The Best Airbnb Deals in
Ashland, Oregon

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Ashland, Oregon. Enter your travel dates to find the best deals!

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AirDNA Score: 86
$127/night

Wood Hamlet - Picasso Cottage by Downtown, kitchen

1 bed
1 bath
2 guests
Average Price:  
$137
7% Cheaper
than normal
AirDNA Score: 85
$50/night

Cozy camping close to town

1 bed
1 bath
2 guests
Average Price:  
$60
17% Cheaper
than normal
AirDNA Score: 85
$100/night

Carter Lane Cottage

1 bed
1 bath
4 guests
Average Price:  
$129
22% Cheaper
than normal
AirDNA Score: 83
$188/night

Secluded Forest Log House 15 minutes to Ashland

2 beds
1.5 baths
5 guests
Average Price:  
$211
11% Cheaper
than normal
AirDNA Score: 81
$149/night

Oak Street Studio

1 bed
1 bath
4 guests
Average Price:  
$161
7% Cheaper
than normal
AirDNA Score: 81
$124/night

Peace and Joy Mini Farm

2 beds
1 bath
4 guests
Average Price:  
$147
16% Cheaper
than normal
AirDNA Score: 79
$215/night

Abbott''s Cottages- Bluejay

3 beds
2 baths
9 guests
Average Price:  
$268
20% Cheaper
than normal
AirDNA Score: 79
$122/night

The West Wing- a Swank House property

studio
1 bath
2 guests
Average Price:  
$138
12% Cheaper
than normal
AirDNA Score: 79
$99/night

Charming very well appointed cottage !

1 bed
1 bath
2 guests
Average Price:  
$156
37% Cheaper
than normal
AirDNA Score: 76
$159/night

Hargadine House, the Carriage House

1 bed
1 bath
2 guests
Average Price:  
$182
13% Cheaper
than normal
AirDNA Score: 76
$195/night

Cozy Ashland Getaway

2 beds
1 bath
6 guests
Average Price:  
$247
21% Cheaper
than normal
AirDNA Score: 75
$364/night

BookStayHop - The Pioneer House -North Suite

2 beds
1 bath
6 guests
Average Price:  
$258
41% More
than normal
AirDNA Score: 73
$350/night

Sunset Chalet

3 beds
2 baths
12 guests
Average Price:  
$374
6% Cheaper
than normal
AirDNA Score: 72
$139/night

JJ''s Loft | Downtown | Large Deck | Kitchenette

1 bed
1 bath
2 guests
Average Price:  
$152
9% Cheaper
than normal
AirDNA Score: 71
$105/night

Comfortable, Private Guest Lodging

1 bed
1 bath
3 guests
Average Price:  
$117
10% Cheaper
than normal
AirDNA Score: 71
$225/night

Weisinger Winery Vineyard Cottage

1 bed
1 bath
2 guests
Average Price:  
$240
6% Cheaper
than normal
AirDNA Score: 71
$129/night

Private Garden Cottage w Sauna in RR District

1 bed
1 bath
4 guests
Average Price:  
$159
19% Cheaper
than normal
AirDNA Score: 71
$275/night

Oak Hideaway Cottage

2 beds
1 bath
6 guests
Average Price:  
$294
6% Cheaper
than normal
AirDNA Score: 71
$200/night

ABBOTT''S COTTAGES - Falcon

2 beds
2 baths
6 guests
Average Price:  
$237
16% Cheaper
than normal
AirDNA Score: 70
$154/night

Maple Apartment at Tudor House Vacation Rentals

2 beds
2 baths
6 guests
Average Price:  
$194
21% Cheaper
than normal
AirDNA Score: 69
$275/night

Farmhouse Studio: Willow-Witt Ranch

2 beds
1 bath
6 guests
Average Price:  
$311
12% Cheaper
than normal
AirDNA Score: 69
$120/night

ABBOTT''S COTTAGES- Egret

1 bed
1 bath
2 guests
Average Price:  
$132
9% Cheaper
than normal
AirDNA Score: 69
$262/night

BookStayHop - RedTail ~ McCall Suite~Tesla

2 beds
1 bath
6 guests
Average Price:  
$201
30% More
than normal
AirDNA Score: 69
$110/night

Ashland Private Suite: retreat-like.

1 bed
1 bath
2 guests
Average Price:  
$128
14% Cheaper
than normal
AirDNA Score: 68
$220/night

Charming Space Next to Everything, Walk Anywhere!

1 bed
1 bath
4 guests
Average Price:  
$243
9% Cheaper
than normal
AirDNA Score: 67
$294/night

BookStayHop - #48 The Cabins on Hyatt Prairie -

2 beds
1 bath
4 guests
Average Price:  
$222
32% More
than normal
AirDNA Score: 67
$364/night

BookStayHop - #52 The Cabins on Hyatt Prairie -

1 bed
1 bath
6 guests
Average Price:  
$209
74% More
than normal
AirDNA Score: 66
$213/night

BookStayHop - RedTail Suites~Orliena Suite~Tesla

1 bed
1 bath
4 guests
Average Price:  
$190
12% More
than normal
AirDNA Score: 65
$214/night

BookStayHop - RedTail ~Louisa Suite~Tesla

1 bed
1 bath
2 guests
Average Price:  
$158
35% More
than normal
AirDNA Score: 65
$165/night

Porscha''s Hideaway Italian Upscale

studio
1 bath
2 guests
Average Price:  
$190
13% Cheaper
than normal
AirDNA Score: 64
$199/night

Ashland Haus Retreat - 1 block from downtown!

2 beds
1 bath
6 guests
Average Price:  
$288
31% Cheaper
than normal
AirDNA Score: 64
$200/night

Walk to town from this Charming Cottage.

2 beds
2 baths
6 guests
Average Price:  
$283
29% Cheaper
than normal
AirDNA Score: 64
$83/night

Carter Lane Master Suite

1 bed
1 bath
4 guests
Average Price:  
$118
30% Cheaper
than normal
AirDNA Score: 63
$220/night

ABBOTT''S COTTAGES - Avocet

3 beds
2 baths
8 guests
Average Price:  
$266
17% Cheaper
than normal
AirDNA Score: 62
$294/night

BookStayHop - #47 The Cabins on Hyatt Prairie -

2 beds
1 bath
6 guests
Average Price:  
$216
36% More
than normal
AirDNA Score: 61
$130/night

ABBOTT''S COTTAGES - Cardinal

1 bed
1 bath
4 guests
Average Price:  
$153
15% Cheaper
than normal
AirDNA Score: 60
$385/night

The Victorian Secret

3 beds
2.5 baths
6 guests
Average Price:  
$408
6% Cheaper
than normal
AirDNA Score: 60
$292/night

BookStayHop - #33 The Cabins on Hyatt Prairie -

2 beds
1 bath
6 guests
Average Price:  
$224
30% More
than normal
AirDNA Score: 59
$422/night

BookStayHop - The Pioneer House - South Suite

3 beds
2 baths
8 guests
Average Price:  
$334
26% More
than normal
AirDNA Score: 59
$120/night

Bear Hollow Retreat

2 beds
2 baths
4 guests
Average Price:  
$139
14% Cheaper
than normal
AirDNA Score: 57
$756/night

BookStayHop - The Pioneer North & South - Closest

5 beds
3 baths
14 guests
Average Price:  
$548
38% More
than normal
AirDNA Score: 57
$294/night

BookStayHop - #46 The Cabins on Hyatt Prairie -

2 beds
1 bath
5 guests
Average Price:  
$213
38% More
than normal
AirDNA Score: 54
$361/night

Garden Suite (sleeps five-two full baths) downtown

2 beds
2 baths
5 guests
Average Price:  
$352
3% More
than normal
AirDNA Score: 54
$147/night

Ashland Cabin - 170 Acres w/Mountain Views & Sauna

2 beds
1.5 baths
4 guests
Average Price:  
$166
11% Cheaper
than normal
AirDNA Score: 54
$297/night

BookStayHop - #51 The Cabins on Hyatt Prairie -

2 beds
1 bath
6 guests
Average Price:  
$207
43% More
than normal
AirDNA Score: 53
$104/night

Sanctuary Tuckaway

1 bed
1 bath
3 guests
Average Price:  
$234
56% Cheaper
than normal
AirDNA Score: 51
$220/night

Abigail''s Self Catering Vacation Cottage Two Rooms

2 beds
1.5 baths
4 guests
Average Price:  
$279
21% Cheaper
than normal
AirDNA Score: 50
$175/night

Nancy''s Garden Cottage - Main House

2 beds
1 bath
4 guests
Average Price:  
$321
45% Cheaper
than normal
AirDNA Score: 49
$358/night

Oak Tower Cottage

2 beds
2 baths
8 guests
Average Price:  
$380
6% Cheaper
than normal
AirDNA Score: 43
$249/night

NFR Aspen Cabin

2 beds
1 bath
8 guests
Average Price:  
$302
18% Cheaper
than normal
AirDNA Score: 43
$275/night

Clean, Well Appointed & Close to Downtown Ashland!

3 beds
2.5 baths
6 guests
Average Price:  
$345
20% Cheaper
than normal
AirDNA Score: 42
$294/night

BookStayHop - #45 The Cabins on Hyatt Prairie -

2 beds
1 bath
4 guests
Average Price:  
$205
43% More
than normal
AirDNA Score: 42
$125/night

Sparkling Clean Cottage! Walk to plaza, parks!

1 bed
1 bath
3 guests
Average Price:  
$228
45% Cheaper
than normal
AirDNA Score: 37
$465/night

BookStayHop - #51 & #52 Hyatt Prairie

3 beds
2 baths
12 guests
Average Price:  
$374
24% More
than normal
AirDNA Score: 33
$728/night

BookStayHop - Anne Hathaway''s House ~ Just 4

7 beds
8.5 baths
14 guests
Average Price:  
$663
10% More
than normal
AirDNA Score: 33
$455/night

BookStayHop - Whispering Pines Cabin Retreat ~

3 beds
1.5 baths
6 guests
Average Price:  
$339
34% More
than normal
AirDNA Score: 31
$343/night

BookStayHop - #47 & 48 Hyatt Prairie Compound

4 beds
2 baths
9 guests
Average Price:  
$374
8% Cheaper
than normal
AirDNA Score: 29
$275/night

B Street Beauty, Around The Corner From Plaza

3 beds
2.5 baths
10 guests
Average Price:  
$329
16% Cheaper
than normal
AirDNA Score: 29
$565/night

BookStayHop - RedTail Suites ~ Entire Home ~

4 beds
3 baths
12 guests
Average Price:  
$464
22% More
than normal
AirDNA Score: 29
$165/night

Cozy, Clean and Comfortable!

2 beds
1 bath
4 guests
Average Price:  
$219
25% Cheaper
than normal
AirDNA Score: 27
$195/night

ArtyCottage built by a custom furniture maker.

2 beds
1.5 baths
3 guests
Average Price:  
$218
11% Cheaper
than normal
AirDNA Score: 25
$279/night

NFR Lakeview Cabin

2 beds
2 baths
12 guests
Average Price:  
$426
35% Cheaper
than normal
AirDNA Score: 22
$145/night

WOODFIRE SAUNA RETREAT earthy two Bedroom Beauty!

2 beds
1 bath
2 guests
Average Price:  
$198
27% Cheaper
than normal
AirDNA Score: 21
$530/night

BookStayHop - Spur Rail Loft House~ Panoramic

3 beds
2 baths
6 guests
Average Price:  
$343
55% More
than normal
AirDNA Score: 15
$185/night

Incredible 3 bdrm on 5 acres with sauna and creek

3 beds
2 baths
4 guests
Average Price:  
$178
4% More
than normal