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: 93
$76/night

The Ashland Farm Cabin

studio
1 bath
2 guests
Average Price:  
$97
22% Cheaper
than normal
AirDNA Score: 86
$132/night

Wood Hamlet - Picasso Cottage by Downtown, kitchen

1 bed
1 bath
2 guests
Average Price:  
$138
4% Cheaper
than normal
AirDNA Score: 86
$167/night

Stone''s Throw Bungalow

1 bed
1 bath
2 guests
Average Price:  
$165
1% More
than normal
AirDNA Score: 85
$50/night

Cozy camping close to town

1 bed
1 bath
2 guests
Average Price:  
$53
6% Cheaper
than normal
AirDNA Score: 83
$208/night

Secluded Forest Log House 15 minutes to Ashland

2 beds
1.5 baths
5 guests
Average Price:  
$213
2% Cheaper
than normal
AirDNA Score: 83
$307/night

Penthouse Suite, easy walk to downtown.

3 beds
2.5 baths
8 guests
Average Price:  
$325
6% Cheaper
than normal
AirDNA Score: 81
$149/night

Oak Street Studio

1 bed
1 bath
4 guests
Average Price:  
$160
7% Cheaper
than normal
AirDNA Score: 79
$190/night

Abbott''s Cottages- Bluejay

3 beds
2 baths
9 guests
Average Price:  
$258
26% Cheaper
than normal
AirDNA Score: 79
$99/night

Charming very well appointed cottage !

1 bed
1 bath
2 guests
Average Price:  
$149
34% Cheaper
than normal
AirDNA Score: 79
$170/night

Historic Stage Coach Stop

1 bed
1 bath
2 guests
Average Price:  
$197
14% Cheaper
than normal
AirDNA Score: 79
$136/night

Modern Crash Pad | Pet Friendly | West Wing

1 bed
1 bath
2 guests
Average Price:  
$138
1% Cheaper
than normal
AirDNA Score: 79
$152/night

Victorian Garden Carriage House

2 beds
1 bath
4 guests
Average Price:  
$218
30% Cheaper
than normal
AirDNA Score: 76
$159/night

Hargadine House, the Carriage House

1 bed
1 bath
2 guests
Average Price:  
$187
15% Cheaper
than normal
AirDNA Score: 75
$468/night

BookStayHop-Pioneer North Suite, Near Downtown OSF

2 beds
1 bath
6 guests
Average Price:  
$387
21% More
than normal
AirDNA Score: 73
$164/night

Spacious Modern Condo Walk To Downtown & OSF

2 beds
2 baths
6 guests
Average Price:  
$183
10% Cheaper
than normal
AirDNA Score: 73
$400/night

Meadow House at Willow-Witt Ranch

3 beds
2 baths
10 guests
Average Price:  
$411
3% Cheaper
than normal
AirDNA Score: 73
$350/night

Sunset Chalet

3 beds
2 baths
12 guests
Average Price:  
$387
10% Cheaper
than normal
AirDNA Score: 71
$99/night

Clean, Stylish Apt w/kitchen. block from Downtown

1 bed
1 bath
2 guests
Average Price:  
$132
25% Cheaper
than normal
AirDNA Score: 71
$135/night

Private Garden Cottage w Sauna in RR District

1 bed
1 bath
4 guests
Average Price:  
$150
10% Cheaper
than normal
AirDNA Score: 71
$252/night

Oak Hideaway Cottage

2 beds
1 bath
6 guests
Average Price:  
$294
14% Cheaper
than normal
AirDNA Score: 70
$155/night

Maple Apartment at Tudor House Vacation Rentals

2 beds
2 baths
6 guests
Average Price:  
$195
21% Cheaper
than normal
AirDNA Score: 69
$110/night

ABBOTT''S COTTAGES- Egret

1 bed
1 bath
2 guests
Average Price:  
$128
14% Cheaper
than normal
AirDNA Score: 69
$300/night

Farmhouse Studio: Willow-Witt Ranch

2 beds
1 bath
6 guests
Average Price:  
$326
8% Cheaper
than normal
AirDNA Score: 68
$220/night

Charming Space Next to Everything, Walk Anywhere!

1 bed
1 bath
4 guests
Average Price:  
$253
13% Cheaper
than normal
AirDNA Score: 67
$907/night

BookStayHop - Blue-Moon House, Gourmet Kitchen

5 beds
5 baths
11 guests
Average Price:  
$944
4% Cheaper
than normal
AirDNA Score: 67
$275/night

The Madrone House

3 beds
2.5 baths
9 guests
Average Price:  
$301
9% Cheaper
than normal
AirDNA Score: 67
$399/night

BookStayHop- #52 Cabins on Hyatt Prairie - Hot Tub

1 bed
1 bath
6 guests
Average Price:  
$332
20% More
than normal
AirDNA Score: 66
$311/night

BookStayHop-RedTail Orliena ,Tesla Station,Hot Tub

1 bed
1 bath
4 guests
Average Price:  
$303
3% More
than normal
AirDNA Score: 65
$328/night

BookStayHop – RedTail Louisa,Tesla Station,Hot Tub

1 bed
1 bath
2 guests
Average Price:  
$244
34% More
than normal
AirDNA Score: 65
$70/night

Cedar Studio: Luxury Apt Downtown Ashland

1 bed
1 bath
2 guests
Average Price:  
$270
74% Cheaper
than normal
AirDNA Score: 65
$490/night

BookStayHop-#32&33 Hyatt Prairie Compound-Hot Tub

4 beds
2 baths
12 guests
Average Price:  
$540
9% Cheaper
than normal
AirDNA Score: 65
$120/night

Abbott''s Cottages- Duck

1 bed
1 bath
4 guests
Average Price:  
$144
17% Cheaper
than normal
AirDNA Score: 64
$133/night

Natty''s Nook~Pet Friendly & 2 blks. fr. OSF

1 bed
1 bath
3 guests
Average Price:  
$152
12% Cheaper
than normal
AirDNA Score: 64
$190/night

Ashland Haus Retreat - 1 block from downtown!

2 beds
1 bath
6 guests
Average Price:  
$239
21% Cheaper
than normal
AirDNA Score: 64
$369/night

BookStayHop - Lori Lanes ''Juliet Cottage'' ~ 2

2 beds
1 bath
4 guests
Average Price:  
$223
65% More
than normal
AirDNA Score: 64
$263/night

Walk to town from this Charming Cottage.

2 beds
2 baths
6 guests
Average Price:  
$270
3% Cheaper
than normal
AirDNA Score: 64
$100/night

Carter Lane Master Suite

1 bed
1 bath
4 guests
Average Price:  
$116
14% Cheaper
than normal
AirDNA Score: 63
$200/night

ABBOTT''S COTTAGES - Avocet

3 beds
2 baths
8 guests
Average Price:  
$253
21% Cheaper
than normal
AirDNA Score: 61
$160/night

Historic Cottage close to plaza

1 bed
1 bath
3 guests
Average Price:  
$157
2% More
than normal
AirDNA Score: 60
$395/night

The Victorian Secret

3 beds
2.5 baths
6 guests
Average Price:  
$410
4% Cheaper
than normal
AirDNA Score: 60
$391/night

BookStayHop-#33 Cabins on Hyatt Prairie - Hot Tub!

2 beds
1 bath
6 guests
Average Price:  
$372
5% More
than normal
AirDNA Score: 60
$744/night

BookStayHop -The Pioneer Craftsman House-Near OSF!

3 beds
2 baths
8 guests
Average Price:  
$630
18% More
than normal
AirDNA Score: 59
$300/night

Relax & work in a country’s space.

4 beds
2 baths
10 guests
Average Price:  
$368
18% Cheaper
than normal
AirDNA Score: 59
$501/night

BookStayHop-Pioneer South Suite- Near Downtown OSF

3 beds
2 baths
8 guests
Average Price:  
$465
8% More
than normal
AirDNA Score: 59
$120/night

Bear Hollow Retreat

2 beds
2 baths
4 guests
Average Price:  
$136
12% Cheaper
than normal
AirDNA Score: 59
$275/night

Titania - Second Spring Property

1 bed
1 bath
3 guests
Average Price:  
$282
2% Cheaper
than normal
AirDNA Score: 57
$919/night

BookStayHop - The Pioneer North & South, Near OSF!

6 beds
2 baths
14 guests
Average Price:  
$873
5% More
than normal
AirDNA Score: 57
$369/night

BookStayHop-#46 Cabins Hyatt Prairie ,Dog Friendly

2 beds
1 bath
5 guests
Average Price:  
$348
6% More
than normal
AirDNA Score: 55
$133/night

BookStayHop-#44 Cabins on Hyatt Prairie - Hot Tub

2 beds
1 bath
6 guests
Average Price:  
$257
48% Cheaper
than normal
AirDNA Score: 54
$57/night

1 Month Minimum Upstairs Apt. in Victorian House

2 beds
1 bath
2 guests
Average Price:  
$60
5% Cheaper
than normal
AirDNA Score: 54
$391/night

BookStayHop - #51Cabins on Hyatt Prairie

2 beds
1 bath
6 guests
Average Price:  
$349
12% More
than normal
AirDNA Score: 52
$369/night

BookStayHop-BlueMoon Cottage,Dog Friendly,Kitchen

2 beds
1 bath
4 guests
Average Price:  
$361
2% More
than normal
AirDNA Score: 51
$300/night

Abigail''s Self Catering Vacation Cottage Two Rooms

2 beds
1.5 baths
4 guests
Average Price:  
$387
22% Cheaper
than normal
AirDNA Score: 51
$100/night

Pearl Street Cottage near OSF

2 beds
2 baths
4 guests
Average Price:  
$182
45% Cheaper
than normal
AirDNA Score: 49
$343/night

Sherwin Cottage

2 beds
2 baths
11 guests
Average Price:  
$423
19% 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: 46
$650/night

Spacious, peaceful, relaxing country home!

6 beds
4.5 baths
12 guests
Average Price:  
$678
4% Cheaper
than normal
AirDNA Score: 43
$145/night

Auburn Street Cottage in Ashland

1 bed
1 bath
3 guests
Average Price:  
$154
6% Cheaper
than normal
AirDNA Score: 43
$256/night

Oak Lawn Cottage

2 beds
1 bath
6 guests
Average Price:  
$293
13% Cheaper
than normal
AirDNA Score: 42
$369/night

BookStayHop- #45 Cabins on Hyatt Prairie - Hot Tub

2 beds
1 bath
4 guests
Average Price:  
$312
18% More
than normal
AirDNA Score: 41
$150/night

Country''s Edge #2,3,4: Private 3 bedroom suite

3 beds
1 bath
5 guests
Average Price:  
$69
117% More
than normal
AirDNA Score: 38
$154/night

Spacious Modern Condo Walk Downtown & OSF

2 beds
1 bath
6 guests
Average Price:  
$187
18% Cheaper
than normal
AirDNA Score: 37
$658/night

BookStayHop-#51&52 Hyatt Prairie Compound, Hot Tub

3 beds
2 baths
12 guests
Average Price:  
$604
9% More
than normal
AirDNA Score: 33
$1257/night

BookStayHop - Anne Hathaway''s House, Close to OSF!

7 beds
8.5 baths
14 guests
Average Price:  
$1013
24% More
than normal
AirDNA Score: 31
$490/night

BookStayHop-#47&48 Hyatt Prairie Compound -Hot Tub

4 beds
2 baths
9 guests
Average Price:  
$522
6% Cheaper
than normal
AirDNA Score: 29
$325/night

B Street Beauty, Around The Corner From Plaza

3 beds
2.5 baths
10 guests
Average Price:  
$326
0% Cheaper
than normal
AirDNA Score: 29
$197/night

Cozy, Clean and Comfortable!

2 beds
1 bath
4 guests
Average Price:  
$220
10% Cheaper
than normal
AirDNA Score: 29
$1112/night

BookStayHop-BlueMoon House&Cottage,Gourmet Kitchen

6 beds
6 baths
15 guests
Average Price:  
$1307
15% Cheaper
than normal
AirDNA Score: 29
$1294/night

BookStayHop- The Pioneer Mega,8 bedrooms,Near Town

8 beds
5 baths
16 guests
Average Price:  
$1406
8% Cheaper
than normal
AirDNA Score: 27
$195/night

ArtyCottage built by a custom furniture maker.

2 beds
1.5 baths
3 guests
Average Price:  
$225
13% Cheaper
than normal
AirDNA Score: 22
$378/night

Spacious, Country Home, close to town!

5 beds
3 baths
12 guests
Average Price:  
$613
38% Cheaper
than normal
AirDNA Score: 21
$592/night

BookStayHop- Spur Rail Loft House~Downtown Ashland

3 beds
2 baths
6 guests
Average Price:  
$718
18% Cheaper
than normal
AirDNA Score: 15
$105/night

The Stahler House

4 beds
2 baths
8 guests
Average Price:  
$119
12% Cheaper
than normal