Photo by Inna Blair

Historic Railroad District holiday lettings

We found 82 holiday rentals — enter your dates for availability

Discover a selection of 25 homes, 11 apartments and other holiday rentals in Historic Railroad District that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you expect for your stay, which might include a garden and pool. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Historic Railroad District

Showing deals for:5 Dec - 12 Dec

Image gallery for Beautiful little place. Walk to town and theaters!

Taken from kitchen photo shows dining, cooking, and living room
10 out of 10 rating
Exceptional
(81 reviews)

Beautiful little place. Walk to town and theaters!

Ashland, OR

7% off
Price is £1,410
for 7 nights, 1 home
£201 per night
includes taxes & fees
Beautiful little place. Walk to town and theaters!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Historic Railroad District?
In the Historic Railroad District, holiday houses are the most popular type of rental, with approximately 30 available in the area. These homes typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and inviting living areas, making them ideal for families or groups. Additionally, there are several apartments and cottages scattered throughout the district, providing a range of options for different preferences. Many of these rentals are located near charming local shops, galleries, and restaurants, allowing guests to immerse themselves in the vibrant atmosphere of the district.
Are there any beach house rentals in Historic Railroad District?
In the Historic Railroad District of Oregon, there are beach house rentals available, providing a unique option for travellers seeking a coastal experience. These rentals tend to feature spacious interiors with multiple bedrooms, fully equipped kitchens, and comfortable living areas. Many properties also offer outdoor spaces such as decks or gardens, great for enjoying the mild Oregon weather. The district is close to attractions like the Oregon Rail Heritage Centre and the charming shops and restaurants of downtown Ashland, making it an appealing choice for those looking to explore the area while enjoying the comforts of a beach house.
How much does it cost to rent a holiday home in Historic Railroad District?
Prices for holiday rentals in Historic Railroad District vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Historic Railroad District to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Historic Railroad District holiday house rentals?
You can find great discounts on house rentals in Historic Railroad District on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Historic Railroad District holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Historic Railroad District with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Historic Railroad District?
A long-stay holiday rental in Historic Railroad District is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work holiday rentals in Historic Railroad District?
In the Historic Railroad District of Oregon, there are plenty of remote work holiday rentals available, with around 42 options to choose from. This charming area, known for its rich history and unique architecture, offers a vibrant atmosphere that can inspire productivity. Many of the properties feature dedicated workspaces, including desks and comfortable chairs, ideal for those needing a conducive environment for remote work. Additionally, amenities such as Wi-Fi ensure seamless connectivity for video calls and online tasks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Historic Railroad District holiday rental?
Book your Historic Railroad District holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Historic Railroad District?
In the Historic Railroad District of Oregon, visitors can immerse themselves in a charming blend of history and contemporary culture. This area is known for its beautifully preserved buildings that date back to the late 19th and early 20th centuries, making it a picturesque backdrop for holiday rentals. The district features a variety of art galleries, boutique shops, and local eateries, providing a vibrant atmosphere for exploration.
Can I change or cancel my Historic Railroad District home rental booking on Vrbo?
To find Historic Railroad District holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Historic Railroad District holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Holiday Rental options in Historic Railroad District
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