Redmond holiday lettings

We found 448 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Redmond by choosing from 204 houses, 33 flats and other holiday rentals. Whether you're staying in a holiday rental 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 hot tub. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

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Explore the natural setting in Redmond

The mountains, waterfalls and wildlife are the perfect backdrop to your holiday home in Redmond. Renowned for its bird watching, hiking and shopping, this city welcomes all visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Redmond

Are you hoping to discover attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Redmond a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Eagle Crest Golf Courses (4.5 mi / 7.2 km)
  • Pronghorn Golf Club (5.9 mi / 9.6 km)
  • Crooked River Ranch Golf Course (11.3 mi / 18.1 km)
  • Juniper Golf Course (2.8 mi / 4.6 km)
  • Eagle Ridge Sports Center and Spa (4.8 mi / 7.7 km)
  • Crescent Moon Ranch (5 mi / 8.1 km)

Exploring the natural features in Redmond

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Redmond is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Tumalo State Park (12.7 mi / 20.4 km)
  • Deschutes River (16.3 mi / 26.3 km)
  • Drake Park (16.4 mi / 26.4 km)
  • Lake Billy Chinook (23.8 mi / 38.3 km)
  • Metolius River (26.6 mi / 42.8 km)
  • Redmond Caves Recreation Area (1.6 mi / 2.6 km)

Travelling to and around Redmond

Fly into Redmond, OR (RDM-Robert's Field), the closest airport, located 1.5 mi (2.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Redmond when booking a holiday rental?
When considering a holiday rental in Redmond, Oregon, the downtown area stands out as an excellent choice. This vibrant neighbourhood offers a charming mix of local shops, restaurants, and cafés, making it convenient for visitors to explore and enjoy the local culture. Not far from downtown, one can find the stunning Redmond Caves, a fascinating natural attraction that provides an opportunity for outdoor exploration and adventure.

Another appealing area is the vicinity near the Deschutes River, which not only boasts beautiful scenery but also provides access to recreational activities such as hiking, biking, and fishing. Properties in these areas tend to be quite popular, given their proximity to key attractions and the overall inviting atmosphere they offer. Additionally, Redmond's well-connected location makes it easy to venture to nearby attractions in the Central Oregon region, including the stunning landscapes of Smith Rock State Park and the charming town of Bend.
How much does it cost to rent a holiday home in Redmond?
Prices for holiday rentals in Redmond 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 Redmond 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 Redmond holiday house rentals?
You can find great discounts on house rentals in Redmond 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.
Where are the best Redmond ski resort rentals?
For skiing near Redmond, Oregon, the closest resort is Mount Bachelor, situated about a 30-minute drive away. In the town of Bend, which is approximately 20 miles from Redmond, visitors can find a range of rental properties that cater to those looking to enjoy the slopes. Many of these accommodations are ski-in/ski-out lodges or chalets that provide easy access to the mountain, often featuring amenities such as hot tubs, fireplaces, and spacious living areas ideal for relaxing after a day of skiing.

In addition to Bend, the nearby Sunriver area offers further options, with a variety of holiday homes and cabins that come equipped with full kitchens, outdoor grills, and even game rooms, making them superb for families or groups. Many properties here also have access to community amenities like pools, tennis courts, and hiking trails.

Moreover, the scenic beauty of the Central Oregon region enriches the experience, with opportunities for winter activities such as snowshoeing and cross-country skiing available in the surrounding areas.
What is the most popular type of holiday rental accomodation in Redmond?
In Redmond, holiday houses are the most popular type of holiday rental, with about 358 available throughout the area. These houses offer spacious layouts, ideal for families or larger groups, and typically feature multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxation. Many are situated near points of interest such as the scenic Smith Rock State Park and the Deschutes River, making them great for those seeking outdoor adventures. Additionally, there are around 50 apartments and 46 condos available, which provide a more compact living arrangement while still featuring essential amenities like kitchens and comfortable living areas. For those looking for a rustic vibe, 46 chalets and 20 cottages are also offered, often set in picturesque surroundings that enhance the holiday experience.
Are there any family house rentals in Redmond?
In Redmond, Oregon, families will find a wealth of house rentals available, with around 206 options to choose from. This city is a splendid base for outdoor enthusiasts, boasting proximity to attractions such as the scenic Smith Rock State Park and the Deschutes River. Many family-friendly properties feature spacious living areas, fully equipped kitchens great for preparing meals, and outdoor patios or gardens where children can play and families can gather.

Visitors can expect amenities like Wi-Fi, air conditioning, and often laundry facilities for added convenience during their stay. The local area offers a blend of recreational activities, such as hiking, biking, and fishing, making it an ideal destination for families seeking adventure together.
Can I rent a holiday home with a pool or hot tub in Redmond?
In Redmond, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 198 options to choose from. This charming city in Central Oregon provides a range of rental properties located in various neighbourhoods, including the scenic areas near Smith Rock State Park and the more residential zones close to downtown.

Travellers can expect a variety of amenities in these rentals, such as private swimming pools, relaxing hot tubs, spacious outdoor decks, and fully equipped kitchens, which are great for both entertaining and unwinding after a day of outdoor adventures. Many properties may also offer additional features like barbecue grills and fire pits, enhancing the outdoor experience in the beautiful Oregon landscape.
Can I find long-stay holiday rentals in Redmond?
A long-stay holiday rental in Redmond 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Redmond?
In Redmond, there is a wealth of pet-friendly house rentals available, with approximately 95 options to choose from. Many of these properties come equipped with amenities that cater to both guests and their four-legged companions. Travellers can expect spacious living areas, fully equipped kitchens, and often outdoor spaces like private yards or patios, which are superb for pets to roam and play.

The neighbourhoods around Redmond offer a variety of attractions, including parks and nature trails that welcome pets. For instance, the nearby Cline Falls State Park features picturesque walking paths along the Deschutes River, providing a lovely setting for leisurely strolls with dogs. Additionally, the city boasts several pet-friendly cafes and shops, ideal for those travelling with pets.
Are there any remote work holiday rentals in Redmond?
In Redmond, Oregon, there are a substantial number of remote work-friendly holiday rentals available, with around 516 options to choose from. Many of these properties cater specifically to the needs of remote workers, offering amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable living areas conducive to productivity.

Travellers can expect to find a range of accommodations, from modern apartments to spacious homes, often featuring fully equipped kitchens for convenient meal preparation and outdoor spaces to relax after a long day of work. The city is conveniently located near beautiful natural attractions, including the stunning Smith Rock State Park, which is great for outdoor activities during downtime.

In addition, Redmond boasts a vibrant downtown area with local shops and cafes, adding to the appeal for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Redmond holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Redmond 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 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.
What are popular rental amenities in Redmond?
In Redmond, popular rental amenities include kitchens, which allow guests to prepare their own meals, as well as fireplaces that offer a warm and inviting atmosphere, especially during the cooler months. Many properties also feature decks or patios, great for enjoying the surrounding natural beauty and fresh air. Onsite parking is commonly available, providing convenience for those travelling with vehicles. Additionally, many rentals include a coffee and tea maker, ensuring that guests can enjoy a warm beverage at their leisure.
When is the best time to visit Redmond for a holiday rental?
The best time to visit Redmond for a holiday rental is during the peak season from June to August. This vibrant period attracts outdoor enthusiasts keen to explore the stunning landscapes of Central Oregon. With warm, sunny weather averaging between 20 to 30 degrees Celsius, it's an ideal setting for activities like hiking, biking, and enjoying local festivals.

July is particularly popular, bustling with visitors who appreciate the long days and lively option. This month offers the great conditions for outdoor adventures, such as exploring Smith Rock State Park or enjoying water sports on the nearby lakes. The community also hosts various events that add to the excitement of summer, making it a fantastic time for families and groups seeking memorable experiences.

If you're looking for a more budget-friendly option, consider visiting in December. Although this is the low season, Redmond transforms into a winter wonderland, offering a peaceful retreat. You can enjoy the beauty of the snow-capped mountains while engaging in winter sports or simply relaxing in a cozy rental.

Ultimately, the ideal time for your visit will depend on whether you prefer the lively summer activities or the tranquil charm of winter in Redmond.
How early should I book a Redmond holiday rental?
Book your Redmond holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Redmond?
In Redmond, Oregon, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The Redmond Caves, located just outside the city, offer a unique opportunity to explore lava tubes and learn about the geological history of the region. Within the city, the vibrant downtown area features local shops and restaurants, creating a charming atmosphere for exploration.

For those who appreciate the outdoors, the nearby Smith Rock State Park is an iconic destination for hiking and rock climbing, boasting stunning views of the landscape. The Deschutes River also runs close by, providing opportunities for fishing, kayaking, and leisurely riverside walks.

For a bit of history, the Redmond Historical Museum offers insights into the local culture and heritage, and the nearby High Desert Museum in Bend is excellent for families looking to learn more about the unique ecosystems and wildlife of the region.
Can I change or cancel my Redmond home rental booking on Vrbo?
To find Redmond holiday 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 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 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, Vrbo 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 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 Redmond holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.