Holiday Homes in Ashland
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Find properties with these dates
Featured Holiday Homes in Ashland
New house with king beds and 3 full bathrooms
New house with king beds and 3 full bathrooms
9.6 out of 10, Exceptional, (21)
The price is NZ$407
per night
14 May - 15 May
Downtown Ashland Pet-Friendly Haven
Downtown Ashland Pet-Friendly Haven
9.6 out of 10, Exceptional, (9)
The price is NZ$510
per night
20 May - 21 May
1930s Queen Anne Historic Downtown Retreat
1930s Queen Anne Historic Downtown Retreat
9.8 out of 10, Exceptional, (23)
The price is NZ$671
per night
27 May - 28 May
Save an average of 15% on thousands of hotels when you're signed in
Lovely Medford Home w/ Patio, Fire Pit + Gas Grill
Lovely Medford Home w/ Patio, Fire Pit + Gas Grill
9.4 out of 10, Exceptional, (3)
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.
Stunning Medford Escape w/ Panoramic Views!
Stunning Medford Escape w/ Panoramic Views!
10.0 out of 10, Exceptional, (24)
Southern Oregon Gem (EV Charger)
Southern Oregon Gem (EV Charger)
10.0 out of 10, Exceptional, (27)
The price is NZ$241
per night
19 May - 20 May
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Railroad District, steps to downtown, everything you need to enjoy Ashland!
10.0 out of 10, Exceptional, (129)
Tastefully remodeled 3 bedroom 2 bath home with large private back yard
Tastefully remodeled 3 bedroom 2 bath home with large private back yard
10.0 out of 10, Exceptional, (16)
The price is NZ$652
per night
15 May - 16 May
Award Winning Britt Bungalow in the Heart of Jacksonville Oregon
Award Winning Britt Bungalow in the Heart of Jacksonville Oregon
9.6 out of 10, Exceptional, (14)
The price is NZ$804
per night
16 May - 17 May
Premier Downstairs Flat in Perfect Down Town Location
Premier Downstairs Flat in Perfect Down Town Location
10.0 out of 10, Exceptional, (31)
East Main Downtown Bungalow
East Main Downtown Bungalow
9.6 out of 10, Exceptional, (15)
The price is NZ$517
per night
19 May - 20 May
Welcome to our charming Hygge home in East Medford, OR
Welcome to our charming Hygge home in East Medford, OR
8.6 out of 10, Excellent, (4)
A luxury retreat: Siskiyou Mountain Place, Ashland. 2 br, kitchenette
A luxury retreat: Siskiyou Mountain Place, Ashland. 2 br, kitchenette
The price is NZ$418
per night
14 May - 15 May
Large Private Carriage-House Retreat with Amazing Views
Large Private Carriage-House Retreat with Amazing Views
10.0 out of 10, Exceptional, (112)
Comfy Cozy Casa
Comfy Cozy Casa
10.0 out of 10, Exceptional, (25)
The price is NZ$478
per night
19 May - 20 May
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views
Harriman Springs Resort Cabin 1 - A Vacation House with Accommodations & Views
9.6 out of 10, Exceptional, (32)
Beautiful Luxury Cottage. Walk To It All!
Beautiful Luxury Cottage. Walk To It All!
10.0 out of 10, Exceptional, (101)
Charming Space Next to Everything, Walk Anywhere!
Charming Space Next to Everything, Walk Anywhere!
10.0 out of 10, Exceptional, (32)
The Blue Moon House has 5 bedrooms, each with a private bath, plus kitchen, dining and living area.
The Blue Moon House has 5 bedrooms, each with a private bath, plus kitchen, dining and living area.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in Ashland
Downtown Ashland Pet-Friendly Haven
Downtown Ashland Pet-Friendly Haven
9.6 out of 10, Exceptional, (9)
The price is NZ$510
per night
20 May - 21 May
A Cowslip's Belle Inn
A Cowslip's Belle Inn
9.8 out of 10, Exceptional, (9)
The price is NZ$456
per night
15 May - 16 May
Hyatt Lake Mountain Retreat
Hyatt Lake Mountain Retreat
9.8 out of 10, Exceptional, (65)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent Reviews in Ashland
Recent Reviews in Ashland
5/5 Excellent
"Thank you for your service "
A verified traveller stayed at Flagship Inn of Ashland
Posted 17 hours ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Holiday Homes destinations
More accommodation types in Ashland
All Accommodation Types
Be inspired: Top Holiday Homes destinations in 2024
- New Zealand Holiday Houses
- Auckland Holiday Houses
- Hanmer Springs Holiday Houses
- Rarotonga Holiday Houses
- Queenstown Holiday Houses
- Gold Coast Holiday Houses
- Rotorua Holiday Houses
- Taupo Holiday Houses
- Nelson Holiday Houses
- Christchurch Holiday Houses
- Wellington Holiday Houses
- Fiji Holiday Houses
- Wanaka Holiday Houses
- Kaikoura Holiday Houses
- Akaroa Harbour Holiday Houses
- Tauranga Holiday Houses
- Mount Maunganui Holiday Houses
- Dunedin Holiday Houses
- Hamilton Holiday Houses
- Napier Holiday Houses