Skidmore Academy Historic District vacation rentals
We found 52 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals in Skidmore Academy Historic District that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, like cable TV and a washer and dryer. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Skidmore Academy Historic District
Showing deals for:Jan 22 - Jan 29

Exceptional
(5 reviews)
ABBOTT'S COTTAGES- The Lark. 2 bedroom cottage, just two blocks to downtown
Ashland
$233
$1,631 for 7 nights
All fees included

Exceptional
(6 reviews)
ABBOTT'S COTTAGES- The Bluejay. 3 bedroom/2 bath in walking distance to downtown
Ashland
$260
$1,821 for 7 nights
All fees included

Exceptional
(6 reviews)
ABBOTT'S COTTAGES, Avocet cottage- 3 bdrm/2bath, walking distance to downtown
Ashland
$246
$1,723 for 7 nights
All fees included

Exceptional
(13 reviews)
Charming carriage house in Ashland near downtown
Ashland
$131
$916 for 7 nights
All fees included

Exceptional
(10 reviews)
ABBOTT'S COTTAGES - Falcon. 2 bedroom/2 bath within walking distance to downtown
Ashland
$262
$1,835 for 7 nights
All fees included

Wonderful
(13 reviews)
Beautiful bungalow downtown Ashland railroad district, rv parking, adventure!
Ashland
$184
$1,291 for 7 nights
All fees included
Find spaces that suit your style
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Find the best place to stay - Skidmore Academy Historic District

ABBOTT'S COTTAGES- Cardinal cottage. 1 bedroom/1 bath, short walk to downtown!
Sleeps 4 · 1 bedroom · 1 bathroom

BLOSSOM VIEW COTTAGES: Luxurious 3 Bedroom + Den Near Theaters, Downtown
Sleeps 10 · 3 bedrooms · 2 bathrooms

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Sleeps 8 · 3 bedrooms · 2 bathrooms

Charming house two blocks from downtown Ashland
Sleeps 4 · 2 bedrooms · 1 bathroom

The Terra Cottage Inn - Ashland, Oregon
Sleeps 4 · 2 bedrooms · 1 bathroom

Anne Hathaway, 8 bedrooms, 9 bathrooms, a commercial kitchen and dining room.
Sleeps 14 · 8 bedrooms · 9 bathrooms
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental in Skidmore Academy Historic District?
In the Skidmore Academy Historic District, cottages are the most popular type of vacation rental, with several available throughout the area. These charming properties often reflect the historic character of the district and provide a cozy atmosphere for travelers. Most cottages come equipped with fully functional kitchens, comfortable living areas, and outdoor spaces for enjoying the pleasant surroundings. This makes them a great choice for those looking to immerse themselves in the local culture while still enjoying the comforts of home.
How much does it cost to rent a vacation home in Skidmore Academy Historic District?
Prices for vacation rentals in Skidmore Academy Historic 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 Skidmore Academy Historic 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 Skidmore Academy Historic District vacation house rentals?
You can find great discounts on house rentals in Skidmore Academy Historic 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.
What are popular rental amenities in Skidmore Academy Historic District?
In the Skidmore Academy Historic District of Oregon, popular vacation rental amenities cater to a comfortable and convenient stay. Travelers can expect fully equipped kitchens, ideal for preparing meals with local ingredients. Many rentals also feature onsite parking, providing easy access and convenience for those traveling by car. Air conditioning is commonly available, ensuring a pleasant atmosphere during warmer months. Additionally, some rentals offer blenders for guests who enjoy making smoothies or other blended beverages, as well as a selection of books for leisurely reading.
Can I find family house rentals in Skidmore Academy Historic District?
In the Skidmore Academy Historic District, there are several family-friendly house rentals available. This charming area features historic architecture and is close to various attractions, making it an excellent choice for families seeking a unique getaway. Many of the homes in this locale offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can play and explore.Visitors will appreciate amenities such as Wi-Fi, air conditioning, and sometimes even game rooms to keep the whole family entertained. The district's proximity to local parks and cultural sites enhances the experience, allowing families to enjoy both relaxation and adventure.
Can I rent a vacation home with a pool or hot tub in Skidmore Academy Historic District?
In the Skidmore Academy Historic District, travelers can find several vacation homes available for rent that feature both pools and hot tubs. This charming area, known for its historic architecture and vibrant community, offers a unique backdrop for a relaxing getaway. Many of these properties come equipped with inviting amenities such as private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, making them superb for families or groups seeking a comfortable and enjoyable stay.
Are there any Skidmore Academy Historic District vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Skidmore Academy Historic District with parking available—perfect for families or travelers 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 book pet-friendly vacation rentals in Skidmore Academy Historic District?
In the Skidmore Academy Historic District, travelers can indeed find several pet-friendly vacation rentals, making it a great choice for those looking to explore the area with their furry companions. The historic charm of the district is complemented by a variety of rental options that typically feature modern amenities such as spacious living areas, well-equipped kitchens, and outdoor spaces for relaxation. Many properties are set within walking distance to local parks and green spaces, allowing for easy access to places where pets can enjoy some fresh air and exercise.
Can I find long-stay vacation rentals in Skidmore Academy Historic District?
A long-stay vacation rental in Skidmore Academy Historic District is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Skidmore Academy Historic District for a vacation rental?
The best time to visit the Skidmore Academy Historic District is during the peak season from June to August, with July being particularly popular among travelers. This vibrant period attracts visitors eager to explore the rich history and beautiful architecture of the area, alongside enjoying outdoor activities in the warm summer weather. The district comes alive with cultural events and community gatherings, providing a unique glimpse into the local heritage.During the summer months, temperatures typically range from the mid-60s to the high 80s Fahrenheit, ensuring comfortable conditions for sightseeing and leisurely strolls through the historic streets. Visitors can enjoy the lush landscapes and vibrant gardens that surround the academy, making it a picturesque backdrop for photography and exploration.For those looking for a more budget-friendly option, consider planning your visit in December, when the district is less crowded. While the weather may be cooler, this month offers a charming ambiance with holiday decorations and a peaceful atmosphere, great for a quieter getaway.Ultimately, your ideal time to visit Skidmore Academy Historic District will depend on whether you prefer the bustling energy of summer or the tranquil beauty of the winter season.
Are there any remote work vacation rentals in Skidmore Academy Historic District?
In the Skidmore Academy Historic District of Oregon, there are several remote work vacation rentals available, making it an excellent choice for those looking to combine work and leisure. This historic area is known for its charming architecture and proximity to local attractions, providing a vibrant backdrop for remote work. Many rentals feature essential amenities such as high-speed Wi-Fi, ensuring that you can stay connected and productive during your stay.Additionally, you'll find properties that offer comfortable workspaces, allowing for a conducive environment for remote tasks. The district is also close to parks and cafes, providing opportunities for breaks and inspiration outside of your rental. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Skidmore Academy Historic District vacation rental?
Book your Skidmore Academy Historic District 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 Skidmore Academy Historic District, Oregon, United States of America?
In the Skidmore Academy Historic District, visitors can take part in the rich history and architecture of the area, with popular attractions such as the beautiful historic buildings that date back to the late 19th and early 20th centuries. The district is renowned for its well-preserved Victorian and Craftsman-style homes, offering a glimpse into the past. Additionally, the nearby Oregon State University campus provides cultural and recreational opportunities, including galleries and sports events.For nature enthusiasts, the district is close to the Willamette River, which offers scenic walking paths and outdoor activities. The downtown area, just a short distance away, features local shops, cafes, and farmers' markets that enhance the vibrant community feel.
Can I change or cancel my Skidmore Academy Historic District home rental booking on Vrbo?
To find Skidmore Academy Historic District vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host 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 Skidmore Academy Historic District 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™, 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 as applicable.
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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.
Vrbo also offers support via live chat through our Help Center, 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 makes organizing 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.
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