Photo by Sarah C.

Homestead vacation rentals

We found 64 vacation rentals — enter your dates for availability

Discover a selection of 13 apartments and other vacation rentals in Homestead that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for hanging out with the people that matter most, such as air conditioning and WiFi. No matter what you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.
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Find out more about Homestead

Why visit Homestead

  • Urban Parks: Enjoy the lush greenery and recreational opportunities in the many urban parks scattered throughout Homestead.
  • Homestead Valley: Experience the scenic beauty of Homestead Valley, perfect for a peaceful retreat.
  • Cultural Experiences: Explore modern colleges, universities, and private gardens for a taste of local culture.
  • Family-Friendly Atmosphere: Discover a welcoming neighborhood ideal for family vacations with various activities for all ages.
  • Diverse Accommodations: Choose from a wide range of vacation rentals, from cozy apartments to spacious homes.

Popular types of accommodation around Homestead

When planning your getaway to Homestead, Vrbo offers a variety of vacation rental options to suit your needs. Whether you're searching for houses, cozy apartments, or stylish condos, you'll find the perfect spot for your stay. With affordable rentals, pet-friendly options, and great choices like Stockton apartments or house rentals, you can enjoy a memorable vacation with the comfort and space you desire.

  • Houses: The top choice for travelers, these homes offer spacious living and a home-like atmosphere ideal for families or groups visiting Homestead.
  • Apartments: A popular option for those seeking convenience, apartments provide a comfortable stay with easy access to local attractions.
  • Condos: These stylish accommodations blend amenities with a relaxed vibe, perfect for both short and extended stays.
  • Cottages: Charming and cozy, cottages offer a quaint retreat surrounded by nature, ideal for a peaceful getaway.
  • Villas: Luxurious and spacious, villas are perfect for travelers looking for an upscale experience in Homestead.**

Top attractions near Homestead

Homestead in Portland, Oregon, offers a variety of attractions perfect for business, city, and family vacations. Visitors can explore urban parks, modern colleges and universities, and private gardens, catering to those seeking culture and family-friendly experiences. Don't miss the scenic Homestead Valley for a relaxing getaway. Whether you're traveling solo or with loved ones, there's something for everyone in this vibrant area.

  • Oregon Health and Science University: A modern institution, this university boasts a vibrant atmosphere and cutting-edge facilities, making it a hub for innovation and education in health sciences, located 0.2 miles from Homestead.
  • Tom McCall Waterfront Park: A sprawling urban park perfect for families, offering scenic waterfront views, walking paths, and recreational activities, situated 1 mile away from Homestead.
  • Portland Japanese Garden: A serene private garden that showcases traditional Japanese landscaping and promotes tranquility, providing a friendly atmosphere just 2 miles from Homestead.

Things to do recommended for couples

For a romantic getaway in Homestead, enjoy live music at the McMenamins Crystal Ballroom, take a scenic ride on the Portland Aerial Tram, or indulge in wine tasting at Abbey Creek Winery. Each experience offers a unique vibe perfect for couples looking to connect and explore together.

Things to do recommended for families

During your family vacation in Homestead, Portland, you can catch a game at Moda Center, relish the thrills at Oaks Amusement Park, and unwind at Westmoreland Park. These attractions offer a mix of sports excitement, family fun, and relaxation, perfect for creating lasting memories together.

Things to do recommended for groups

Groups visiting Homestead can explore Powell's City of Books, only 2 miles away, for a literary adventure. Enjoy a cultural experience at the Keller Auditorium, just 1 mile away, or indulge in shopping and entertainment at Washington Square Mall, located 6 miles from Homestead.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Homestead

If you’re traveling with a group, family, or pets, or if you’re interested in extended stays, be sure to set your filters according to your key preferences. Here are some helpful Vrbo booking tips for you.

  • Traveling to Homestead with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Homestead with young kids: Traveling with little ones can be a bit tricky. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Homestead: For many families, a vacation wouldn't feel complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer amenities like feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Homestead: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Homestead

Homestead, a charming neighborhood in Portland, Oregon, offers a delightful blend of family-friendly atmosphere and cozy homes. Explore nearby areas to experience the vibrant downtown, rich history, and welcoming community. Whether you're seeking a romantic getaway or a business trip, you'll find great locations and friendly people that make your stay memorable. Discover the perfect mix of urban and suburban life while enjoying all that Homestead and its surroundings have to offer.

  • Portland: As a vibrant metropolis, Portland is the perfect base for your vacation experience. Nestled in the heart of Oregon, this city welcomes travelers seeking family-friendly activities and outdoor adventures. From arena entertainment venues to extensive shopping centers, there's something for everyone. Don't miss the local landmarks, including sports facilities and the stunning national state parks that surround the city, offering breathtaking views and outdoor activities for nature enthusiasts.
  • Downtown Portland: Just a mile from Homestead, Downtown Portland is a bustling neighborhood known for its dynamic atmosphere and entertainment options. Here, families and city explorers can enjoy a variety of attractions, including theaters and educational venues. Spend a day exploring the local stadiums, or catch an event at one of the city's many conference venues. The area's vibrant energy makes it a must-visit for anyone wanting to experience the heart of Portland.
  • Lair Hill: Located a mere 0.6 miles from Homestead, Lair Hill is a charming neighborhood that blends business, family, and city life. This area offers excellent educational opportunities and is home to a lively shopping scene. Visitors can enjoy the close proximity to urban parks and a modern college university, making it a great spot for both relaxation and exploration. The welcoming atmosphere and local attractions ensure a memorable experience for all who visit.

Booking with Vrbo is a breeze

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as costs often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to utilize our filters to sort by price, location, and vacation rental type. We're here to help you find the perfect getaway.

Vrbo Trips: Effortless planning

Vrbo’s cutting-edge Trip Board offers you a convenient way to plan your travels, pick up right where you left off, and manage all your itineraries in one place. You can easily access properties you've saved or booked by checking out the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Homestead?
In Homestead, vacation houses are the most popular type of rental, with several options available throughout the area. These houses typically offer multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Some properties may also feature outdoor spaces, such as patios or gardens, where guests can relax and enjoy the surrounding scenery. Additionally, there are several apartments available, providing a more compact and convenient stay for those looking for a cozy feel.
How much does it cost to rent a vacation home in Homestead?
Prices for vacation rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Homestead 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 Homestead vacation house rentals?
You can find great discounts on house rentals in Homestead 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 Homestead?
In Homestead, popular vacation rental amenities include fully equipped kitchens, air conditioning, coffee and tea makers, dining areas, and paper towels. These features cater to travelers seeking a comfortable and convenient stay, allowing them to prepare meals and enjoy a cozy home-like atmosphere.
Can I find family house rentals in Homestead?
In Homestead, Oregon, there are several family-friendly house rentals available. Visitors can find accommodations that offer ample space for larger groups, often featuring multiple bedrooms and spacious living areas ideal for family gatherings. Many properties come equipped with full kitchens, allowing families to prepare meals together, while outdoor areas may include patios or gardens for kids to play.

This area is also a great base for exploring the natural beauty of the surrounding landscape. Nearby attractions include scenic parks and trails, superb for hiking and enjoying the outdoors.
Can I rent a vacation home with a pool or hot tub in Homestead?
In Homestead, Oregon, travelers can find several vacation homes available for rent that feature hot tubs, superb for relaxing after a day of exploring the stunning natural surroundings. The area offers a mix of amenities, with many properties providing fully equipped kitchens, spacious living areas, and outdoor spaces ideal for gatherings. Some rentals may also include private decks or patios, enhancing the experience of enjoying the beautiful Oregon scenery.
Are there any Homestead vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Homestead 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 Homestead?
Yes, you can find several pet-friendly vacation rentals in Homestead, Oregon. This quaint area offers a variety of accommodations, ranging from cozy cabins to spacious homes, allowing travelers to bring their furry friends along. Many of these rentals come with amenities such as fully equipped kitchens, outdoor spaces, and comfortable living areas, ensuring a pleasant stay for both pets and their owners.
Can I find long-stay vacation rentals in Homestead?
A long-stay vacation rental in Homestead 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 Homestead for a vacation rental?
April is the most popular time to visit Homestead, Oregon, as it marks the transition into spring and the peak of outdoor activities. This period, spanning from February to April, attracts nature enthusiasts and adventure seekers eager to explore the picturesque landscapes and enjoy a variety of recreational opportunities. With temperatures typically ranging from the low 40s to mid-60s Fahrenheit, it provides a comfortable climate for hiking, biking, and sightseeing.

During these spring months, the region comes alive with blooming wildflowers and vibrant greenery, making it an ideal backdrop for outdoor adventures. Visitors can partake in scenic hikes along nearby trails or enjoy leisurely strolls through the charming town, taking in the local art and culture. The proximity of natural attractions enhances the experience, allowing for easy access to breathtaking views and outdoor fun.

For those looking for a more budget-friendly time to visit, October offers a wonderful alternative. This month showcases the beautiful fall foliage, creating a stunning visual display that makes for great photo opportunities. Additionally, the quieter atmosphere allows for a more relaxed exploration of the area, with fewer crowds and a chance to truly immerse yourself in the local charm.

Ultimately, whether you choose the lively spring season or the tranquil fall, Homestead has much to offer.
Are there any remote work vacation rentals in Homestead?
In Homestead, Oregon, there are several vacation rentals that cater to remote workers, providing a conducive environment for productivity. Many of these properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated desk spaces, and comfortable living areas that allow for a focused work experience. Travelers can expect options that include spacious rooms and well-lit workspaces, ideal for extended stays.

The area itself offers a serene backdrop, with the beauty of the Oregon countryside surrounding you, making it a peaceful retreat after a day's work. Additionally, local attractions and natural landscapes provide opportunities for outdoor activities during breaks, enhancing the overall experience for remote workers seeking both productivity and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Homestead vacation rental?
Book your Homestead 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 Homestead, Oregon, United States of America?
In Homestead, Oregon, visitors can explore a variety of attractions that showcase the area's natural beauty and outdoor activities. The nearby Mount Hood National Forest offers stunning hiking trails and picturesque views, making it a popular destination for nature lovers. The Timberline Lodge, a historic landmark, provides opportunities for both winter sports and summer activities, including hiking and scenic drives.

For those interested in local culture, the nearby town of Government Camp features charming shops and restaurants, and serves as a hub for outdoor enthusiasts. Additionally, the surrounding landscape is superb for activities such as fishing, mountain biking, and camping, providing ample opportunities for adventure.
Can I change or cancel my Homestead home rental booking on Vrbo?
To find Homestead 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 Homestead 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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