Homestead holiday rentals
We found 59 holiday rentals — enter your dates for availability
Discover a selection of 9 apartments and other holiday rentals in Homestead that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a pool. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
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Find the best place to stay - Homestead

Fantastic Bungalow with Hot tub, Decks, Close to everything, modern and clean
Sleeps 5 · 2 bedrooms · 3 bathrooms

Modern Portland Condo, Near Zupan’s, OHSU, River Trails, Dining & Skyline Views
Sleeps 4 · 2 bedrooms · 2 bathrooms

Castle Estate in SW Portland with hot tubs, minutes from downtown Portland.
Sleeps 10 · 5 bedrooms · 3 bathrooms

1-bedroom Fabulous Private Studio Suite Walk To Waterfront & Downtown Portland
Sleeps 2 · 1 bedroom · 1+ bathroom

Oregon apartment across OHSU
Sleeps 7 · 3 bedrooms · 3 bathrooms

Spacious, Beautiful & Private Hillside Oasis, SW PDX & free coffee!
Sleeps 3 · 1 bedroom · 1 bathroom
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in Homestead?
In Homestead, holiday houses are particularly popular, with several available throughout the area. These properties typically offer spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces where guests can relax and enjoy the pleasant surroundings. Additionally, there are several apartments that provide a more compact option for travellers, often featuring modern amenities such as kitchen facilities and comfortable living areas.
What are popular rental amenities in Homestead?
In Homestead, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many properties also feature air conditioning, ensuring a comfortable stay, particularly during warmer months. Additionally, travellers can expect coffee and tea makers in their accommodations for those early morning brews, along with dining areas suitable for enjoying meals together. Many rentals also provide essential supplies such as paper towels, making it convenient for guests during their stay.
Can I find family house rentals in Homestead?
In Homestead, Oregon, there are several family-friendly house rentals available, making it an appealing destination for those travelling with children. The neighbourhoods offer a range of spacious homes equipped with essentials such as full kitchens for preparing family meals, comfortable living areas for relaxation, and outdoor spaces where kids can play safely.Visitors can enjoy proximity to local attractions, including beautiful parks and scenic spots ideal for family outings. The area's natural beauty provides ample opportunities for outdoor activities, whether it's hiking, biking, or simply enjoying a picnic.
Can I rent a holiday home with a pool or hot tub in Homestead?
In Homestead, Oregon, there are several holiday homes available for rent that feature pools and hot tubs, providing great options for relaxation amidst the natural beauty of the area. Travellers can find properties in neighbourhoods that offer stunning views of the surrounding countryside, often equipped with outdoor spaces superb for enjoying the fresh air. Many rentals come with amenities such as fully equipped kitchens, spacious living areas, and private gardens, making them ideal for families or groups looking to unwind after a day of exploring.
When is the best time to visit Homestead for a holiday rental?
April is the most popular month to visit Homestead, Oregon, as it marks the tail end of the peak season running from February to April. This time of year is particularly appealing for those seeking outdoor adventures, with the mild spring weather inviting visitors to explore the stunning landscapes and natural beauty of the area.During this period, temperatures typically range from 5 to 15 degrees Celsius, providing a comfortable climate for activities such as hiking and sightseeing. The nearby attractions, including lush forests and picturesque rivers, offer ample opportunities for relaxation and exploration, making it a great time for families, couples, and solo travellers alike.If you're looking for a more budget-friendly option, consider planning your visit in October. This month showcases the crisp autumn air and the beautiful changing foliage, all while allowing you to enjoy a quieter atmosphere without the crowds. It's a great time for leisurely walks and experiencing the serene beauty of Homestead.Ultimately, the best time to book a holiday rental in Homestead depends on your preferences. If you thrive on vibrant outdoor activities and lively interactions, April is your ideal choice.
Are there any remote work holiday rentals in Homestead?
In Homestead, Oregon, there are around 12 holiday rentals suitable for remote work. These properties cater to those looking to balance work and leisure, offering amenities such as high-speed Wi-Fi and dedicated workspaces, ensuring a comfortable environment for productivity. Many rentals also come equipped with essential facilities like free in-room internet access, allowing for seamless connectivity.Located in a picturesque area, these accommodations provide a peaceful retreat while being close to local attractions. Travellers can explore the stunning natural beauty of the surrounding landscapes, which include opportunities for hiking and outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
Are all fees included in the Homestead 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 Homestead holiday homes with parking?
Stayz offers a wide selection of holiday homes in Homestead 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 Homestead holiday homes?
You can find great discounts on holiday homes in Homestead 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 Homestead holiday home booking on Stayz?
To find Homestead 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 Homestead?
A long-stay holiday home in Homestead 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 Homestead holiday home?
Book your Homestead 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 Homestead?
Prices for holiday homes in Homestead 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 Homestead 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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