Photo by Marc Platt

Old Mill District holiday rentals

We found 732 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Old Mill District to find one that's perfect for your trip. Whether you're staying in a holiday rental with your children or with 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. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Old Mill District

Showing deals for:8 Jan - 15 Jan

Living area
Property grounds
Terrace/patio
Living area
Exceptional
(41 reviews)

Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet

Bend

12% off
AU$1,853
for 7 nights, 1 home
AU$265 per night
includes taxes & fees
Top 5% - Finnish Sauna - Near Old Mill - No Pets - Fully Remodeled - Quiet
Exterior detail
Living area
Terrace/patio
Private kitchen
Exceptional
(7 reviews)

Dog friendly~Hot Tub~King Bed~Modern Construction

Bend

7% off
AU$2,860
for 7 nights, 1 home
AU$409 per night
includes taxes & fees
Dog friendly~Hot Tub~King Bed~Modern Construction
Property grounds
Living area
Interior
Room
Exceptional
(43 reviews)

Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby

Bend

12% off
AU$1,699
for 7 nights, 1 home
AU$243 per night
includes taxes & fees
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
Bedroom four kitchette with Keurig coffee maker, microwave, toaster oven, fridge
Beautifully appointed living spaces
New Chef's kitchen with quartz counters, high-end applicances,
Breakfast bar and kitchen
Excellent
(8 reviews)

Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath

Bend

7% off
AU$7,717
for 7 nights, 1 home
AU$1,102 per night
includes taxes & fees
Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath
Exterior
475278F8-70B1-4570-9F9F-26ECCC39D838.jpeg
782E5D86-B7D6-4BE7-B9FE-B6A6A96EF4E2.jpeg
95A36747-1443-4A2F-91A2-1421C79A0E72.jpeg
Exceptional
(47 reviews)

Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

Bend

12% off
AU$2,114
for 7 nights, 1 home
AU$302 per night
includes taxes & fees
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Exterior
Living area
Interior
Private kitchen
Wonderful
(29 reviews)

Heart of Bend-Walkable, Ping Pong, Billards

Bend

7% off
AU$2,285
for 7 nights, 1 home
AU$326 per night
includes taxes & fees
Heart of Bend-Walkable, Ping Pong, Billards
Master Bedroom with connecting master bathroom
Front
Entry View!
Living area
Exceptional
(161 reviews)

Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk

Bend

6% off
AU$2,467
for 7 nights, 1 home
AU$352 per night
includes taxes & fees
Spectacular Luxury Old Mill District Townhouse Walking Distance To River Walk
Exterior
Lake
Interior
Room
Exceptional
(64 reviews)

Executive suite in Mount Bachelor Village - great for a couple

Bend

7% off
AU$1,481
for 7 nights, 1 apartment
AU$212 per night
includes taxes & fees
Executive suite in Mount Bachelor Village - great for a couple
Dining
Terrace/patio
Exterior
Private kitchen
Exceptional
(16 reviews)

Downtown cottage with hot tub and fenced yard

Bend

8% off
AU$4,958
for 7 nights, 1 home
AU$708 per night
includes taxes & fees
Downtown cottage with hot tub and fenced yard
Property grounds
Interior
Living area
Private kitchen
Exceptional
(6 reviews)

Modern Nordic Nest: Sauna & Stroll to Galveston Ave

Bend

8% off
AU$3,198
for 7 nights, 1 home
AU$457 per night
includes taxes & fees
Modern Nordic Nest: Sauna & Stroll to Galveston Ave
View downstairs from loft bedroom
Dining
Cozy living room with door to patio/balcony
View of living room from stairs to loft
Exceptional
(166 reviews)

Upgraded Mt.Bachelor Village Loft Condo + includes IKON pass holder offer

Bend

11% off
AU$1,964
for 7 nights, 1 apartment
AU$281 per night
includes taxes & fees
Upgraded Mt.Bachelor Village Loft Condo + includes IKON pass holder offer
Living area
Just outside these windows is a wrap around deck to play on.
Living area
Dining
Exceptional
(104 reviews)

Fantastic view of Bend with pickleball and basketball court

Bend

8% off
AU$4,317
for 7 nights, 1 home
AU$617 per night
includes taxes & fees
Fantastic view of Bend with pickleball and basketball court
Living area
Exterior
Outdoor dining
Private kitchen
Exceptional
(323 reviews)

Great Downtown Location And House

Bend

7% off
AU$1,936
for 7 nights, 1 home
AU$277 per night
includes taxes & fees
Great Downtown Location And House
Private kitchen
Interior
Room
Exterior
Exceptional
(11 reviews)

Cozy studio in midtown Bend

Bend

8% off
AU$1,382
for 7 nights, 1 apartment
AU$197 per night
includes taxes & fees
Cozy studio in midtown Bend
Great original built-in Roper oven/broiler works like a charm.
Dining
Cozy and authentically mod mid-century vibe in the living  room with open beam
gas fireplace,
Exceptional
(149 reviews)

Authentic Mid-Century Marvel, in the quiet and desirable Mid Town neighborhood.

Bend

7% off
AU$2,533
for 7 nights, 1 home
AU$362 per night
includes taxes & fees
Authentic Mid-Century Marvel, in the quiet and desirable Mid Town neighborhood.
Living area
Summer on the river
Exterior
View of river from back deck
Exceptional
(202 reviews)

Riverfront Cottage -Near Drake Park, Walk to Town.

Bend

23% off
AU$2,106
for 7 nights, 1 home
AU$301 per night
includes taxes & fees
Riverfront Cottage -Near Drake Park, Walk to Town.
New fridge and vintage (awesome!) stove with oven.
The Bend Bungalow awaits! Set up high off street level is your quiet retreat.
Back bedroom w/ queen bed and two closets
Interior
Exceptional
(143 reviews)

Bend Bungalow - a Walk in the Park to Downtown and River!

Bend

6% off
AU$1,731
for 7 nights, 1 home
AU$247 per night
includes taxes & fees
Bend Bungalow - a Walk in the Park to Downtown and River!
Secluded, quiet, and peaceful luxury in a retreat like setting
While relaxing  on the cottage patio, guests are often enticed to see more
Tranquil setting - hidden gem in the heart of Bend
Mini Split heats and cools the Great Room and bedroom. French Doors to patio
Exceptional
(224 reviews)

Immaculate Cottage-EV charger-4 mins walk downtown-extended stays welcome

Bend

8% off
AU$2,610
for 7 nights, 1 cottage
AU$373 per night
includes taxes & fees
Immaculate Cottage-EV charger-4 mins walk downtown-extended stays welcome
Front of House
Exterior detail
Interior
Dining
Exceptional
(173 reviews)

Bends Westside Kaleana's Garden Cottage

Bend

7% off
AU$2,649
for 7 nights, 1 home
AU$378 per night
includes taxes & fees
Bends Westside Kaleana's Garden Cottage
Dining
Private kitchen
Living area
Living area
Exceptional
(17 reviews)

Home Centrally Located Near Old Mill Downtown

Bend

7% off
AU$1,606
for 7 nights, 1 home
AU$229 per night
includes taxes & fees
Home Centrally Located Near Old Mill Downtown
Interior
Living area
Room
Living area
Exceptional
(29 reviews)

Hillside Haven: Tranquil NW Studio Near the River

Bend

11% off
AU$1,466
for 7 nights, 1 home
AU$209 per night
includes taxes & fees
Hillside Haven: Tranquil NW Studio Near the River
  • 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 Old Mill District?
In the Old Mill District, holiday houses are the most popular type of holiday rental, with around 140 available throughout the area. These homes typically offer spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxing after a day of exploring. Many are situated near the Deschutes River and the scenic walking paths, making them ideal for families or groups looking to enjoy the natural beauty of the region. Additionally, there are about 12 condos and 12 apartments that provide a more compact option, often featuring modern amenities and convenient access to local shops and restaurants. A few charming cottages can also be found, adding to the diverse range of accommodation choices in this vibrant area.
What are popular rental amenities in Old Mill District?
In the Old Mill District of Oregon, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many rentals also feature outdoor decks or patios, providing a pleasant space to relax and enjoy the surroundings. A coffee and tea maker is commonly available to help guests start their day with a warm beverage. Onsite parking is another sought-after amenity, making it convenient for visitors with vehicles. Additionally, many properties come with fireplaces, creating a cosy atmosphere, especially during the cooler months.
Can I find family house rentals in Old Mill District?
In the Old Mill District of Oregon, there are numerous family-friendly house rentals available, with around 36 options to choose from. This vibrant area is known for its picturesque views and proximity to the Deschutes River, making it an excellent choice for families looking to enjoy both nature and local attractions.Properties in this locale often feature spacious living areas, fully equipped kitchens ideal for family meals, and outdoor decks or patios superb for relaxation after a day of exploring. Many homes come equipped with amenities such as Wi-Fi, laundry facilities, and air conditioning, ensuring a comfortable stay for visitors.The Old Mill District itself offers a variety of shops, restaurants, and entertainment venues, in addition to outdoor activities such as biking and walking along the river trails. Families will also appreciate the nearby parks, where children can enjoy playgrounds and open spaces.
Can I rent a holiday home with a pool or hot tub in Old Mill District?
In the Old Mill District of Oregon, there are several holiday homes available for rent that feature both pools and hot tubs, with around 16 options to choose from. This vibrant area, known for its picturesque river views and proximity to local shops and dining, offers a delightful setting for a getaway.Travellers can expect various amenities in these rentals, including private pools for cooling off during warm days and hot tubs great for relaxation after a day of exploring. Many properties also come equipped with fully fitted kitchens, outdoor spaces for al fresco dining, and comfortable living areas, making them ideal for families or groups seeking a home-away-from-home experience.
Can I book pet-friendly holiday rentals in Old Mill District?
In the Old Mill District, there are numerous pet-friendly holiday rentals available, with around 24 options to choose from. This vibrant area, located along the Deschutes River in Bend, Oregon, is known for its stunning natural scenery and outdoor activities, making it an ideal spot for travellers with pets. Many of the holiday rentals in this district come equipped with desirable amenities such as fully stocked kitchens, outdoor spaces, and comfortable living areas, ensuring a relaxing stay.The Old Mill District itself offers a variety of pet-friendly points of interest, including walking trails along the river and nearby parks where pets can enjoy some exercise. Additionally, the area features pet-friendly dining options, allowing you to enjoy meals with your furry companions by your side.
When is the best time to visit Old Mill District for a holiday rental?
The peak season for visiting the Old Mill District in Oregon is from May to July, with July being the most popular month. This vibrant time of year attracts visitors keen on enjoying outdoor activities, with warm temperatures averaging between 20 and 30 degrees Celsius. The district buzzes with life, featuring a variety of events, shopping opportunities, and delightful dining options along the scenic Deschutes River.During this peak season, you'll have the chance to engage in numerous outdoor activities, such as hiking, cycling, and river rafting, all while soaking in the beautiful natural surroundings. The long daylight hours and mild evenings create a great backdrop for evening strolls or relaxing by the river.For those looking for a more budget-friendly option, October presents a fantastic opportunity to visit. While the summer crowds have dispersed, the area still offers stunning autumn colours, making it ideal for leisurely walks and exploration of the local art scene. The cooler temperatures, generally ranging from 5 to 15 degrees Celsius, can be invigorating, allowing for comfortable sightseeing without the hustle and bustle of the peak season.Ultimately, your choice of when to visit the Old Mill District should be guided by your preferences for lively summer energy or the tranquil charm of autumn.
Are there any remote work holiday rentals in Old Mill District?
In the Old Mill District of Oregon, there are numerous remote work holiday rentals available, with around 148 options to choose from. This vibrant area, known for its picturesque views of the Deschutes River and the stunning backdrop of the Cascade Mountains, offers a range of accommodations superb for those combining work and leisure. Many of these rentals feature essential remote work amenities, including high-speed internet and Wi-Fi, comfortable desk spaces with chairs, and a conducive environment for productivity.Additionally, the Old Mill District is home to a variety of shops, restaurants, and cultural attractions, making it an ideal location for both work and relaxation. After a day of remote work, you can explore the nearby walking trails along the river or enjoy local dining experiences. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are the top attractions in Old Mill District, Oregon, United States of America?
In the Old Mill District of Oregon, visitors can enjoy a variety of attractions that highlight the area's natural beauty and vibrant community. The district is renowned for its picturesque setting along the Deschutes River, where guests can take leisurely strolls on the riverfront paths or enjoy outdoor activities such as kayaking and paddleboarding.One of the main draws is the Old Mill District's shopping and dining options, featuring a mix of local boutiques and restaurants with scenic views of the river and mountains. The area is also home to the historic old mill buildings, which have been transformed into unique shops and eateries, preserving the industrial charm while offering a modern retail experience.For those interested in culture, the Les Schwab Amphitheater hosts various concerts and events throughout the year, providing a lively option and a great way to enjoy the local music scene. Additionally, the nearby Deschutes Brewery offers tours and tastings, making it a popular stop for craft beer enthusiasts.Nature lovers will appreciate the proximity to the beautiful Drake Park and the stunning landscapes of the Cascade Mountains, great for hiking and exploring.
Are all fees included in the Old Mill District 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 Old Mill District holiday homes with parking?
Stayz offers a wide selection of holiday homes in Old Mill District 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 Old Mill District holiday homes?
You can find great discounts on holiday homes in Old Mill District 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 Old Mill District holiday home booking on Stayz?
To find Old Mill District 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 Old Mill District?
A long-stay holiday home in Old Mill District 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 Old Mill District holiday home?
Book your Old Mill District 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 Old Mill District?
Prices for holiday homes in Old Mill 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Old Mill District 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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