Hillsdale holiday rentals

We found 584 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Hillsdale that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. At the end of the day, 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 – Hillsdale

Showing deals for:18 Dec - 25 Dec

Tiled entry with original wood trim.
Exterior detail
36" Kitchen Aid french door fridge H20 & ice, windows to hot tub.
Formal living room with floor to ceiling curtains for privacy.
Excellent
(9 reviews)

Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings

Portland

7% off
AU$4,987
for 7 nights, 1 home
AU$712 per night
includes taxes & fees
Gorgeous private home! Central Air 4 beds, hot tub, patio, designer furnishings
Private kitchen
Living area
Room
Dining
Exceptional
(6 reviews)

2 King Suites • Mountain Views • Near Rose Garden

Portland

8% off
AU$5,492
for 7 nights, 1 home
AU$785 per night
includes taxes & fees
2 King Suites • Mountain Views • Near Rose Garden
Private kitchen
Property grounds
Room
Property grounds
Exceptional
(16 reviews)

Charming and minimal with private Backyard ADU 1-bedroom, 1-Bath. Tesla Charger

Portland

7% off
AU$1,700
for 7 nights, 1 home
AU$243 per night
includes taxes & fees
Charming and minimal with private Backyard ADU 1-bedroom, 1-Bath. Tesla Charger
Living room looking at front door
Our home on a snowy day in winter
Living Room from entry way looking to French doors to deck.
Stairways to path to enter house/ Six steps, inclined path and another two step
Exceptional
(175 reviews)

Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd

Portland

7% off
AU$2,352
for 7 nights, 1 home
AU$336 per night
includes taxes & fees
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
Room
Exterior detail
Dining
Living area
Exceptional
(8 reviews)

Cozy caravan in Mississippi area of Portland with WiFi, AC

Portland

9% off
AU$1,254
for 7 nights, 1 home
AU$179 per night
includes taxes & fees
Cozy caravan in Mississippi area of Portland with WiFi, AC
Property grounds
Exterior
Exterior
Interior
Exceptional
(89 reviews)

Charming, Private, Detached Studio!

Portland

7% off
AU$897
for 7 nights, 1 apartment
AU$128 per night
includes taxes & fees
Charming, Private, Detached Studio!
  • 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, laundry, 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 Hillsdale?
In Hillsdale, holiday houses are the most popular type of holiday rental, with about 15 available throughout the area. These homes typically offer spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking comfort and convenience. While the selection of apartments is less defined, there are several options that provide a more compact living space for those looking for a simpler stay.
What are popular rental amenities in Hillsdale?
In Hillsdale, popular rental amenities cater to a variety of traveller needs. Most holiday rentals come equipped with a kitchen, allowing guests to prepare their own meals during their stay. Many properties also feature a deck or patio, providing a lovely outdoor space to relax and enjoy the surroundings. For those needing to work or study, a desk and desk chair are typically included, ensuring a comfortable workspace. Additionally, some rentals may offer amenities like a blender for preparing smoothies or other refreshments.
Can I find family house rentals in Hillsdale?
In Hillsdale, Oregon, there are several family-friendly house rentals available, making it a great option for those travelling with children. The area is known for its charming residential neighbourhoods, offering a variety of homes that often feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where kids can play safely.Visitors to Hillsdale can also take advantage of nearby attractions such as the beautiful Washington Park, which includes the Oregon Zoo and the Portland Japanese Garden, superb for family outings. Furthermore, the locale provides easy access to local shops and eateries, adding to the convenience of your stay.
Can I rent a holiday home with a pool or hot tub in Hillsdale?
In Hillsdale, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful choice for those seeking relaxation. This charming neighbourhood in Oregon provides a mix of amenities that cater to various preferences. Many of these rentals come equipped with outdoor pools and hot tubs, great for unwinding after a day of exploring the local area.Travellers can expect additional comforts such as fully equipped kitchens for convenient self-catering, spacious living areas for family gatherings, and private outdoor spaces ideal for enjoying the picturesque surroundings. With its proximity to local parks and nature trails, Hillsdale offers a serene environment while still being close to the vibrant culture of nearby Portland.
Can I book pet-friendly holiday rentals in Hillsdale?
In Hillsdale, there are several pet-friendly holiday rentals available, making it an excellent choice for travellers who wish to bring their furry friends along. The area is known for its family-friendly atmosphere and proximity to various parks and green spaces. Many of the rentals offer amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely.Nearby, the stunning Washington Park provides ample opportunities for outdoor activities with pets, featuring expansive trails and beautiful gardens. Additionally, the picturesque Forest Park offers further hiking trails and natural scenery, superb for those looking to explore the great outdoors.
When is the best time to visit Hillsdale for a holiday rental?
The best time to visit Hillsdale for a holiday rental is during the peak season from June to August. This vibrant period attracts families and outdoor enthusiasts eager to relish the warm summer weather while exploring the natural beauty of the Pacific Northwest. With temperatures typically ranging from 15 to 30 degrees Celsius, visitors can enjoy a variety of activities such as hiking, visiting local parks, and attending community events.August, in particular, stands out as a popular month, offering a fantastic atmosphere filled with festivals and events that celebrate the local culture. It's a great time to engage with the community and take part in outdoor adventures, all while soaking up the beautiful scenery that Hillsdale has to offer.If you're looking for a more budget-friendly option, consider planning your visit in October. This month provides a quieter experience, great for those who appreciate the changing foliage and the tranquillity of autumn. The cooler temperatures can range from 5 to 15 degrees Celsius, making it a lovely time for brisk walks and exploring the area's scenic spots without the summer crowds.
Are there any remote work holiday rentals in Hillsdale?
In Hillsdale, Oregon, there are several remote work-friendly holiday rentals available, with around 24 options to choose from. This charming neighbourhood, known for its community feel and proximity to both nature and urban amenities, offers properties that cater to those looking to work remotely. Many of these rentals include essential amenities such as high-speed Wi-Fi, dedicated workspaces with desks and chairs, allowing for a productive environment.Travellers can expect comfortable living arrangements, often featuring fully equipped kitchens and outdoor areas where they can unwind after a day of work. Additionally, the local area offers easy access to nearby parks and recreational activities, providing a great balance of work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are the top attractions in Hillsdale, Oregon, United States of America?
In Hillsdale, Oregon, visitors can enjoy a range of attractions that highlight the area's charm and natural beauty. One of the key points of interest is the Hillsdale Farmers' Market, which takes place on weekends, offering a delightful selection of local produce, crafts, and artisanal goods. The neighbourhood is also home to the historic Hillsdale Library, known for its inviting atmosphere and community events.Nearby, the expansive Gabriel Park provides opportunities for outdoor activities, including walking trails, sports fields, and picnic areas, making it a popular spot for families and those looking to enjoy nature. The park features beautiful landscapes and is ideal for leisurely strolls or energetic play.For those interested in culture, Hillsdale is close to the Portland Art Museum and the Oregon Zoo, both of which are easily accessible and provide enriching experiences for visitors.
Are all fees included in the Hillsdale holiday homes prices shown on Stayz?
Stayz 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.
Are there any Hillsdale holiday homes with parking?
Stayz offers a wide selection of holiday homes in Hillsdale 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 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.
Are there any discounts for Hillsdale holiday homes?
You can find great discounts on holiday homes in Hillsdale on Stayz, 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.
Can I change or cancel my Hillsdale holiday home booking on Stayz?
To find Hillsdale holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Hillsdale?
A long-stay holiday home in Hillsdale 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner 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 favourites, and build the perfect itinerary together.
How early should I book a Hillsdale holiday home?
Book your Hillsdale holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Hillsdale?
Prices for holiday homes in Hillsdale 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. Stayz offers something for every taste and budget, from affordable homes in Hillsdale to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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