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Search results; 945 homes in Ashland

Top guest favorite
Wake to Mt. Ashland views at this light-filled guesthouse on an organic farm
1 bedroom, 1 bed, 1 private bath
Aug 16 – 21
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4.96 out of 5 average rating, 150 reviews
Top guest favorite
This 1884 carriage house in Ashland gives you a pellet stove and enclosed yard
4.98 out of 5 average rating, 120 reviews, 1 bedroom, 2 beds, 1 bath
Oct 19 – 24
Top guest favorite
This Tuscan-inspired Talent home gives you a fireplace and private backyard
4.97 out of 5 average rating, 79 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 29 – Sep 3
Guest favorite
This Ashland cottage—a renovated horse hotel—gives you pasture and Siskiyou views
4.94 out of 5 average rating, 489 reviews, 1 bedroom, 1 bed, 1 bath
Sep 26 – Oct 1
Top guest favorite
This modern Ashland guesthouse nestles you in trees with a fireplace and valley view
5.0 out of 5 average rating, 294 reviews, 1 bed, 1 bath
Nov 1 – 6
Guest favorite
Soak in sweeping valley views from the hot tub at this Ashland home
4.97 out of 5 average rating, 39 reviews, 2 bedrooms, 3 beds, 3 baths
Aug 26 – 31
Guest favorite
This Ashland RV puts you 2 blocks from a bike trail with a private bedroom
4.85 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bath
Aug 25 – 30
Look out over Ashland from the wrap-around deck of this treetop dome
4.8 out of 5 average rating, 230 reviews, 1 bedroom, 1 bed, 1 bath
Aug 17 – 22
Guest favorite
This Historic District cottage puts you 3 blocks from downtown Ashland
4.95 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bath
Aug 28 – Sep 2
Guest favorite
A rustic cottage on a 10-acre gated farm where you’ll find peace in Ashland
4.95 out of 5 average rating, 603 reviews, 1 bedroom, 1 bed, 1 bath
Sep 27 – Oct 2
Top guest favorite
This remodeled Ashland guesthouse puts you blocks from the OSF theaters
4.98 out of 5 average rating, 276 reviews, 2 beds, 1 bath
Aug 29 – Sep 3
Guest favorite
Soak in vineyard views from your private hot tub at this Talent cottage
4.93 out of 5 average rating, 72 reviews, 1 bedroom, 2 beds, 1 bath
Aug 18 – 23
This creekside Ashland cottage gives you 3/4 acre along Neil Creek
4.61 out of 5 average rating, 97 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 27 – Sep 1
Superhost
Soak in views from the hot tub at this lakefront Ashland cabin
4.85 out of 5 average rating, 119 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 23 – 28
Guest favorite
This waterfront Hyatt Prairie cabin gives you a private hot tub and lake access
4.9 out of 5 average rating, 50 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 25 – 30
Guest favorite
This Railroad District guesthouse gives you a private sauna and garden deck
4.9 out of 5 average rating, 451 reviews, 1 bedroom, 2 beds, 1 bath
Oct 26 – 31
Guest favorite
Private room
This 1967 Aloha trailer in Ashland gives you creek access and mountain views
4.84 out of 5 average rating, 87 reviews, 1 bedroom, 1 bed, 1 bath
Aug 26 – 31
Top guest favorite
Bold design and a private balcony greet you at this historic Ashland apartment
4.94 out of 5 average rating, 229 reviews, 1 bedroom, 1 bed, 1 bath
Oct 18 – 23
Guest favorite
Soak in vineyard views from your private courtyard at this Talent glamp trailer
4.84 out of 5 average rating, 86 reviews, 1 bedroom, 2 beds, 1 bath
Aug 18 – 23