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The best holiday homes in Ashland

Check out our pick of great holiday homes in Ashland

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Second Street Cottages, hotel in Ashland

Second Street Cottages is a historic home offering accommodation in Ashland. Free WiFi is offered throughout the property and free private parking is available on site.

The host met us and helped us with the door code. This place was in a great location near by everything we were hoping to see on our visit. It was a cozy tidy place to stay.
Scored 9.7
9.7
Rated exceptional
Exceptional
28 reviews
Price from
£184.79
per night
Pioneer Vacation Rentals - Pioneer North Suite downtown Ashland, hotel in Ashland

Situated 600 metres from Ashland Library, 1.3 km from Lithia Park and 2.1 km from Southern Oregon University, Pioneer Vacation Rentals - Pioneer North Suite downtown Ashland offers accommodation...

Scored 9.8
9.8
Rated exceptional
Exceptional
6 reviews
Price from
£319.47
per night
Bluemoon Vacation Rentals - Bluemoon Cottage, hotel in Ashland

Offering quiet street views, Bluemoon Vacation Rentals - Bluemoon Cottage is an accommodation situated in Ashland, less than 1 km from Oregon Shakespeare Festival and a 12-minute walk from Oregon...

Scored 9.4
9.4
Rated superb
Superb
5 reviews
Price from
£199.26
per night
Redtail Inn - 3 Suites Sleeps Up To 12, hotel in Ashland

Featuring mountain views, Redtail Inn - 3 Suites Sleeps Up To 12 features accommodation with patio, around 100 metres from Ashland Library.

Beautiful house, great location and very responsive host! Loved the kitchen, shower and bedroom.
Scored 9.6
9.6
Rated exceptional
Exceptional
5 reviews
Price from
£203.47
per night
Expansive Views at The Crest House by Swank House, hotel in Ashland

Expansive Views at The Crest House by Swank House is set in Ashland, 3.4 km from Southern Oregon University, 3.8 km from ScienceWorks Museum, as well as 4.7 km from Ashland Library.

Scored 9.3
9.3
Rated superb
Superb
8 reviews
Price from
£406.80
per night
The Mountain House by WanderLodges, hotel in Ashland

The Mountain House by WanderLodges is situated in Ashland, 1 km from Ashland Library, 1.4 km from Oregon Cabaret Theatre, as well as 1.6 km from Oregon Shakespeare Festival.

Scored 9.7
9.7
Rated exceptional
Exceptional
14 reviews
Price from
£335.46
per night
Southern Oregon Gem, hotel in Ashland

Located 21 km from Oregon Cabaret Theatre, 21 km from Ashland Library and 22 km from Lithia Park, Southern Oregon Gem provides accommodation set in Medford.

Scored 8.4
8.4
Rated very good
Very good
5 reviews
Price from
£127.89
per night
Pool -4 Bedroom -bright, hotel in Ashland

Boasting air-conditioned accommodation with a private pool, mountain view and a balcony, Pool -4 Bedroom -bright is situated in Medford.

Scored 8.9
8.9
Rated fabulous
Fabulous
7 reviews
Price from
£222.20
per night
Cheerful New 2 Bedroom Home In Cul De Sac Netflix, hotel in Ashland

Located in Medford, 23 km from Oregon Shakespeare Festival and 23 km from Oregon Cabaret Theatre, Cheerful New 2 Bedroom Home In Cul De Sac Netflix offers air conditioning.

Scored 9.4
9.4
Rated superb
Superb
14 reviews
Price from
£122.10
per night
European Style Straw Bale Retreat, hotel in Ashland

Featuring mountain views, European Style Straw Bale Retreat provides accommodation with a garden and a patio, around 4.7 km from Schneider Museum of Art.

Scored 8.3
8.3
Rated very good
Very good
6 reviews
All holiday homes in Ashland
Looking for a holiday home?
Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Most booked holiday homes in Ashland this month

Enjoy breakfast in Ashland!

  • Second Street Cottages
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 28 reviews

    Second Street Cottages is a historic home offering accommodation in Ashland. Free WiFi is offered throughout the property and free private parking is available on site.

    Location is great and the cottage is nicely furnished

  • European Style Straw Bale Retreat
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 6 reviews

    Featuring mountain views, European Style Straw Bale Retreat provides accommodation with a garden and a patio, around 4.7 km from Schneider Museum of Art.

  • Make memories at The Hux- Ashland
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Boasting air-conditioned accommodation with a patio, Make memories at The Hux- Ashland is set in Ashland. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

  • Ashland Lodge with Lake Views and Game Room Loft

    Situated in Ashland, 41 km from Oak Knoll Golf Course and 45 km from Schneider Museum of Art, Ashland Lodge with Lake Views and Game Room Loft features air-conditioned accommodation with a patio and...

  • Ashland Cabin on 170 Acres with Mtn Views and Sauna!
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Boasting garden views, Ashland Cabin on 170 Acres with Mtn Views and Sauna! features accommodation with a garden and a patio, around 23 km from Oak Knoll Golf Course.

Great access to the city centre! Check these holiday homes in Ashland

  • Pioneer Vacation Rentals - Pioneer South downtown Ashland
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 3 reviews

    Pioneer Vacation Rentals - Pioneer South downtown Ashland is located in Ashland, 600 metres from Ashland Library, 1.3 km from Lithia Park, and 2.1 km from Southern Oregon University.

  • Swank House on Main St in Ashland
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 3 reviews

    Set in Ashland, 200 metres from Ashland Library and 600 metres from Oregon Cabaret Theatre, Swank House on Main St in Ashland offers air conditioning.

  • Serene Family Cottage-minutes to Downtown
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Boasting air-conditioned accommodation with a patio, Serene Family Cottage-minutes to Downtown is situated in Ashland.

  • Pioneer Vacation Rentals - Pioneer North Suite downtown Ashland
    Scored 9.8
    9.8
    Rated exceptional
    Exceptional
     · 6 reviews

    Situated 600 metres from Ashland Library, 1.3 km from Lithia Park and 2.1 km from Southern Oregon University, Pioneer Vacation Rentals - Pioneer North Suite downtown Ashland offers accommodation...

  • The Mountain House by WanderLodges
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 14 reviews

    The Mountain House by WanderLodges is situated in Ashland, 1 km from Ashland Library, 1.4 km from Oregon Cabaret Theatre, as well as 1.6 km from Oregon Shakespeare Festival.

    Very spacious & nicely refurbished classic home.

  • Redtail Inn - 3 Suites Sleeps Up To 12
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 5 reviews

    Featuring mountain views, Redtail Inn - 3 Suites Sleeps Up To 12 features accommodation with patio, around 100 metres from Ashland Library.

  • Bluemoon Vacation Rentals - Bluemoon Cottage
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 5 reviews

    Offering quiet street views, Bluemoon Vacation Rentals - Bluemoon Cottage is an accommodation situated in Ashland, less than 1 km from Oregon Shakespeare Festival and a 12-minute walk from Oregon...

    The property was centered in Ashland and I could easily access everything.

  • Expansive Views at The Crest House by Swank House
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 8 reviews

    Expansive Views at The Crest House by Swank House is set in Ashland, 3.4 km from Southern Oregon University, 3.8 km from ScienceWorks Museum, as well as 4.7 km from Ashland Library.

    It really was a fabulous place. The views are incredible. Perfect for our family of five. Comfortable beds. Great shower. Very stylish.

  • Hanna's House by WanderLodges
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1 review

    Located in Ashland, 200 metres from Ashland Library and 500 metres from Oregon Cabaret Theatre, Hanna's House by WanderLodges offers a garden and air conditioning.

  • Pioneer Vacation Rentals - Pioneer Craftsman House

    Boasting air-conditioned accommodation with a balcony, Pioneer Vacation Rentals - Pioneer Craftsman House is set in Ashland. With city views, this accommodation offers a patio.

  • The Matriarch Heritage House- Downtown Ashland

    Boasting air-conditioned accommodation with a patio, The Matriarch Heritage House- Downtown Ashland is situated in Ashland.

  • Bluemoon Vacation Rentals - Bluemoon House

    Set in Ashland, less than 1 km from Oregon Shakespeare Festival and a 12-minute walk from Oregon Cabaret Theatre, Bluemoon Vacation Rentals - Bluemoon House offers spacious air-conditioned...

  • Bluemoon Vacation Rentals - Anne Hathaway House

    Set in Ashland, 300 metres from Ashland Library and 700 metres from Oregon Cabaret Theatre, Bluemoon Vacation Rentals - Anne Hathaway House offers spacious air-conditioned accommodation with a patio...

FAQ about holiday homes in Ashland

Holiday homes that guests love in Ashland

  • Avg. price/night: £76.29
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 141 reviews
    Very clean. Comfortable bed, loved the granite shower. Excellent value, the stay exceeded all expectations. Only 1 of 2 hotels during 2 weeks of travel that even MET expectations and this one excelled.
    shelly
    Young couple
  • Avg. price/night: £152.58
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 1,469 reviews
    Rooms very clean, friendly staff, large bathroom
    Kate
    Family with young children
  • Scored 9.4
    9.4
    Rated superb
    Superb
     · 382 reviews
    Great location. Very clean and comfortable faculty with helpful staff. The on-site at and restaurant are excellent!
    Kevin
    Young couple
  • Avg. price/night: £152.58
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 1,469 reviews
    Very tasteful decor with posters from past Shakespeare festivals. The rooms have hardwood floors and are kept very clean, there is a fridge and microwave in the room. Staff are very friendly too. The location next door to Safeway is a bonus.
    Sean
    Young couple
  • Avg. price/night: £75.44
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 1,324 reviews
    Front desk people were very nice and welcoming. Check in super easy. Had a first floor room as requested. Outside the motel is very clean and well cared for. Room was spacious. Very comfortable bed, great shower, separate sink area. Quiet in the night. Easy access to Southern Oregon University and downtown area.
    Julie
    Young couple
  • Avg. price/night: £161.06
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 837 reviews
    We had a two room suite. It was small, but very clean and comfortable. The beds were great.
    Laurie
    Group
  • Avg. price/night: £75.44
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 1,324 reviews
    Great location Friendly helpful staff Very clean Kitchenette Continental breakfast
    Maggie
    Young couple
  • Avg. price/night: £152.58
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 1,469 reviews
    Best hotel I have stayed in.very clean friendly great breakfast very cozy seating outside pet friendly I have already planning a trip back and have recommended it to family and friends awesome stay
    K
    KIMBERLY
    Solo traveller
  • Avg. price/night: £152.58
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 1,469 reviews
    The staff, the location, the room was very clean and cosy.
    anna
    Young couple
  • Avg. price/night: £110.62
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 507 reviews
    Room was large and very clean. Bed was comfortable.
    Eileen
    Young couple