating. 2 hours to beautiful Crater Lake and also the oregon caves. 2.5 hours to the oregon coast. Also within hours of lots of local lakes. |
House |
3 Beds |
2 Baths |
4 People |
$73 - $125 |
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Acme Suites Housing in Southern Oregon - MedfordAmenities:Golf Course, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:Stylish, furnished lofts ? welcome to the Acme Suites, the finest in corporate housing in Medford Oregon. Set in the increasingly trendy downtown Medford, Acme Suites corporate housing offers cutting edge style, and plush comfort for extended stay lodging. |
Condo |
2 Beds |
2 Baths |
6 People |
$77 - $77 |
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Enjoy the Rogue River from your living room - Grants PassAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Welcome to Eight-Oaks River Estate. Eight-Oaks is located on what is known as the lake portion of the Rogue River 20 miles from Medford, 7 miles from Grants Pass, and 1 mile from the city of Rogue River. We are approximately 2 mile up river from the Savage Rapids Dam and have a private boat dock. Ski-boats and jet skis can be launched at Savage Rapids Park, which is by the dam; swimming and picnicking are also available there. |
House |
2 Beds |
2 Baths |
10 People |
$82 - $160 |
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Grants Pass area creekside vacation home rental - Grants PassAmenities:Beach, Ski, Pool, Kitchen, Dishwasher, Washer/Dryer, Pets OK, TV Description:Let the sounds of a tumling yearound creek help lull you to sleep. The 1500 plus retreat home is nestled within five forested acres. The living room, sunroom and rear sundeck overlook a 40 acre meadow. This is a fully furnished home. It is an extremely comfortable home with all the necesities you need. Relax and make yourself at home in the Slate Creek Retreat house. |
House |
3 Beds |
2 Baths |
8 People |
$97 - $175 |
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Hood River,OR-4 bedrm2ba.Nature Retreat-sleeps 9 - Hood RiverAmenities:Beach, Ski, Pool, Kitchen, Dishwasher, Air Conditioning, TV Description:July and August ONLY-Darling Dollhouse in spacious country setting-close to town (by the Hood River-8 miles to town) 1/2 drive to Mt. Hood-year round skiinng/snowboarding at Timberline Lodge. still available for Labor day weekend! Relax into this peaceful 4 Bedroom/ 2 Bath retreat in the country and only 10 minutes to Hood River with gorgeous view over the Hood River valley. completely charming newly renovated adorable farmhouse. |
House |
4 Beds |
2 Baths |
9 People |
$97 - $186 |
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Ocean Front Estate in Yachat's Oregon - YachatsAmenities:Beach, Golf Course, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Pets OK, TV Description:Brand New Ocean Front Estate in Yachat's Oregon!!! This home sits on 2 and 1/3 acres with 172 feet of Ocean Frontage. Home to include 5 bedrooms, 4 baths, 3 stone fireplaces, 7 plasma tv's, 2 master suites, granite galore, interior stone columns, 5' Brazilian Cherry Floors, Hot Tub,3 car garage, etc. etc. |
House |
5 Beds |
4 Baths |
14 People |
$450 - $595 |
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Charming homes with Columbia River/Mt Adams views - Hood RiverAmenities:Beach, Ski, Golf Course, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:We have two vacation homes, both two bedroom, one bath, and situated directly across the street from each other. Both have stunning view of the Columbia River and Mt Adams and are very clean and well kept. The homes are an easy four block walk to downtown Hood River, Oregon. Located on a quiet, scenic neighborhood - great Columbia River and Mt Adams views. |
House |
2 Beds |
1 Baths |
5 People |
$120 - $140 |
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