Discover Your Perfect Ashland Vacation Homes

Best Vacation Homes in Ashland

House
Map-icon
like-icon10.0
Exceptional
(90 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $277/Night 7 Nights - CA $1,939
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House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 4 Guests 1399.31 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
CA $267/Night 7 Nights - CA $1,873
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Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(382 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
CA $248/Night 7 Nights - CA $1,734
House
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
CA $511/Night 7 Nights - CA $3,574
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 3 Baths 6 Guests
  • Air Conditioner
    Air Conditioner
  • Child Friendly
    Child Friendly
More amenities
CA $745/Night 7 Nights - CA $5,213
House
Map-icon
like-icon9.6
Exceptional
(13 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
CA $372/Night 7 Nights - CA $2,602
Cottage
Map-icon
1 Bedroom 1 Bath 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $508/Night 7 Nights - CA $3,553
Cottage
Map-icon
like-icon9.8
Exceptional
(43 Reviews)
2 Bedrooms 1 Bath 100 Guests 1100 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $361/Night 7 Nights - CA $2,528

Ashland Luxury Rentals

Apartment
Map-icon
4 Bedrooms 3 Baths 8 Guests
  • Pet Friendly
    Pet Friendly
  • Child Friendly
    Child Friendly
More amenities
CA $3,013/Night 7 Nights - CA $21,093
Apartment
Map-icon
4 Bedrooms 3 Baths 8 Guests
  • Pet Friendly
    Pet Friendly
  • Child Friendly
    Child Friendly
More amenities
CA $2,896/Night 7 Nights - CA $20,273
Hotel
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
6 Baths
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $1,751/Night 7 Nights - CA $12,257
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House
Map-icon
4 Bedrooms 2 Baths 15 Guests 3605.91 ft²
  • Parking
    Parking
  • Child Friendly
    Child Friendly
More amenities
CA $1,414/Night 7 Nights - CA $9,901
New
House
Map-icon
4 Bedrooms 2 Baths 15 Guests 3600 ft²
  • Child Friendly
    Child Friendly
CA $1,127/Night 7 Nights - CA $7,890
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
3 Bedrooms 2 Baths 12 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $974/Night 7 Nights - CA $6,820
Cabin
Map-icon
like-icon10.0
Exceptional
(65 Reviews)
5 Bedrooms 4 Baths 28 Guests 3400 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
CA $967/Night 7 Nights - CA $6,765
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Hotel
Map-icon
like-icon8.4
Excellent
(2270 Reviews)
2 Baths 252.96 ft²
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
More amenities
CA $922/Night 7 Nights - CA $6,451

Ashland Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $610/Night 7 Nights - CA $4,269
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 11 Guests 1797.57 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
CA $865/Night 7 Nights - CA $6,058
Cabin
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
4 Bedrooms 2 Baths 11 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
CA $451/Night 7 Nights - CA $3,160
House
Map-icon
like-icon9.7
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Air Conditioner
    Air Conditioner
  • Pet Friendly
    Pet Friendly
More amenities
CA $228/Night 7 Nights - CA $1,595
House
Map-icon
like-icon9.4
Exceptional
(12 Reviews)
3 Bedrooms 2 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Kitchen
    Kitchen
More amenities
CA $709/Night 7 Nights - CA $4,962
Condo
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
CA $392/Night 7 Nights - CA $2,745
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
3 Bedrooms 3 Baths 8 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
CA $778/Night 7 Nights - CA $5,447
Cottage
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
CA $317/Night 7 Nights - CA $2,222

Ashland Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(30 Reviews)
3 Bedrooms 2 Baths 11 Guests 1800 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $672/Night 7 Nights - CA $4,706
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 11 Guests 1797.57 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $516/Night 7 Nights - CA $3,613
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
3 Bedrooms 3 Baths 12 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
CA $798/Night 7 Nights - CA $5,586
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 4 Baths 12 Guests 2604.87 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
CA $644/Night 7 Nights - CA $4,507
House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
5 Bedrooms 3 Baths 12 Guests 2600 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
CA $749/Night 7 Nights - CA $5,245
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
5 Bedrooms 3 Baths 12 Guests 4000 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $845/Night 7 Nights - CA $5,915
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 10 Guests 500 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
CA $285/Night 7 Nights - CA $1,993
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
4 Bedrooms 2 Baths 12 Guests 1700 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $805/Night 7 Nights - CA $5,636

Why Choose Rent By Owner for your Ashland Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Ashland

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can greatly enhance your experience, so consider the local climate and seasonal events to choose the perfect time for your stay in Ashland, Lorman, USA.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, you can enjoy warm weather ideal for exploring outdoor activities and local events in this destination.

Average Temperature Daytime: 85°F - Nighttime: 65°F
autumn
Fall (September to November)

The region experiences vibrant fall foliage and pleasant weather, making it a popular time for cultural festivals and scenic drives.

Average Temperature Daytime: 70°F - Nighttime: 50°F

Off-Season Highlights

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Winter (December to February)

In the winter, the area tends to be quieter, offering a peaceful retreat with cooler temperatures and fewer crowds.

Average Temperature Daytime: 45°F - Nighttime: 30°F
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Spring (March to May)

Springtime visitors enjoy the budding flora and mild weather, perfect for those seeking tranquility before the busy summer season begins.

Average Temperature Daytime: 60°F - Nighttime: 40°F

Weekly Weather Forecast for Ashland

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck to relax and unwind amid scenic surroundings.
  • Take advantage of lush, well-maintained gardens or yard space perfect for outdoor gatherings.
  • Benefit from access to swimming pools or hot tubs for refreshing dips after exploring the area.
  • Make the most of spacious lawns suitable for outdoor activities like frisbee, badminton, or picnics.
  • Experience grilling with an on-site barbecue area, ideal for cookouts in the region's pleasant climate.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Access outdoor recreational features such as tennis courts, walking trails, or biking paths nearby.
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Family Activities

  • Southern Oregon University Performing Arts Center: Enjoy family-friendly performances and cultural events that bring the community here to life, perfect for a fun and educational outing.
  • Nicholas Park: Spend a relaxing day outdoors at this scenic park featuring playgrounds, walking trails, and picnic areas suitable for all ages in the local area.
  • ScienceWorks Hands-on Museum: Engage with interactive exhibits designed to inspire curiosity and learning, making it an ideal destination for inquisitive children visiting the region.
  • Oregon Shakespeare Festival: Witness captivating theatrical productions in this renowned festival, offering memorable family experiences amid the cultural heart of the destination.
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Adult Activities

  • Wine Tasting Tours: Experience the region's renowned vineyards by participating in guided wine tasting tours that showcase the area's rich viticulture.
  • Historic Downtown Exploration: Stroll through the charming downtown area, discovering local shops, galleries, and eateries that reflect the area's vibrant culture.
  • Hiking and Nature Walks: Immerse yourself in the region's natural beauty with scenic trails perfect for hiking and exploring the local flora and fauna.
  • Art and Cultural Events: Attend art exhibitions and cultural festivals hosted throughout the area to enjoy the creative spirit of this destination.

Ashland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local events and festivals: Stay informed about the area's happenings to immerse yourself in the vibrant culture during your visit.
  • Plan outdoor activities wisely: Take advantage of the region's natural beauty by scheduling outdoor adventures during favorable weather conditions.
  • Select the right vacation rental location: Choose accommodations that are centrally located to easily access popular spots and local amenities.
  • Communicate with your hosts: Reach out beforehand to gather insider tips and ensure your stay is tailored to your interests and needs.

Transportation Options

  • Ashland Regional Airport: You can conveniently access this area via the regional airport, offering flights that connect directly to major hubs and making travel planning straightforward.
  • Rental Car Services: Several car rental agencies operate nearby, providing flexible transportation options to explore the region at your own pace.
  • Local Shuttle Services: Dependable shuttle services are available within the area, offering easy transfers between key points such as the airport and popular destinations.
  • Taxis and Rideshare Options: Taxis and rideshare services like Uber and Lyft are accessible here, giving you convenient on-demand transportation for exploring the region comfortably.

Local Customs Options

  • Local Greetings and Politeness: It’s customary here to greet others with a friendly nod or wave, reflecting the welcoming spirit of this destination.
  • Community Events and Gatherings: Participating in local festivals and town meetings offers an authentic way to connect with residents and understand regional traditions.
  • Respect for Nature and Environment: The region values outdoor preservation, so mindful behavior during outdoor activities is highly appreciated by locals.
  • Dining Etiquette: When enjoying meals at local establishments, it's polite to wait for the host to start eating and to show appreciation for regional cuisine.

Frequently Asked Questions About Ashland?

2. How many vacation rentals have private pools in Ashland?

There are 2 vacation rentals with private pools near Ashland. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Ashland are best for families?

If you are looking for a family-friendly vacation home in Ashland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Ashland:

4. How many Rentbyowner vacation rentals are available in Ashland?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 268 in the Ashland area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Ashland. 

5. What is the cancellation policy for vacation rentals in Ashland, Lorman, USA?

The cancellation policy varies depending on the specific property listing. You should review the cancellation terms detailed on each listing or contact the property owner directly to understand the options available.

6. How do I find pet-friendly vacation rentals in this area?

Pet-friendly accommodations are listed with specific filters or tags. Check the property details or contact the host to confirm if pets are allowed and any additional fees or restrictions.

7. Are there any minimum stay requirements for booking here?

Minimum stay policies differ among properties; some may require longer stays during peak seasons. Read the listing details carefully or reach out to the owner for clarification before booking.

8. What amenities are typically included with vacation rentals in this destination?

Amenities vary by property but commonly include essentials such as Wi-Fi, kitchen facilities, parking, and outdoor spaces. Review each listing’s amenities section or contact the owner for specific features.

9. How can I ensure my booking is secure and reliable?

Bookings are processed through a trusted platform that offers secure payment options and verified listings. For added confidence, verify listing reviews and communicate directly with the property owner when needed.

Ashland Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(98 Reviews)
2 Bedrooms 2 Baths 4 Guests 2200 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
CA $275/Night 7 Nights - CA $1,926
Apartment
Map-icon
like-icon10.0
Exceptional
(71 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
CA $377/Night 7 Nights - CA $2,639
House
Map-icon
like-icon10.0
Exceptional
(53 Reviews)
1 Bedroom 1 Bath 6 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Breakfast
    Breakfast
More amenities
CA $273/Night 7 Nights - CA $1,913
star-icons-3
Bed & Breakfast
Map-icon
like-icon9.9
Exceptional
(58 Reviews)
1 Bedroom 1 Bath 2 Guests 452.08 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
CA $230/Night 7 Nights - CA $1,610
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.6
Exceptional
(103 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
CA $230/Night 7 Nights - CA $1,610
star-icons-3
Bed & Breakfast
Map-icon
like-icon9.4
Exceptional
(303 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
CA $249/Night 7 Nights - CA $1,744
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.2
Exceptional
(222 Reviews)
5 Bedrooms 5 Baths 13 Guests 468.23 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
CA $236/Night 7 Nights - CA $1,650
star-icons-3
Bed & Breakfast
Map-icon
like-icon8.8
Fabulous
(525 Reviews)
1 Bedroom 1 Bath
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
CA $224/Night 7 Nights - CA $1,570