---
title: "Ashland Vacation Rentals, Oregon: house rentals & more | Vrbo"
description: "Discounts available for Ashland vacation rentals. Choose from over 296 properties and rent a whole home in Ashland with Vrbo."
canonical: "https://www.vrbo.com/en-ca/vacation-rentals/united-states/oregon/jackson-county/ashland"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-12T18:16:19Z
---

# Ashland vacation rentals
![A stone bridge over a calm stream with autumn leaves.](https://images.trvl-media.com/place/6290/8b9480db-b4f2-4804-8b28-cad8b8066a10.jpg?impolicy=resizecrop&rw=1920&ra=fit&ch=480)

We found 296 vacation rentals — enter your dates for availability

Discover a selection of 106 homes, 52 apartments, and other vacation rentals in Ashland that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you need and want for your stay, which might include WiFi and a washer and dryer. No matter what you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

## Holiday rentals with weekly discounts - Ashland

### Showing deals for:**Feb 12 - Feb 19**

### [Tranquil setting surrounded by panoramic mountain views, grazing horses](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=27131289&adults=2)

![Kitchen](https://images.trvl-media.com/lodging/28000000/27140000/27131300/27131289/30486d75.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Phoenix
- Guest rating: 10/10 (Exceptional, 135 reviews)
- Price: CA $167 (was CA $192, 13% off), CA $1,378 total

Total includes taxes & fees

### [Gorgeous custom Airstream with spectacular views only 4 mi. to Ashland](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=33957942&adults=2)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33958000/33957942/eb852386.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Talent
- Guest rating: 9.6/10 (Exceptional, 18 reviews)
- Price: CA $105 (was CA $117, 10% off), CA $872 total

Total includes taxes & fees

### [Sunshine Studio - Private apt and yard (eco, solar)](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=78069033&adults=2)

![Room](https://images.trvl-media.com/lodging/79000000/78070000/78069100/78069033/4dab3273.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Medford
- Guest rating: 9.8/10 (Exceptional, 115 reviews)
- Price: CA $137 (was CA $152, 10% off), CA $1,153 total

Total includes taxes & fees

### [East Main Downtown Bungalow](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=68070529&adults=2)

![Living area](https://images.trvl-media.com/lodging/69000000/68080000/68070600/68070529/dc512f77.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 9.2/10 (Wonderful, 56 reviews)
- Price: CA $171 (was CA $214, 20% off), CA $1,538 total

Total includes taxes & fees

### [Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=19825617&adults=2)

![Oberon](https://images.trvl-media.com/lodging/20000000/19830000/19825700/19825617/d50a77c7.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 9.8/10 (Exceptional, 138 reviews)
- Price: CA $180 (was CA $200, 10% off), CA $1,669 total

Total includes taxes & fees

### [ABBOTT'S COTTAGES- Cardinal cottage. 1 bedroom/1 bath, short walk to downtown!](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=115924228&adults=2)

![Exterior detail](https://images.trvl-media.com/lodging/116000000/115930000/115924300/115924228/8b6a25ce.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 9.6/10 (Exceptional, 5 reviews)
- Price: CA $157 (was CA $185, 15% off), CA $1,407 total

Total includes taxes & fees

### [Lighthouse-Themed, Fastest WiFi, 2 King Beds Home](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=87336565&adults=2)

![Interior](https://images.trvl-media.com/lodging/88000000/87340000/87336600/87336565/w3996h2427x4y0-9d48e90e.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Medford
- Guest rating: 10/10 (Exceptional, 14 reviews)
- Price: CA $218 (was CA $230, 5% off), CA $2,189 total

Total includes taxes & fees

### [Ashland's Mountain View Vacation Rental.](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=63932439&adults=2)

![Kitchen with new full size stainless steel appliances Coffee, teas or hot cocoa ](https://images.trvl-media.com/lodging/64000000/63940000/63932500/63932439/5a25c57f.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 9.8/10 (Exceptional, 50 reviews)
- Price: CA $321 (was CA $356, 10% off), CA $2,810 total

Total includes taxes & fees

### [Beautiful bungalow downtown Ashland railroad district, rv parking, adventure!](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=121825561&adults=2)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121830000/121825600/121825561/7b780ef9.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 9/10 (Wonderful, 13 reviews)
- Price: CA $200 (was CA $249, 20% off), CA $1,912 total

Total includes taxes & fees

### [experience comfort, convenience, and nature—all in one unforgettable stay.](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=123981328&adults=2)

![Exterior](https://images.trvl-media.com/lodging/124000000/123990000/123981400/123981328/w1350h899x0y1-dff51339.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Medford
- Guest rating: 10/10 (Exceptional, 14 reviews)
- Price: CA $266 (was CA $280, 5% off), CA $2,678 total

Total includes taxes & fees

### [ABBOTT'S COTTAGES- The Lark. 2 bedroom cottage, just two blocks to downtown](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=115971713&adults=2)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115980000/115971800/115971713/de6ee1b7.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 10/10 (Exceptional, 7 reviews)
- Price: CA $289 (was CA $321, 10% off), CA $2,514 total

Total includes taxes & fees

### [ABBOTT'S COTTAGES, Avocet cottage- 3 bdrm/2bath, walking distance to downtown](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=113833953&adults=2)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113840000/113834000/113833953/21675980.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 9.8/10 (Exceptional, 7 reviews)
- Price: CA $291 (was CA $342, 15% off), CA $2,564 total

Total includes taxes & fees

### [Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=90085208&adults=2)

![Kitchen is well stocked ](https://images.trvl-media.com/lodging/91000000/90090000/90085300/90085208/795cc436.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 9.8/10 (Exceptional, 87 reviews)
- Price: CA $314 (was CA $392, 20% off), CA $2,910 total

Total includes taxes & fees

### [ABBOTT'S COTTAGES - Falcon. 2 bedroom/2 bath within walking distance to downtown](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=115971137&adults=2)

![Exterior](https://images.trvl-media.com/lodging/116000000/115980000/115971200/115971137/98af5634.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 9.4/10 (Exceptional, 10 reviews)
- Price: CA $314 (was CA $349, 10% off), CA $2,724 total

Total includes taxes & fees

### [Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=19838934&adults=2)

![Exterior](https://images.trvl-media.com/lodging/20000000/19840000/19839000/19838934/87817502.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 10/10 (Exceptional, 87 reviews)
- Price: CA $224 (was CA $249, 10% off), CA $2,072 total

Total includes taxes & fees

### [Premier Downstairs Flat in Perfect Down Town Location](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=57755559&adults=2)

![Exterior](https://images.trvl-media.com/lodging/58000000/57760000/57755600/57755559/871bb930.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 10/10 (Exceptional, 93 reviews)
- Price: CA $305 (was CA $381, 20% off), CA $2,716 total

Total includes taxes & fees

### [New Downtown 3 Bedroom Upstairs Flat with views](https://www.vrbo.com/search?startDate=2027-02-12&endDate=2027-02-19&selected=70975536&adults=2)

![Primary bedroom](https://images.trvl-media.com/lodging/71000000/70980000/70975600/70975536/4904e5f8.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high)
- Location: Ashland
- Guest rating: 9.8/10 (Exceptional, 52 reviews)
- Price: CA $314 (was CA $392, 20% off), CA $2,786 total

Total includes taxes & fees

## Find spaces that suit your style

[Search for Houses](https://www.vrbo.com/search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-11-26&d1=2026-11-26&endDate=2026-11-28&d2=2026-11-28&property%5Ftype%5Fgroup=house)

House

[Search for Condos/Apartments](https://www.vrbo.com/search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-11-26&d1=2026-11-26&endDate=2026-11-28&d2=2026-11-28&property%5Ftype%5Fgroup=apartment%5For%5Fcondo)

Condo/Apartment

[search for cabins](https://www.vrbo.com/search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-11-26&d1=2026-11-26&endDate=2026-11-28&d2=2026-11-28&property%5Ftype%5Fgroup=cabin)

Cabin

[search for cottages](https://www.vrbo.com/search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-11-26&d1=2026-11-26&endDate=2026-11-28&d2=2026-11-28&property%5Ftype%5Fgroup=cottage)

Cottage

[search for villas](https://www.vrbo.com/search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-11-26&d1=2026-11-26&endDate=2026-11-28&d2=2026-11-28&property%5Ftype%5Fgroup=villa)

Villa

[search for chalets](https://www.vrbo.com/search?destination=Ashland%2C+Oregon%2C+United+States+of+America&regionId=6290&latLong=42.19672%2C-122.713948&adults=2&startDate=2026-11-26&d1=2026-11-26&endDate=2026-11-28&d2=2026-11-28&property%5Ftype%5Fgroup=chalet)

Chalet

## Find properties near top attractions in Ashland

![A statue of a person in a brown outfit with a hat and sunglasses, holding a pipe and a book, standing on a pedestal in a park with green bushes and trees.](https://images.trvl-media.com/place/6290/b7ae12c5-31b7-437b-8947-0bfe6b9d08cf.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

1

###### [Oregon Shakespeare Festival](https://www.vrbo.com/en-ca/search?regionId=6183594&startDate=&endDate=&locale=en%5FCA&rfrrid=slp)

![A wood duck standing on rocks with moss and greenery in the background.](https://images.trvl-media.com/place/553248621532642212/4ef58f19-de19-4351-bf68-0d92a6cbf1ec.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

2

###### [Lithia Park](https://www.vrbo.com/en-ca/search?regionId=553248621532642212&startDate=&endDate=&locale=en%5FCA&rfrrid=slp)

![A snowy forest with tall evergreen trees covered in snow.](https://images.trvl-media.com/place/6087455/da84e456-ba2e-4cc1-a63a-455c73ca7334.jpg?impolicy=fcrop&w=600&h=400&p=1&q=medium)

3

###### [Mount Ashland Ski Area](https://www.vrbo.com/en-ca/search?regionId=6087455&startDate=&endDate=&locale=en%5FCA&rfrrid=slp)

## Find the best place to stay - Ashland

### [1\. Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly](https://www.vrbo.com/en-ca/cottage-rental/p3167318vb?containsVideo=false)

![Image of Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly](https://media.vrbo.com/lodging/91000000/90090000/90085300/90085208/795cc436.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)

- Guest rating: 9.8/10 (Exceptional, 87 reviews)

Premier Host

Sleeps 8 · 3 bedrooms · 2 bathrooms

### [2\. Premier Downstairs Flat in Perfect Down Town Location](https://www.vrbo.com/en-ca/cottage-rental/p2056462vb?containsVideo=false)

![Image of Premier Downstairs Flat in Perfect Down Town Location ](https://media.vrbo.com/lodging/58000000/57760000/57755600/57755559/871bb930.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Guest rating: 10/10 (Exceptional, 93 reviews)

Premier Host

Sleeps 6 · 3 bedrooms · 2 bathrooms

### [3\. The Ashland Cottage, walk to town](https://www.vrbo.com/en-ca/cottage-rental/p651189vb?containsVideo=false)

![Image of The Ashland Cottage, walk to town](https://media.vrbo.com/lodging/19000000/18980000/18973800/18973754/fc87b003.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Guest rating: 10/10 (Exceptional, 241 reviews)

Premier Host

Sleeps 4 · 1 bedroom · 1+ bathroom

### [4\. Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland](https://www.vrbo.com/en-ca/cottage-rental/p560782vb?containsVideo=false)

![Image of Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland ](https://media.vrbo.com/lodging/20000000/19830000/19825700/19825617/d50a77c7.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Guest rating: 9.8/10 (Exceptional, 138 reviews)

Premier Host

Sleeps 3 · 1 bedroom · 1 bathroom

### [5\. Hyatt Lake Mountain Retreat](https://www.vrbo.com/en-ca/cottage-rental/p2004745vb?containsVideo=false)

![Image of Hyatt Lake Mountain Retreat](https://media.vrbo.com/lodging/56000000/55020000/55010300/55010257/25eb62a7.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Guest rating: 9.8/10 (Exceptional, 104 reviews)

Premier Host

Sleeps 7 · 3 bedrooms · 1 bathroom

### [6\. A Cowslip's Belle Inn](https://www.vrbo.com/en-ca/pdp/lo/95265593?containsVideo=false)

![Image of A Cowslip's Belle Inn](https://media.vrbo.com/lodging/96000000/95270000/95265600/95265593/f33edd7e.jpg?impolicy=resizecrop&ra=fit&rw=455&rh=455)
- Guest rating: 9.6/10 (Exceptional, 56 reviews)

## Find out more about Ashland

### Why visit Ashland

- **Outdoor Adventures:**  Explore breathtaking hiking trails and nearby state parks, perfect for nature lovers and adventure seekers.
- **Charming Downtown:**  Stroll through downtown Ashland, filled with quaint shops and delightful eateries that showcase local culture.
- **Scenic Beauty:**  Enjoy the stunning lakes and urban parks, ideal for leisurely afternoons and outdoor activities.
- **Romantic Getaways:**  Experience romantic settings perfect for couples looking to create lasting memories.
- **Diverse Accommodations:**  Choose from a variety of lodgings, from cozy cottages to modern apartments, catering to all preferences.

### Popular types of accommodation in Ashland

When exploring holiday rentals in Ashland, you'll find a variety of options tailored to your needs. Whether you prefer the comfort of a private holiday home, the charm of a cozy cottage, or the convenience of a modern apartment, there's something for everyone. With a focus on transparency and savings, our platform helps you discover the perfect holiday rental in Ashland for an unforgettable getaway with family or friends.

- **Private Holiday Homes:**  These comfortable residences provide a homely atmosphere, making them the top choice for visitors seeking a unique stay in Ashland.
- **Cottages:**  Quaint and charming, cottages offer a cozy retreat amidst nature, perfect for a peaceful getaway.
- **Apartments:**  Ideal for those wanting the convenience of self-catering, apartments provide modern amenities and a central location.
- **Cabins:**  Rustic and inviting, cabins immerse guests in the beauty of the outdoors, perfect for a serene escape.
- **Chalets:**  With their distinctive architecture, chalets offer a unique blend of comfort and style, ideal for a memorable stay.\*\*

### Top attractions in Ashland

Ashland, Oregon, is an excellent destination for outdoor enthusiasts and those seeking scenic beauty. With its stunning lakes, urban parks, and nearby state parks, visitors can indulge in a variety of activities that highlight the area's natural charm. Whether you're looking for adventure or a relaxing beach experience, Ashland offers an array of attractions that cater to all kinds of travellers seeking an unforgettable holiday.

- **[Lithia Park: ](https://www.vrbo.com/en-ca/vacation-rentals/united-states/oregon/jackson-county/ashland/lithia-park)** This urban park offers a serene escape within Ashland, featuring beautiful gardens, walking paths, and duck ponds, perfect for family outings or leisurely strolls.
- **[Howard Prairie Lake: ](https://www.vrbo.com/en-ca/vacation-rentals/united-states/oregon/jackson-county/howard-prairie-lake)** A picturesque lake surrounded by scenic views, ideal for beach activities, water sports, and romantic picnics amidst nature's beauty.
- **[North Mountain Park: ](https://www.vrbo.com/en-ca/vacation-rentals/united-states/oregon/jackson-county/ashland/north-mountain-park)** A family-friendly nature reserve with trails and educational programs, fostering a sense of community with friendly locals and a welcoming atmosphere.

### Things to do recommended for couples

Experience the charm of Ashland with a romantic stroll through Lithia Park, where you can enjoy nature's beauty. Don’t miss the opportunity to catch a performance at the Oregon Shakespeare Festival, creating unforgettable memories together.

### Things to do recommended for families

Families visiting Ashland can explore the stunning Lithia Park, where kids can enjoy playgrounds and picnic areas. Don't miss the Oregon Shakespeare Festival, featuring engaging performances suitable for all ages. For a unique experience, take a family-friendly hike through the nearby scenic trails.

### Things to do recommended for groups

Groups visiting Ashland can enjoy the thrill of racing at [Champion Raceway](https://www.vrbo.com/en-ca/vacation-rentals/united-states/oregon/jackson-county/eagle-point/champion-raceway), located 26km away. This venue offers an exhilarating motorsport atmosphere, perfect for those seeking adventure and camaraderie in a vibrant setting.

*\*Distances are measured in a straight line; actual driving distances may vary depending on the route.*

### What do I need to keep in mind when booking a vacation in Ashland

If you're planning a trip with friends, family, or pets, or if you're considering an extended stay, it's important to prioritize your needs when filtering options. Here are some helpful Vrbo booking tips to assist you.

- **[Traveling to Ashland with a group: ](https://www.vrbo.com/en-ca/search?bedroom%5Fcount%5Fgt=3&regionId=6290&rooms%5Fspaces%5Fgroup=kitchen&rfrr=crcontent)** Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for all of these options and more on Vrbo.
- **[Traveling to Ashland with young kids: ](https://www.vrbo.com/en-ca/search?house%5Frules%5Fgroup=children%5Fallowed&properties%5Fgood%5Ffor%5Fgroup=families&regionId=6290&rfrr=crcontent)** Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
- **[Taking your pets with you to Ashland: ](https://www.vrbo.com/en-ca/search?house%5Frules%5Fgroup=pets%5Fallowed&regionId=6290&amenities=PETS&rfrr=crcontent)** For many, a family getaway isn’t truly complete without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels at home.
- **Planning for a long term stay visiting Ashland:**  If you’re searching for vacation rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

### Where to stay in and around Ashland

Ashland, Oregon, is a charming city perfect for outdoor enthusiasts and adventure seekers alike. Explore the stunning scenery and friendly atmosphere as you wander through downtown Ashland, where quaint shops and delightful eateries await. Nearby attractions offer opportunities for romantic getaways, sports, and unforgettable experiences in nature. Whether you're hiking in the surrounding hills or enjoying local culture, you'll find that Ashland is a great place to create lasting memories.

- **[Historic Downtown District: ](https://www.vrbo.com/en-ca/vacation-rentals/united-states/oregon/jackson-county/ashland/historic-downtown-district)** The Historic Downtown District is the heart of Ashland, offering a charming blend of culture and history. This pedestrian-friendly area is lined with boutiques, cafés, and art galleries, making it a delight for leisurely strolls. Here, you can enjoy outdoor performances at the renowned Oregon Shakespeare Festival, immerse yourself in local art, or dine al fresco. The proximity to the stunning Ashland Creek and the nearby Lithia Park adds to the area's allure, providing ample opportunities for hiking and relaxation amidst nature.
- **[Talent: ](https://www.vrbo.com/en-ca/vacation-rentals/united-states/oregon/jackson-county/talent)** Located a mere 8km from Ashland, Talent is a quaint city known for its scenic beauty and outdoor adventure. The city boasts lush parks and recreational areas perfect for hiking, biking, and picnicking. Visitors can explore local art at the galleries or catch a performance at the community theatre. The nearby Bear Creek and the picturesque landscape of the surrounding hills make it an ideal destination for nature lovers seeking a combination of adventure and tranquillity.
- **[Siskiyou-Hargadine Historic District: ](https://www.vrbo.com/en-ca/vacation-rentals/united-states/oregon/jackson-county/ashland/siskiyou-hargadine-historic-district)** Nestled close to Ashland, the Siskiyou-Hargadine Historic District offers a unique mix of outdoor and cultural experiences. This neighborhood is known for its historic homes and proximity to ski resorts, allowing for winter sports enthusiasts to enjoy skiing and snowboarding. In the summer, the area transforms into a haven for hikers and nature lovers, with easy access to scenic trails and the breathtaking views of the nearby national parks. The combination of history and outdoor adventure makes this district a must-visit.

### Best time to go to Ashland

If you're planning a trip to Ashland, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

| **Calendar Month** | **Temperature** | **Precipitation** | **Cloudiness** | **Occupancy** | **Pricing**   |
| ------------------ | --------------- | ----------------- | -------------- | ------------- | ------------- |
| January            | 36.3°F (2.4°C)  | Light Rain        | Mostly Sunny   | Average       | Slightly Low  |
| February           | 37.2°F (2.9°C)  | Light Rain        | Mostly Sunny   | Average       | Slightly Low  |
| March              | 40.5°F (4.7°C)  | Light Rain        | Mostly Sunny   | Average       | Slightly Low  |
| April              | 46.0°F (7.8°C)  | Light Rain        | Mostly Sunny   | Slightly High | Average       |
| May                | 53.2°F (11.8°C) | Light Rain        | Mostly Sunny   | Average       | Average       |
| June               | 60.4°F (15.8°C) | No Rain (Dry)     | Mostly Sunny   | Slightly High | Slightly High |
| July               | 69.3°F (20.7°C) | No Rain (Dry)     | Sunny          | Slightly High | Slightly High |
| August             | 68.7°F (20.4°C) | No Rain (Dry)     | Sunny          | Average       | Slightly High |
| September          | 61.5°F (16.4°C) | No Rain (Dry)     | Sunny          | Average       | Average       |
| October            | 51.1°F (10.6°C) | Light Rain        | Mostly Sunny   | Slightly Low  | Average       |
| November           | 40.8°F (4.9°C)  | Light Rain        | Mostly Sunny   | Slightly Low  | Average       |
| December           | 34.7°F (1.5°C)  | Light Rain        | Mostly Sunny   | Slightly Low  | Average       |

### Booking with Vrbo is a breeze

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate significantly. Plus, extending your stay can often lead to fantastic savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of holiday rental. Happy travels.

### Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, refine your existing travel arrangements, or manage your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

\*\*Based on Vrbo properties bookings.

## Frequently Asked Questions

### What is the best area to stay in Ashland when booking a vacation rental?

When considering a vacation rental in Ashland, Oregon, a popular area to stay is the downtown district. This vibrant neighbourhood is renowned for its charming atmosphere, with an array of boutique shops, delightful cafes, and restaurants serving up local cuisine. A highlight of this area is the Oregon Shakespeare Festival, which draws theatre enthusiasts from far and wide, offering a rich programme of performances throughout the year.

Another appealing area is the Ashland Creek neighbourhood, which provides a more tranquil setting, ideal for nature lovers. Here, you can enjoy easy access to the stunning trails of Lithia Park, a beautiful expanse of greenery great for leisurely strolls or picnics. This park is also home to the beautiful Japanese Garden and a lovely duck pond, making it a fantastic spot for relaxation and outdoor activities.

Both neighbourhoods have a variety of properties available, ranging from quaint cottages to modern apartments, ensuring that visitors can find accommodation that suits their needs and preferences.

### How much does it cost to rent a vacation home in Ashland?

Prices for vacation rentals in Ashland 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from [affordable rentals in Ashland](https://www.vrbo.com/en-ca/search?regionId=6290&sort=PRICE%5FLOW%5FTO%5FHIGH) to more spacious homes.

### Are there any discounts for Ashland vacation house rentals?

You can find great discounts on house rentals in Ashland 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.

### Where are the best Ashland ski resort rentals?

For those looking for ski resort rentals near Ashland, the closest ski area is Mount Ashland, located just a short drive from the town. In Ashland itself, travellers can find a variety of accommodations, including charming lodges and cosy cabins that cater to both couples and families. Many of these properties come equipped with essential amenities such as fully stocked kitchens, comfortable living spaces, and often stunning views of the surrounding mountains.

In addition to these lodgings, travellers can also explore nearby rental options in the scenic area of Talent, which is just a few miles from Ashland. Here, visitors can find properties that may feature spacious backyards, hot tubs, and easy access to hiking trails, superb for unwinding after a day on the slopes.

Furthermore, Ashland is not just a ski destination; it is also renowned for its vibrant arts scene, particularly the Oregon Shakespeare Festival, which adds cultural richness to the area. Many accommodations in Ashland offer proximity to local shops and restaurants, ensuring a well-rounded experience for those looking to enjoy both winter sports and the local charm.

### What is the most popular type of vacation rental accomodation in Ashland?

In Ashland, vacation houses are the most popular type of vacation rental, with approximately 352 available throughout the area. These properties are often situated in charming neighbourhoods close to the Oregon Shakespeare Festival and the beautiful Lithia Park, making them ideal for visitors wanting to explore the local culture and outdoor activities. Most vacation houses come equipped with spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxation, superb for families or larger groups.

Apartments also feature prominently, with around 200 options offering a more compact stay. These typically include essential amenities such as kitchen facilities, comfortable living areas, and sometimes balconies to enjoy the surrounding views. Cottages, numbering about 160, provide a quaint alternative with a homely feel, often set in serene locations that allow for a peaceful retreat.

While cabins and chalets are less common, with around 72 cabins and several chalets available, they offer great experiences for those looking to immerse themselves in nature.

### Are there any family house rentals in Ashland?

In Ashland, Oregon, there are a substantial number of family-friendly house rentals available, with around 87 options to choose from. This charming town is renowned for its vibrant arts scene and stunning natural surroundings, making it an excellent choice for family getaways. Properties in the area typically offer spacious living areas, fully equipped kitchens great for preparing family meals, and outdoor spaces where children can play and explore.

Visitors can find homes in various neighbourhoods, such as the historic district, which is close to the renowned Oregon Shakespeare Festival, providing easy access to cultural performances and events. Additionally, many rentals are conveniently located near parks like Lithia Park, where families can enjoy picnics, hiking trails, and playgrounds.

### Can I rent a vacation home with a pool or hot tub in Ashland?

In Ashland, there are several vacation homes available for rent that feature pools and hot tubs, with around 11 options to choose from. This picturesque town, known for its vibrant arts scene and proximity to the stunning Rogue Valley, offers a variety of neighbourhoods where these properties can be found. Many rentals are situated near the beautiful Lithia Park, providing a serene environment for relaxation.

Travellers can expect a range of amenities in these vacation homes, including private pools, hot tubs for unwinding after a day of exploring, and spacious outdoor areas superb for gatherings. Fully equipped kitchens are common, allowing for self-catering, while some properties may also include features such as barbecue grills and fire pits, enhancing the outdoor living experience.

### Can I find long-stay vacation rentals in Ashland?

A [long-stay vacation rental in Ashland](https://www.vrbo.com/en-ca/tgp/lodging/theme/longstay/6290/ashland) 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 pet-friendly house rentals in Ashland?

In Ashland, there are numerous pet-friendly house rentals available, with a variety of options suiting different tastes and preferences. Many of these vacation homes feature amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like patios or gardens where pets can enjoy some fresh air.

The surrounding area is rich in cultural and natural attractions, making it a great destination for travellers with pets. Ashland is home to beautiful parks, including Lithia Park, which offers expansive green spaces, walking trails, and ponds that are superb for leisurely strolls with your furry companions. Additionally, the town is known for its vibrant arts scene, including the renowned Oregon Shakespeare Festival, providing visitors with plenty of entertainment options while enjoying a pet-friendly atmosphere.

### Are there any remote work vacation rentals in Ashland?

In Ashland, Oregon, there are numerous remote work-friendly vacation rentals available, with around 648 options to choose from. This charming town is known for its vibrant arts scene and the famous Oregon Shakespeare Festival, making it an appealing destination for those looking to combine work and leisure. Many of the properties come equipped with essential amenities for remote work, such as reliable Wi-Fi access in both public areas and private rooms, ensuring that guests can stay connected while enjoying their surroundings.

Travellers can expect to find a range of accommodations, from cosy cottages to spacious homes, often featuring comfortable workspaces, full kitchens for meal preparation, and inviting outdoor areas for relaxation. Ashland's picturesque landscape, including nearby hiking trails and the scenic Lithia Park, provides ample opportunities for breaks and outdoor activities after work hours. To help narrow your search, insert your dates and apply the "[WiFi](https://www.vrbo.com/en-ca/search?regionId=6290&amenities%5Ffacilities%5Fgroup=internet%5Favailable)" filter on Vrbo.

### Are there any Ashland vacation rentals with parking?

Vrbo offers a wide selection of [vacation rentals in Ashland with parking](https://www.vrbo.com/en-ca/search?regionId=6290&amenities%5Ffacilities%5Fgroup=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.

### What are popular rental amenities in Ashland?

In Ashland, popular rental amenities include kitchens, allowing guests to prepare their own meals, and onsite parking for convenience. Many properties also feature decks or patios, providing a pleasant outdoor space to relax and enjoy the surroundings. Additionally, a coffee and tea maker is commonly found in rentals, ensuring guests can easily brew their favourite hot beverages. For those travelling with pets, many accommodations in the area permit pets, making it easier for families to bring their furry companions along.

### When is the best time to visit Ashland for a vacation rental?

The best time to visit Ashland for a vacation rental is during the summer months of June to August, with July being particularly popular. This peak season draws visitors eager to experience the vibrant setting of the Oregon Shakespeare Festival, which showcases an array of outstanding performances in a beautiful outdoor setting.

With warm temperatures averaging around 25 to 30 degrees Celsius, summer in Ashland is superb for enjoying outdoor activities. The lush landscapes provide a stunning backdrop for hiking, exploring local parks, and participating in various festivals that celebrate the region's rich culture and community spirit.

For those looking for a more budget-friendly option, consider planning your trip in December. Although it's the low season, the winter months offer a serene charm, with the possibility of light snowfall and festive vacation decorations throughout the town. This quieter time allows for a more relaxed exploration of Ashland's local art galleries, quaint shops, and delightful eateries.

### How early should I book a Ashland vacation rental?

Book your Ashland vacation 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 vacation rental, the better the price.

 \*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

### What are the top attractions in Ashland?

In Ashland, visitors can engage in a vibrant cultural scene and stunning natural beauty. The Oregon Shakespeare Festival, located in the heart of the town, is a significant draw, showcasing a range of performances throughout the year, attracting theatre enthusiasts from all over. Nearby, Lithia Park offers a picturesque setting with its beautiful gardens, walking paths, and tranquil duck ponds, superb for leisurely strolls or picnics.

The downtown area is filled with charming shops, cafés, and art galleries, allowing visitors to explore local crafts and enjoy a meal or coffee at one of the many inviting spots. For those interested in outdoor activities, the surrounding area provides opportunities for hiking, particularly in the nearby Cascade-Siskiyou National Monument, which boasts scenic trails and breathtaking views.

### Can I change or cancel my Ashland home rental booking on Vrbo?

To find Ashland vacation rentals with free cancellation, just use Vrbo's handy "[Free cancellation](https://www.vrbo.com/en-ca/search?regionId=6290&free%5Fcancellation%5Fgroup=free%5Fcancellation)" 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 cabin or a beach house, you can turn your space into a standout destination, [become a host](https://www.vrbo.com/en-ca/list) and let Vrbo handle the heavy lifting to help you thrive.

 Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

### Are all fees included in the Ashland vacation 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.

### What is VrboCare™ and how does it work?

Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With [VrboCare™](https://www.vrbo.com/en-ca/tlp/trust-and-safety/care-guarantee), you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right.

 If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

### What can I expect from Vrbo customer service and VrboCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

 Vrbo also offers support via live chat through our [Help Centre](https://www.vrbo.com/en-ca/helpcenter/?articleId=40104), where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

### Can I plan a group trip on Vrbo?

Vrbo's [Trip Planner](https://www.vrbo.com/en-ca/why/trip-planning) makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

## More vacation ideas

- [Lodging](?equalTargetTab=tab-0)
- [Vacation Rentals](?equalTargetTab=tab-1)
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## Other language versions

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