Best Vacation Homes in Ashland
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,615/Night
For 7 Nights R18,302
6 Guests
3 Bedrooms
3 Bathrooms
Apartment
- Fireplace/Heating
- Air Conditioner
- Child Friendly
R3,762/Night
For 7 Nights R26,336
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Pool
- Balcony/Terrace
- Breakfast
R2,915/Night
For 7 Nights R20,405
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R4,121/Night
For 7 Nights R28,849
1582.29 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Parking
- Internet
- Child Friendly
R5,537/Night
For 7 Nights R38,756
1175 ft²
8 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R5,875/Night
For 7 Nights R41,122
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,858/Night
For 7 Nights R20,011
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R3,730/Night
For 7 Nights R26,106
Ashland Luxury Rentals
8 Guests
4 Bedrooms
3 Bathrooms
Pet Friendly
Apartment
- Pet Friendly
- Child Friendly
- Security/Safety
R35,291/Night
For 7 Nights R247,043
8 Guests
4 Bedrooms
3 Bathrooms
Pet Friendly
Apartment
- Pet Friendly
- Child Friendly
- Security/Safety
R35,273/Night
For 7 Nights R246,912
6 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R28,987/Night
For 7 Nights R202,915
12 Guests
4 Bedrooms
3 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
R23,217/Night
For 7 Nights R162,516
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R12,411/Night
For 7 Nights R86,877
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R11,664/Night
For 7 Nights R81,652
361.67 ft²
44 Guests
5 Bedrooms
6 Bathrooms
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- View
- Pet Friendly
R11,385/Night
For 7 Nights R79,697
3400 ft²
28 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Pool
- Balcony/Terrace
R11,063/Night
For 7 Nights R77,446
Ashland Pet Friendly Vacation Rentals
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Kitchen
R6,550/Night
For 7 Nights R45,853
1797.57 ft²
11 Guests
4 Bedrooms
2 Bathrooms
House
- Pet Friendly
- Parking
- Air Conditioner
R10,137/Night
For 7 Nights R70,957
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R8,655/Night
For 7 Nights R60,590
398.26 ft²
12 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Bed & Breakfast
- View
- Pet Friendly
- Parking
R2,744/Night
For 7 Nights R19,206
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R7,512/Night
For 7 Nights R52,573
11 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Pet Friendly
- Kitchen
R4,076/Night
For 7 Nights R28,537
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pet Friendly
- Kitchen
R4,100/Night
For 7 Nights R28,702
845 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R3,586/Night
For 7 Nights R25,104
Ashland Large Vacation Homes
1800 ft²
11 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
R5,818/Night
For 7 Nights R40,728
1797.57 ft²
11 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Parking
- Internet
R3,138/Night
For 7 Nights R21,966
12 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
R8,693/Night
For 7 Nights R60,853
290.63 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Free Cancellation
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
R2,151/Night
For 7 Nights R15,065
1587 ft²
100 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R5,562/Night
For 7 Nights R38,937
1100 ft²
100 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Balcony/Terrace
- Kitchen
- Parking
R3,258/Night
For 7 Nights R22,804
2600 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,059/Night
For 7 Nights R42,420
4100 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R9,629/Night
For 7 Nights R67,408
Why Choose Rent By Owner for your Ashland Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 (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
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
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
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
How to Book Your Ashland Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Ashland
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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.
Top Attractions Around Ashland
What attractions are nearby?
In the surrounding area, you can enjoy a variety of outdoor activities and cultural experiences that highlight the charm of this destination, making it an ideal place to explore during your stay in Ashland, Lorman.
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.
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?
1. What are the top vacation rentals in Ashland?
There are a lot of options in Ashland. If you plan on staying in the Ashland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Ashland:
- Choctaw Hall Bed and Breakfast
- Concord Quarters
- Above the Law
- PIER HAPPINESS on Lake Concordia Lakefront Rental!
- Charming 2 bedroom condo in the heart of beautiful Natchez, MS.
- Private oasis on the grounds of Historic Ravenna Antebellum Mansion
- The Oxbow Lodge of Lake Bruin
- The Natchez Gaol, Downtown Natchez
- Stunning 3 BR/3 BA loft apartment w/balcony overlooking historic downtown!
- Lazy Bear Lodge — The Sandifer’s House on Lake Bruin
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 262 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
2200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R2,473/Night
For 7 Nights R17,316
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Private Pool
- Fireplace/Heating
- Pool
R3,952/Night
For 7 Nights R27,666
1200 ft²
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R2,508/Night
For 7 Nights R17,563
452.08 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Bed & Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,694/Night
For 7 Nights R18,861
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
R3,087/Night
For 7 Nights R21,604
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,708/Night
For 7 Nights R18,959
468.23 ft²
13 Guests
5 Bedrooms
5 Bathrooms
Free Cancellation
Bed & Breakfast
- Oceanfront
- Fireplace/Heating
- Pool
R2,760/Night
For 7 Nights R19,321
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Hot Tub
- Pool
- Balcony/Terrace
R3,268/Night
For 7 Nights R22,869
